Looking for Hudson Valley Events that are fun for the whole family? You’ve come to the right place!

I have done you the favor of combing through Facebook and have had my browser full of open tabs in order to provide you all with a comprehensive list of popular Hudson Valley Events taking place this year.

In addition to my Facebook Events Group (See Link Below to Join), which is FULL of Popular Hudson Valley Events that will be sure to fill every weekend of your personal calendar, this article will also be updated regularly.

This article contains affiliate links. I make a small commission for purchases made through links at no extra cost to you. Read my disclosure for more info.

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Why are Hudson Valley Events So Special?

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From Westchester County to Rockland County to Orange County, all the way up to Greene County and Albany, Hudson Valley Events bring together community and local businesses in the best way possible.

Hudson Valley Events during Warmer Weather

When the warmer weather arrives, not only do some animals awake from their winter slumber, but many locations in the Hudson Valley open for the Season. Outdoor Hudson Valley events are abundant and are perfect for the entire family.

Hudson Valley Events during Cooler Weather

During the cooler months, Hudson Valley events include chances to get out, pick fruit and celebrate fall harvests. The Hudson Valley region is full of orchards and farms, so there are plenty to choose from.

Hudson Valley Events & Attractions are the best around and you should take full advantage of them. Since most Hudson Valley Events were cancelled last year, this year brings a heightened buzz and excitement.

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PRO TIPS:
Some Event Titles are linked directly to the organizer’s websites for your convenience. (where applicable)
It is always a good idea to plan ahead. By using a planner, like this one that I created, you can jot down all the events you want to attend.

Looking for Some Great Places to Post to Your Social Media?
Check out this article all about Instagram-Worthy Places in the Hudson Valley

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Hudson Valley Events taking place in September 2022

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Movies at Bannerman Island

September 2nd
Bannerman Island
The movie “Little Shop of Horrors” will be showing on the island. Get your tickets early as there are limited seats. https://bannermancastle.org/tours-events/movie-nights/

Boos and Brews: Haunted Huguenot Street Site Tours

September 2nd & 3rd: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

Honeycrisp Festival

September 2nd – 5th
Lawrence Farms Orchard, Newburgh
Join us this weekend as we open and harvest fall’s favorite apple! HoneyCrisp are sweet, delicious and ready for picking! Join us from 9-4 and see everything the farm has to offer while making your last memories of summer! Admission is $10 per person, children 2 and under are free. Season passes are available!

Newburgh International Festival

September 2nd – 5th
Delano Hitch Recreation Park, Newburgh
Join the City of Newburgh on September 2 through September 5 for the 33rd Annual International Festival! There will be food, games, rides and a fireworks show! The event will be held on the grounds of the Delano Hitch Recreation Park at 401 Washington Street, Newburgh, NY 12550. All City residents are invited to attend. The spectacular fireworks display will begin at approximately 9:00 p.m. on Sunday, September 4.

Labor Day Weekend at Falls Echo Equine Retreat Center

September 2nd – 5th
Falls Echo Farm, Stuyvesant
Friday evening’s, “Cookie Walk”, our signature Horse Magic experience. Meet and Greet with our entire heard of rescues & sport horses, ranging from Haflinger ponies to Paints, OTT Thoroughbreds and even drafts, all with our Ranch Water welcome cocktail in hand! Yoga, Pony Kisses, Magical Pool Vibes and Mimosas with our Friday & Monday morning events .

Clinton Community Day

September 3rd: 10am – 9pm
Clinton Historical Society, Clinton Corners
Join us for a full day of family fun including vendors, food trucks, children’s games, a parade, and fireworks!

Arts & Crafts Hudson River Festival

September 3rd: 12pm – 4pm
Senasqua Park, Croton on Hudson
Senasqua Park will be the shining jewel on the Hudson with beautiful arts and crafts and people having fun! It’s free to park and attend.

Picklepalooza

September 3rd: 11am – 6pm
Indian Ladder Farms Cidery & Brewery, Altamont
Mr. Pickle – Traditional Gose – will be released at 11am. There will be a 2 four-pack limit per person.
This beer did sell out within 4 hours last year – so plan accordingly.Pickle Menu – beyond making our homemade pickles we have pickled a variety of other items.

HV Wine & Music Festival

September 3rd: 12pm – 6pm
Waterfront Trail Park, Newburgh
Don’t miss this multi cultural music festival curated to bring the community great memories. $30 General Admission Tickets are moving fast. $60 10×10 Tent Reserved Spaces Available. Come enjoy some Great Wines, Great Music and help support an amazing charity.

Cold Spring Block Party

September 3rd: 4pm – 8pm
Cold Spring
Music, Dancing, Food, Face Painting, Magician, Street Games and more.

Stormville Antique Show & Flea Market

September 3rd & 4th: 8am – 4pm
Stormville Airport, 428 Route 216, Stormville
Free Admission, Free Parking, No Pets Please

Fruit Festival

September 3rd, 4th & 5th
DuBois Farms, Highland
Honey Crisp and Gala apples and our sweet juicy peaches take center stage this weekend accompanied by ripe, red tomatoes and a variety of other vegetables to pick as well. You’re sure to be hungry after all of that picking! We’ll fill you up with one of our fabulous wood fired, brick oven pizzas; our own beer, wine and sangria; and one of our many yummy icecream flavors. Take the kids on a wagon ride, pet the animals and visit Tiny Town. We’ll have live music all weekend with accoustic duo She’s My Ex on Saturday and the Oxford Station Band on Sunday and Monday.

Sunflowers, Mazes & Butterflies

September 3rd – 5th
Pierson’s Farm, Middletown
We are opening for our fall season Labor Day weekend. September 3rd, 4th and 5th. Corn Mazes, Sunflowers, Animals to visit, slides, tricycle track, spider web climb, tube glider swings, bounce area, and live music from 1pm-4pm all included with $13 general admission. We have add on purchases like a hayride to feed the cows, barrel train ride, food truck, and gem mining. 

Wildflower Walk

September 4th: 1pm – 2pm
Trailside Nature Museum, Cross River
Join our naturalist for a leisurely hike and learn to identify our local late bloomers. The program will include the basics of flower identification, using apps such as iNaturalist, and how to use field guides.

Taste of RMV

September 7th, 14th, 21st & 28th: 4pm – 9pm
Red Maple Vineyard, West Park
It’s that time of year again! Come gather with your friends and family for an evening on the farm. Featuring farm-to-table fare, estate-made wine, cider, & ‘Great Life’ beer, live music & lots of beautiful space to explore.

Summer Sauces

September 8th: 6:30pm
All One One All Farm, Goshen
Curious about foolproof recipes and techniques for homemade summer sauces? Level up your culinary skills and learn from the best in the biz, AOOA’s Culinary Director Beth Goodwin (formerly Chez Panisse, Major Food Group NYC).

Hearts of the Hollow Musical

Starting September 9th
Putnam County Veterans Memorial Park
An exciting, new musical inspired by Washington Irving’s short story “The Legend of Sleepy Hollow”. This special seasonal event will delight audiences with 20 original songs and a story where suspense, adventure, and romance come together.

Harvest Moon Maze

September 9th: 6pm – 10pm
Engelke Farm, Troy
Friendly, spook free evening in the corn field. The twists and turns of our 7 acre corn maze take on a new life after dark! Navigate your way with help from the full moon or bring your own flashlight/lantern. Arrive before sunset to catch a hayride to the pumpkin patch, feed the animals and take photos in our sunflower field. $10 per person • pay upon entry

Boos and Brews: Haunted Huguenot Street Site Tours

September 9th & 10th: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

The Oldtone Lite Roots Music Festival

September 9th & 10th
Cool Whisper Farm, North Hillsdale
Catch the last breath of summer with us at the Oldtone Main Stage for an incredible Saturday of music! Friday and Saturday nights of camping and picking! The Schobers’ Family Farm BBQ Kitchen and more will be serving food all day Saturday with great local brews on tap at the bar! 

Annual General Montgomery Day Parade

September 10th: 10:30am
Route 211, Montgomery
Crafts & Antiques, Parade, 8K Race, Live Country Rock Blues Music, Fireworks, A full day of fun in the Village of Montgomery.

Family Camp Out

September 10th into 11th: 5pm
Harbor Island Park, Pavilion Field, Mamaroneck
Spend a night in the great outdoors at Harbor Island Park on Saturday, September 10th into the 11th on Pavilion Field. Family Camp Out is open for the season and includes an outdoor movie, The Mitchell’s vs. the Machines. Bring your tent gear, food, and BBQ utensils for a fun night out under the stars. Grills and propane will be provided along with s’mores over the fire, cornhole and other outdoor games. Pre-registration is required, and tent spaces are limited.

Kids’ Craft Connection

September 10th: 9:30am – 11am & 1:30pm – 3pm
Boscobel House and Gardens, Garrison
Explore the past through hands-on chores, games, and crafts. Take a flashlight tour of the Boscobel mansion and bring the memories home with a special craft. Admission includes access to 68 acres of Boscobel’s grounds, including lush gardens, a woodland trail, and the Great Lawn with its iconic view of the Hudson River. Advanced reservations recommended: https://boscobel.org/events/kids-craft-connection

Historical Reenactment

September 10th: 10am – 12pm
John Jay Homestead State Historic Site, Katonah
Are you interested in learning more about the American Revolution? Then make sure to stop by John Jay Homestead for a presentation from reenactor Rob Buccheri about what life was like for a soldier living in New York during the fight for independence. Admission is free.

Farmers and Artisans Market

September 10th: 10am – 3pm
L Vern Allen Park, Washingtonville
Join us for the 2022 FarmArt Markets!
Featuring Live Music, Family Friendly Activities, Vendors and more!

The Rye Arts Center Open House

September 10th: 11am – 2pm
Rye Arts Center
Enjoy an afternoon filled with fun and creativity for you and your family. Explore hands-on activities in painting, drawing, ceramics, and more. Discover The Rye Arts Center’s cutting-edge S.T.E.A.M. program that includes everything from 3D Printing to Creative Building, and more. Stop by the RAC music studios to try your hand at various instruments with guidance from our talented Music Instructors. There will be live music and food available as well as a selection of local artisans with unique items for sale.

Albany Riverfront Jazz Festival

September 10th
Jennings Landing, Albany

Soap Making Class

September 10th
Clover Brooke Farm, Hyde Park
This hands on workshop will review the benefits of using recipes with traditional plant oils (no palm oil), creating luscious and moisturizing soaps that is good for your skin. No more heavy detergent soaps that can cause skin irritation and lead to dry skin. n this course we will get you started with your own soap making kit built into the class fee. We will provide 42 oz silicone soap loaf mold wood box with wooden cover, mixing bowl, spatula, measuring cups, soap cutter and soap making ingredients to use during class and take home to continue your soap making adventure. In addition, recipes sheets, useful tips and how to create one of a kind gifts for family and friends will be include.

Olive Day

September 10th: 10am
Davis Park, West Shokan
Frog Jumping, Cornhole Tournament, Egg Toss, Treasure Hunt and more…

Hudson Valley Wine & Food Festival

September 10th & 11th
Dutchess County Fairgrounds
Join us for the 21st Annual Hudson Valley Wine & Food Fest at the Dutchess County Fairgrounds

Grape Stomp

September 10th: 1pm – 5pm
Brotherhood Winery, Washingtonville
We are taking our Grape Stomp to the next level with a brand new stomping stage, authentic wine barrels, and a better-than-ever competition format. Grab your teammate and come stomp your heart out for a chance to win a special prize! Music and fun for the whole family! 1839 Restaurant and Bar will be selling delicious food and drinks.

Forestry Fall Scavenger Fun

September 10th: 1pm – 2:30pm
Edith G Read Wildlife Sanctuary, Rye
Join the naturalist to find clues with trees, leaves, fruits and seeds.

Oktoberfest

September 10th: 3pm – 10pm & September 11th: 12pm – 7pm
11 Kramers Pond Road, Putnam Valley
A great variety of German and American food is available, including special Oktoberfest Pretzels. We will also have domestic and imported beer in bottles and on tap. There will be activities for the children. Ample Parking is available. $10 per adult. Children under 14 are free when accompanied by an adult.

Oktoberfest

September 10th
Riedlbauer’s Resort, Round Top, NY
Get ready to party!!! Oktoberfest with Die Schlauberger on the stage. John will be opening and on the stage at 3 – 6pm. dSb will be on the stage from 6 – 10 pm. Nussy’s Bier Garten will be opening at 12 noon.

Music and Movie

September 10th: 5pm – 8pm
Empanada Nirvana, Walden
Musical Guest Adam Fitch, Good Food and the viewing of the Greatest Showman. Free Popcorn.

Family Fun Weekend

September 10th & 11th: 11am
Barton Orchards, Poughquag
Join us for Family Fun Weekend as we kick off the fall season! Admission is FREE! We have a great apple and vegetable crop that will be open for Pick Your Own, including tomatoes, hot and sweet peppers, squash, kirbys, cucumbers, zucchini, eggplant, and early variety apples including Honey Crisp, Early Gold, Ginger Gold, Paula Red and Gala. PYO opens at 11:00 AM, with last entry at 5:00 PM.

Pick Your Own Sunflowers

September 10th & 11th
Fix Farm, Hudson
PYO SUNFLOWERS. $2.00 per stem. Come on out and take a wander through our beautiful sunflower field! Brighten up your day with some hand picked sunflowers to take home and enjoy! We are also offering a sunflower photo op in our sunflower field! Bring your own camera/ photographer and capture some special moments in the sunflowers!

Lagrangeville Community Day

September 10th & 11th: 10am
10 Dorn Road
Free Entry! Calling all community heroes! Veterans, first responders, educators, healthcare workers, caregivers & you! Join us for a day of fun social & educational activities. Food. Games. Music. Prizes. Raffles.

SeptemberFest Street Fair

September 11th: 10am – 5pm
Main Street & Broadway, Nyack
Families and fun-seekers shouldn’t miss this special event, featuring 200+ vendors with something for everyone! Great food and good times!

Highlands Bluegrass Festival & Craft Fair

September 11th: 1pm – 5pm
Harmony Hall Jacob Sloat House, Sloatsburg
Featuring live music, vendors, activities, and fun for all. For more information, visit https://www.friendsofharmonyhall

Paint & Sip at Georgie O’s

September 11th: 2pm
Hyde Park
Learn to paint this 11×14 fall wagon painting. Pre sketched canvas and step by step instruction. Tickets are $30 and include a drink of choice from the bar and snacks. limited seats available. Not sold at the door. If you are redeeming an Art Party Gift Certificate please contact Toni at ArtPartyToni@gmail.com or call/text 845-559-7666 to confirm seats.

Bicycle Sundays

September 11th, 18th, 25th: 10am – 2pm
Bronx River Parkway
Bike, walk or jog the Bronx River Parkway from Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers.

Summer Sundays Street Festival

September 11th: 1pm – 5pm
Cannon Street, Poughkeepsie
This will include Live music, food & drink and community and will take place on Cannon St in front of Revel 32° and 40 Cannon St. Feel free to bring the family and the dog! Free parking at the Liberty Street and Cannon Street city parking lots.

Uptown Kingston Second Saturday

September 13th
Uptown Kingston
Second Saturday consists of 10 home/interior design-related businesses in the Kingston area that will stay open late on the 2nd Saturday of each month. his is the perfect way to peruse and shop all that Kingston has to offer regarding home design and finding beautiful art.

Family Fun Day

September 14th: 11am – 2pm
Brookmeade Community, Rhinebeck
Join Brookmeade for a Family Fun Day filled with love and laughter! Stop by and see Jackie the Magician, Darryl the Balloon Maker, face painting and more. Enjoy lunch on us, games, prizes, free refreshments.

San Gennaro Feast

September 14th – 18th
Commerce Street & Railroad Park, Yorktown
Procession, Amusement Rides, Food, Music, Games and more

Jazz Fest

September 14th – 18th
White Plains
JazzFest White Plains is back with a stellar lineup of in-person programs. For its eleventh year, the festival remains true to its roots, presenting jazz from an outstanding roster that features musicians of local and national significance. Between September 14-18, you’ll hear some of today’s hottest rising jazz stars.

Watercolor Sunflower Workshop

September 15th: 10am – 12pm
Live Inspired Art, Poughkeepsie
Just in time for fall! In this watercolor workshop participants will create beautiful sunflower paintings using watercolor paints. If you own watercolor paints please bring them, or paints will be available for purchase at an additional fee. Paper and brushes will be provided for you!

Live Arts in Nyack: Phoenix Festival

Weekends: September 16th – October 16th
Nyack, NY
Nyack joins the roster of world class arts events with the launch of The Phoenix Festival: Live Arts in Nyack — an annual celebration of classical theater, music, local culture and the creative spirit of community. For the inaugural year, the event will span five weekends in September and October 2022. All performances will be presented live and outdoors against a backdrop of majestic Hudson River vistas and Nyack’s lively, jazzy riverside village.

Sunset in the Sunflowers Closing Day

September 16th: 5pm – 9pm
Sunflower Valley Farm, New Hampton
Join us on our farm Friday September 16th from 5pm-9pm for a night of family fun with entertainment by one of my favorite bands, Sons of Hudson
Bring your blankets, chairs, family and friends. 
Take a wagon ride thru the fields, pick sunflowers to take home, take gorgeous family photos, visit the baby farm animals, get your face painted by Athena, play a game of cornhole. Adults: $10 – Children: $5

Movie Nights in Arlington

September 16th
Garden Art Space (Next to Crafted Kup), Poughkeepsie
Spend a summer night outside under the stars to watch classic films. All ages are welcome. Bring your own chair and blankets. Movie: ET

Boos and Brews: Haunted Huguenot Street Site Tours

September 16th & 17th: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

Pleasant Valley Weekend

September 16th – 18th
Pleasant Valley
Opening Ceremony, Car Show, Line Dancing, Music and more.

Fall Crafts at Lydhurst

September 16th – 18th
Lyndhurst Mansion, Tarrytown
Find handmade original fashions, accessories and jewelry; functional and sculptural works in ceramics, glass, metal, fiber, wood and mixed media; and fine art painting, printmaking, drawing and photography. Shop til you drop then stay to have lunch and enjoy Lyndhurst’s 67 sprawling acres (included in craft show admission) with breathtaking scenic views of the Hudson River. Advanced online ticket purchase strongly encouraged.

Smithsonian Magazine Museum Day

September 17th
Hudson River Museum, Yonkers
This annual event allows museums and cultural institutions across the country to provide free admission to anyone presenting a Museum Day ticket. Reserve your ticket today at http://ow.ly/Rc5C50KIp5m This is one of those Hudson Valley Events that should not be missed!

Ultimate Family Yard Sale

September 17th: 9am – 3pm
Stormville Airport
Clothing, books, toys, bikes, tools, baby items, household items, sporting goods and more…

Marshlands Conservancy History Hike

September 17th: 10am
Marshlands Conservancy, Rye
Discover the fascinating history of the place we know today as Marshlands Conservancy.

Staatsburg Village Walking Tour

September 17th: 10am
St. Margaret’s Church
Follow Staatsburgh staff outside the estate walls for a guided walking tour of the hamlet of Staatsburg. Visiting several historic locations – including long forgotten factories, bustling downtown hotels, and medieval memorials – and using period photographs, this walking tour will focus on Staatsburg’s storied history and its close connection to the Staatsburgh estate – note the different spellings, the village dropped the final “H” in the 1890s!

Plattekill Day

September 17th: 10am – 4pm
Thomas Felten Community Park
Celebrate what your town has to offer, meet up with your friends and family, and check out other businesses that are right here in your backyard. Food vendors, raffles, petting zoo, car show, music, citizen of the year award, and more!

Galleria at Crystal Run & Town of Wallkill Birthday Bash

September 17th: 11am – 4pm
Galleria at Crystal Run, Middletown
The celebration will begin at 10AM with a parade from Orange Bank & Trust to the Galleria at Crystal Run. The Birthday Bash will begin at 11AM in the Macy’s Parking Lot. Come enjoy: Food Trucks, Vendors, Entertainment, Music and more!

Catskill Food Festival

September 17th: 12pm – 6pm
Dutchman’s Landing Park, Catskill
We are back in Catskill with Food Trucks, Food Vendors, & Live Music.

OktoberFest

September 17th: 12pm
Shepherd’s Eye Brewing Company, Florida
Grab your Tyrolean hat and put on your lederhosen because it’s Oktoberfest time! 4 draft beers available featuring a handful of German style craft beers! Christopher’s Bistro food truck will be on site all day! 105 Rock and Roll will be jamming out from 1:00 PM – 4:00 PM in the beer garden. Oktoberfest Brewery activities held all day.

Yonkers RiverFest

September 17th: 12pm – 7pm
Downtown Yonkers
3 Stages, Kids Zone, Yonkers Wine and Food Festival, Food, Vendors and More…

Early Fall Equinox Kids Hike and Crafts

September 17th: 1pm – 2pm
Cranberry Lake Preserve, White Plains
Kids can take a guided hike of the Preserve and make seasonal crafts.

Tour in Tales of the Forest Fairies

September 17th: 1pm
Trailside Nature Museum, Cross River
Master Storyteller Jonathan Kruk leads a tour in tales about the fairies, elves and other magical denizens of the forest that dwell at Ward Pound Ridge Reservation. This is one of those Hudson Valley Events not to be missed!

Fall Seining by the Sound

September 17th: 1pm
Edith G. Read Wildlife Sanctuary, Rye NY
Early fall is the peak observation time for a variety of saltwater creatures. We will use dip nets and a long seining net to catch, study and release creatures in our beautiful Long Island Sound. Please dress in clothes that can get wet.

Hyde Park Community Day

September 17th: 1pm – 4pm
Hyde Park, NY
Come on over to Hackett Hill Park on Community Day. Enjoy tasty foods, great local performances, bouncy house and much more!

Heroes Tribute

September 17th: 4pm – 9pm
Ulster County Fairgrounds, New Paltz
Come out to this free concert and help us honor our Hudson Valley Heroes! Celebrating our past and present military and first responders! A day of live music, food trucks, Touch A Truck, Star Wars characters, rock climbing wall, and other family activities!

Snack and Sign at the Shack Cafe

September 17th: 4pm
New Windsor
Let’s Snack and Sign at the Shack Cafe! A twist on a sip and paint, everyone creates their own hand painted pine wood sign. Reserve online, pay at the door. $45/person includes your first non-alcoholic drink and dessert. All supplies will be at the event. Reserve by September 14th.

Screenings Under the Stars

September 17th: 5:30pm
Glen Island Park, New Rochelle
Screenings Under the Stars presented by Westchester County Parks and Sharc Creative continues with the family comedy, Spider-man: No Way Home (2021-PG13) on Saturday, Sept. 17, at Glen Island Park in New Rochelle. The gates open at 5:30 p.m. and movies begin at sundown. Event is rain or shine. Admission and parking are free. Moviegoers should bring blankets, folding chairs, and a picnic. Refreshments will be available for sale.

About Burger Hill Sunset Hike

September 17th: 5:30pm – 6:30pm
Burger Hill, Rhinebeck
Join Winnakee and the Hudson River Valley Ramble for an inspiring, panoramic sunset hike at Burger Hill. Learn about stewardship practices that make this treasured park home to uncommon grassland birds, amphibians and pollinators like the Monarch butterfly. FREE. Family friendly. Parking reservation required.

Harvest Festival

September 17th & 18th
DuBois Farm, Highland
t’s harvest time! We’ll have plenty of mums and pumpkins,honey crisp, snap dragon, crimson crisp and gala apples along with sweet juicy peaches, plump concord grapes, and a variety of veggies for your picking pleasure. Relax and unwind to some live music by singer/songwriter/guitarist Freddy Joe Stelling on Saturday and acoustic duo She’s My Ex on Sunday while enjoying our wood-fired brick-oven pizza and wings.

Blues & BBQ Fest

September 17th & 18th
13 Burdick Road, Patterson
Come and get some of our famous BBQ’d Chicken at the Patterson Rotary Club’s Blues & BBQ festival. But wait, there’s more!! We’ll also be cooking and serving Corn on the Cob from Dykeman Farm We’ll have butter for that traditional taste OR… Mexican Street Corn, recipe from Chef Tommy at Iron & Wine Restaurant.

Oktoberfest

September 17th and 18th
Barton Orchards, Poughquag
Join us in celebrating Oktoberfest at Barton Orchards with Dennis Polisky & Maestros Men Polka Band! We’ll have delicious German and food options available at our concession, and we’ll also have food trucks this year! Stop by the Tap Room where we have twenty on tap, including fan favorite HOFBRAU! Also new this year, we will have Half Liter and 1 Liter Oktoberfest Stein’s for purchase on a first come, first serve basis. We’ll also have Hofbräu Oktoberfestbier Mini Kegs and a Stein Hoisting competition.

Thompson’s Cider Mill Opening Weekend

September 17th & 18th: 10am
Croton-on-Hudson
Come celebrate the start of the fall season with us during our opening weekend at Thompson’s Cider Mill! We will be at Fable Farms Saturdays and Sundays starting September 17th from 10am – 5pm serving fresh apple cider, donuts, apples, pies, and other assorted fall treats! To try our award winning hard ciders head over to Thompson’s Cider Mill open Saturdays and Sundays from 11am – 5pm.

Apple Picking Weekend

September 17th & 18th
Harvest Moon Farm & Orchard, North Salem
By reservation ONLY. Tickets NOW on sale on our website ONLY (link in title). All tix info can be found on our website.⁣⁣ Tickets for additional weekends will be made available on a rolling, weekly basis.

Apple & Pumpkins Season Opener

September 17th & 18th: 11am
Stanton’s Feura Farm, Fuera Bush
FALL is in the air!! Join us in the beautiful Onesquethaw Creek Valley for our opening weekend of apple & pumpkin picking! Hay rides, straw slide, mazes, warm homemade CIDER DONUTS & more! Bring the family, some friends, or even a birthday party – we welcome ALL of the fun!

Reptile Expo

September 18th: 9am – 4pm
14 Civic Center Plaza, Poughkeepsie
Stop by from 9AM – 4PM and check out dozens of reptile breeders as well as amphibians and arachnids on display for sale as pets. Tickets available at the door.

Watercolor Sunflower Workshop

September 18th: 10am – 12pm
Live Inspired Art, Poughkeepsie
Just in time for fall! In this watercolor workshop participants will create beautiful sunflower paintings using watercolor paints. If you own watercolor paints please bring them, or paints will be available for purchase at an additional fee. Paper and brushes will be provided for you!

Fall Festival

September 18th: 10am – 4pm
1311 Kitchawan Road (Route 134), Ossining
Our fall festival is always the biggest of the year, and with tons of local vendors, delicious food, and live music, you will not want to miss it! Mark your calendars and dust off those boots!

Small Business Charity Expo

September 18th: 11am – 4pm
Boutique Wines, Spirits and Ciders, Fishkill
Join Boutique Wines, Spirits and Ciders & Dogtopia at this awesome event where portions of our vendor fees and raffles will go to the event to benefit Safe Haven Animal Shelter & Wildlife Center

Fairy Festival

September 18th: 12pm – 4pm
Orange Co Arboretum, Montgomery
Fun filled afternoon for the family.
Visit the fairies, listen to a story, build a fairy house.
$5 per person.
Get you Fairy bracelet, wand, crown and fairy dust.
Wear your wings!

September Fest

September 18th: 12pm – 5pm
Historical Society of Rockland County, New City
Living history demonstrations, 18th-century-inspired arts & crafts, tours of the Jacob Blauvelt Farmhouse, local cider, donuts and more. Rain or shine.

Town of Union Vale Oktoberfest

September 18th: 12pm – 7pm
Tymor Park, Lagrangeville
Enjoy Traditional German Music, Dancing, Food & Beer! $5 Admission (Kids 4 and under free) For more information and to pre-order tickets please visit our website at www.unionvaleny.us

The Flavor of Haverstraw Food Crawl

September 18th: 1pm
Downtown Haverstraw
Haverstraw Riverwide Arts and the Village of Haverstraw, NY are celebrating the diverse culinary options Downtown with the 8th annual “Flavors of Haverstraw Food Crawl” – a small plates or tapas-focused food sampling, which will take place Sunday, September 18th from 1-5pm. The Crawl begins in the Webster Bank lot: 38 New Main St.
Over 15 restaurants are participating. Tastings are $5-$10 per plate.

Bridge Lighting Watch Party

September 21st: 6pm – 8pm
Horan’s Landing, 57 River Street, Sleepy Hollow
Join others watch the bridge turn purple to help kick off the Walk to end Alzheimer’s in Westchester and Rockland.

Sugar Loaf Film Festival

September 23rd: 11am – 9pm
Sugar Loaf
Join us on September 23rd at The Sugar Loaf Performing Arts Center to celebrate up and coming/current filmmakers, comedy, and the arts as a whole. We can’t wait to bring something so special to the area.

Oktoberfest Celebration

September 23rd
Tilly’s Foster Farm, Brewster
Celebrate Oktoberfest at Tilly Foster Farm with David Clark’s Songs in the Attic, a Tribute to Billy Joel, and AKA Nora, from Brewster who will open the show! Friday, September 23rd we welcome fall with the best celebration of the year! Feast on Oktoberfest Food, Included with Admission. A cash bar and Beer Truck with Seasonal Beers will also be on the farm!

Cousins Maine Lobster at Robibero Winery

September 23rd: 12pm
New Paltz
Come and enjoy one (or all) of our famous Maine lobster entrees when we visit New Paltz!!

Movies at Bannerman Island

September 23rd
Bannerman Island
The movie “Young Frankenstein” will be showing on the island. Get your tickets early as there are limited seats. https://bannermancastle.org/tours-events/movie-nights/

4 Ft Wood Porch Leaner Paint & Sip Class

September 23rd: 7pm – 9pm
Uptiquing Paint & Ceramics, Pine Bush
Come with your friends and learn to paint this 4’ wood porch leaner with us at Uptiquing! 
This class will be a guided step by step instructed class. 
The class includes everything you will need to create your masterpiece. $58/person

Boos and Brews: Haunted Huguenot Street Site Tours

September 23rd & 24th: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

Saxon Woods Garage Sale

September 24th: 9am – 3pm
Saxon Woods Park
Plenty of vendors to showcase the goods they have to sell.

Saturday Morning Hike

September 24th: 9am
Croton Point Park
Stretch your legs and learn about Croton Point Park’s history and nature. Meet at the entrance to the RV Park; ages 6 and up; moderate difficulty; wear sturdy shoes.

Gardiner Library Craft, Fabric & Yarn Sale

September 24th: 10am
The Pole Barn at Majestic Park
One day only. Come find all your crafting needs including: quilting, scrapbooking, kids crafts, beading, jewelry making, yarn, fabric, all needle crafts and more. Special this year: weaving looms and spinning wheels plus fiber. Indoors-rain or shine. Large, well-ventilated space.

Equus Fest East

September 24th: 10am
Ulster County Fairgrounds in New Paltz
We are in the “home stretch” and really excited to share the celebration that is Equus Fest East with all of you!

End of Summer Walk to Untermyer

September 24th: 10am – 1pm
Lenoir Preserve, Yonkers
Join us in saying goodbye to summer as we do a moderate hike from Lenoir to Untermeyer. Learn about three different parks.

Applestock

September 24th: 10am – 4pm
Huguenot Street, New Paltz
Pies, Music, Food, Vendors, Fritters, Face Painting, Raffle, Beer, Wine and Cider Tent and more

Celebrate Biodiversity

September 24th: 11am – 3pm
Trailside Museums & Zoo at Bear Mountain State Park
Learn about Biodiversity & Local Habitats! Visit our Pond, River, Forest, Woodland Pool, Rocky Summit & Grassland habitat stations to complete your Habitat Passport. When you complete the activity at each station you get a stamp. Collect all stamps & win a prize, while discovering ways you can help protect & provide habitat for wildlife. Live Animal Presentations.Parking at Bear Mountain State Park $10/vehicle. Allow 20 minutes to walk from parking lots to Trailside. Admission to Trailside: $1/person suggested donation.

Rhinebeck Porchfest

September 24th: 11am – 7pm
Rhinebeck’s Historic Porches on Livingston and Chestnut Streets
Rhinebeck Porchfest 2022 Music Lineup Announced! 46 Bands, 24 Porches, 11 a.m. – 7 p.m. Saturday, September 24.

Maple Bourbon Release Party

September 24th: 12pm – 6pm
Taconic Distillery, Stanfordville
Our tasting room, located in the heart of Dutchess County, is the place to be for this event.

Quarry Hike for Signs of Early Fall

September 24th: 1pm
Cranberry Lake Preserve, White Plains
Take a guided hike of the Preserve to discover its many amazing features.

Dog Costume Contest

September 24th: 1pm – 1:30pm
7 Bona Ventura Ave, Wallkill
Have a cute dog? How does he/she look in a wizard costume? Once again, the crowd favorite Dog Costume Contest is on the schedule on Saturday September 24 at the Weekend of Wallkill. Bring your dog dressed in his/her best costume. Maybe one that goes along with our ‘wizard’ and magical theme of the weekend – though any costume is great.

Kites over the Hudson

September 24th: 2pm – 4pm
Washington’s Headquarters State Historic Site, Newburgh
Free kites will be given to the first 150 children, ages 15 and under. Refreshments will also be provided. Admission is free for the day, compliments of the Friends of the State Historic Sites of the Hudson Highlands, who also provided the kites. Admission includes a guided tour of the historic Headquarters and the freedom to explore the Museum

Harvest Gnome Paint Party

September 24th: 2pm
9 South Mesier Ave, Wappingers Falls
No experience necessary. Pre sketched canvas and step by step instruction. Come and give it a try.

Hispanic Heritage Celebration

September 24th: 5pm – 9pm
Empire State Plaza Events, Albany
Charlie Cruz, Amarfis, Fulanito, DJ Boy Boy. Celebrate Hispanic Heritage Month with this FREE tribute to Latin culture featuring a night out dancing, traditional cuisine, and music!

Gangstagrass

September 24th: 7pm
Harbor Island Park, Mamaroneck
Free show 9/24 @ 7pm in Harbor Island Park with Gangstagrass – the best country/hip-hop/bluegrass/rock band you’ll EVER hear. Join us Saturday, Sep 24 at 7pm in Harbor Island Park, Mamaroneck.

Fall Festival

September 24th, 25th, and 26th
Wagon Wheel Farm, Goshen
Our reliable fall festival with animals, bouncy houses, fresh produce, apples, cider, hayrides, pumpkins, fall decor and even more! We can’t wait to see everyone for 3 days straight, we will be selling wristbands for full day access to bouncy houses and hayrides.

Barton Orchards Fall Festival

September 24th and 25th
Barton Orchards, Poughquag
Join us for Family Fun Weekend as we kick off the fall season! Admission is FREE! We have a great apple and vegetable crop that will be open for Pick Your Own, including tomatoes, hot and sweet peppers, squash, kirbys, cucumbers, zucchini, eggplant, and early variety apples including Honey Crisp, Early Gold, Ginger Gold, Paula Red and Gala. PYO opens at 11:00 AM, with last entry at 5:00 PM.

Robibero Winery Grape Stomping Festival

September 24th and 25th: 11am – 6pm
Robibero Winery, New Paltz
Includes Grape Stomping, wine tasting OR one glass of wine/sangria. Kids under 12 Stomp for free. Live Music Saturday & Sunday 2pm-5pm. Caramel Apple Sangria Available By The Glass. Wine Tasting, Wine by glass/bottle, Craft NYS Beer. Wood-Fired Pizza. Lawn Games. Bonfire. Family Friendly/Pet Friendly. Cost: $25

Stanton’s Feura Farm Annual Family Value Weekend

September 24th & 25th: 11am – 5pm
Fuera Bush, NY
Only $35 per car! Includes one half bushel -Pick apples, hay rides, mazes and slide.

Newburgh Open Studios

September 24th ad 25th: 12pm – 6pm
Atlas Studios: 11 Spring Street, Newburgh
A lot of our tenants will be participating- 3 floors of artistic studios as well as @lamexicanatacotruck and ping pong in the parking lot!

Westchester County Car Show

September 25th: 9am – 3:30pm
Glen Island Park, New Rochelle
The show will feature displays of a wide variety of collectible cars, street rods and motorcycles, all carefully restored to mint condition or modified for performance. Admission is free for spectators and the spectator parking fee is $5 per car. In case of rain, the event will be cancelled.

Mount Gulian’s Great Estates Garden Tour

September 25th: 11am
Mount Gulian, Beacon
Garden tours will be given at 11 a.m., 12 p.m. and 1 p.m. Reservations are required and may be made by calling 845.831.8172 or emailing at info@mountgulian.org. Learn tips, tricks, and techniques from the past that kept gardens green and glorious, and about the gardeners who committed their garden work to page. Admission to this special program is: $12 adults; $10 seniors; $6 youngsters (6-18 years). Children under 6 and Mount Gulian member are free.

Brewster Fall Festival

September 25th: 11am – 4pm
67 Main Street, Brewster
30th Annual Brewster Fall Festival is back with FREE live entertainment, tasty food, games, activities, & more!

Oktoberfest

September 25th: 12pm
Red Maple Vineyard, West Park
Oktoberfest menu items such as, Oompanadas, Roasted Chicken Paprikash, The Wurst Platter & Warm Bavarian Pretzels. House-made Mead & Oktoberfest beers from our friends. Live music. No reservations will be taken for this event.

Fairy Walk

September 25th: 12pm
Muscoot Farm, Katonah
Go on a guided walk at Muscoot Farm looking for fairies. Event is free; pictures with unicorn are $5. Fairy accessories will be on sale. Wear a fairy costume if you have one!

Sensory Field Day

September 25th: 12pm – 5pm
Bowdoin Park, Wappingers Falls
It Takes A Village’s objective for the sensory field day is to have a fun and educational event that is inclusive to all children but specifically sensitive to the needs of children with different abilities. We want to ensure that there are events and activities that all children can partake in and feel invited to have an enjoyable time.
No child‘s experience is limited because they were not kept in mind when the event was in the planning phases. There will be something for all children to participate in, from creating a calm down sensory glitter bottle to a pool noodle horse relay race! One thing you can definitely expect is the children will enjoy their experience with It Takes A Village at our Sensory Field Day!

Fall Fest

September 25th: 1pm
Trailside Nature Museum, Cross River
The event will include food (s’mores by the fire, and maybe other fall treats such as apple cider and donuts), music (played on speakers), crafts (DIY pinecone bird feeders, painting mini pumpkins) and games.

Tray or Board Craft Workshop

September 25th: 2pm – 4pm
Live Inspired Art-Dance-Fitness, Poughkeepsie
Create sentimental and customizable craft for you, a friend, or loved one!
Participants will have the choice of working on a serving tray or cutting board (or both if they wish). They will stain, stencil, and paint the tray. For more examples click here.
All materials are incldued

50th Anniversary Carnival

September 27th: 4pm – 7pm
Poughkeepsie Community Family Development Center
Come join us as we celebrate 50th years of serving the families of the City of Poughkeepsie!Food Trucks, Music, Bounce House, Popcorn, Entertainer

Annual Woodstock Film Festival

September 28th – October 2nd
13 Rock City Road, Woodstock
The fiercely independent Woodstock Film Festival returns to venues throughout the bucolic Hudson Valley towns of Woodstock, Kingston, Rosendale and Saugerties, and online for its 23rd Anniversary, September 28 – October 2, 2022. This year’s 5-day festival highlights 48 exceptional feature films as well as 98 impressive shorts, intimate filmmaker panel discussions with prominent industry figures, a live musical performance, and a glowing awards ceremony.

Fall Classic Mansion Tour

Starting September 29th – October 28th: 10am – 3pm
Lyndhurst Mansion, Tarrytown
Perfect for first-time guests, this one-hour tour covers two floors and treats visitors to a rare glimpse of the lavish decorative arts and furniture left to Lyndhurst by previous owners all while decorated with the splendor of the Fall Season! The tour, which lasts an hour, visits approximately 16 rooms and involves climbing one staircase.

AppleFest Carnival

September 30th
Stanley Deming Park, Warwick
Music, Pottery by Marilyn Dale- Performances by Acting Out Playhouse and Art Making Sessions, and Carnival.

Boos and Brews: Haunted Huguenot Street Site Tours

September 30th: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

Movies at Bannerman Island

September 30th
Bannerman Island
The movie “The Hunchback of Notre Dame” will be showing on the island. Get your tickets early as there are limited seats. https://bannermancastle.org/tours-events/movie-nights/

Related Article:
Halloween Events that are not only Spooky but so much fun, so don’t miss out!

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Hudson Valley Events taking place in October 2022

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Hudson Valley Events are abundant in the month of October. These Hudson Valley Events include OktoberFest Celebrations, Apple Picking Events, Harvest Festivals and, of course, Halloween Events.

Make sure to check this Hudson Valley Events Page often, as it gets updated at least twice a week during this time. This time of the year is the busiest for Hudson Valley Events, so make sure to pick up a planner and start planning!

Fall Classic Mansion Tour

Starting September 29th – October 28th: 10am – 3pm
Lyndhurst Mansion, Tarrytown
Perfect for first-time guests, this one-hour tour covers two floors and treats visitors to a rare glimpse of the lavish decorative arts and furniture left to Lyndhurst by previous owners all while decorated with the splendor of the Fall Season! The tour, which lasts an hour, visits approximately 16 rooms and involves climbing one staircase.

Harvest Hunt at Locust Grove

Saturday & Sunday in October
Locust Grove Estate, Poughkeepsie
Calling all kids and families! Come to HARVEST HUNT at Locust Grove in Poughkeepsie! Saturdays and Sundays in October and Monday, October 10! A special story walk/scavenger hunt for over 30 decorated pumpkins hidden among the gardens and trees! Safe, fun, stroller and wheelchair friendly! $10/person, kids under 4 are FREE. Click here https://www.eventbrite.com/org/30347364870?ref=eofblike to purchase tickets

Herb Fair

October 1st: 9am – 4pm
John Jay Homestead State Historic Site
The Herb Fair will feature a great variety of herbs and home goods for purchase. This year’s program will include an Herb Table, Bake Table, and Ways and Means Table, as well as other local vendors selling soaps, teas, jams and sauces, stationary, jewelry, textiles and pottery. Page Dickey, garden author and original designer of the John Jay Herb Garden, will be kicking off the day with a special garden tour at 10am. Later, Deborah Needleman will discuss the art of blending herbs to make teas, and how to use herbs within your home landscape during a 2pm lecture. Several guided tours of the John Jay Herb Garden will be offered throughout the day.

John Jay’s Not-So-Big City: A Walk Through the History of Old New York

October 1st: 10am
John Jay Homestead State Historic Site, Katonah
This tour takes us along many of the same streets John Jay walked as we visit locations where he lived, worked, played, and prayed. Plan to walk approximately 2 miles during this 3-hour tour of NYC. Advance registration is required. Tickets are $20 per person and $15 for members of Friends of John Jay Homestead.

FNC Touch-A-Truck

October 1st: 10am
Forsyth Nature Center, Kingston
Children of all ages will be able to get up close interaction with a variety of trucks and cars at this family friendly event! Also enjoy a giant sandbox, a construction maze, food, and more! This is one of those Hudson Valley Events that kids will never forget.

Harvest Fest

October 1st: 11am
Stony Kill Farm, Wappinger Falls
Hay rides, Live Music, Farm animals, Artisans, Yummy treats, and more! Harvest Fest is the perfect way to celebrate the start of fall and enjoy the gorgeous Stony Kill farmscape. Admission is free, and a suggested donation of $5 is a welcome way to help support Stony Kill. Bring cash for crafts, baked goods, and soup provided by the Verplanck Garden Club.

Italian Heritage Day

October 1st: 12pm – 6pm
1010 Route 22, Brewster
Live Music, Vendors and Games. Fresh Mozzarella, Pasta, Hamburgers, Hot Dogs, Pizz, Beer, Wine and Italian Desserts.

Peach Hill Park & Apple Cider Fest

October 1st: 1pm
Peach Hill Park, Poughkeepsie
It is a free community event for all ages! This is one of the great Hudson Valley Events for the community.

A Nutritionist & A Cook Walk

October 1st: 2pm
All One One All Farm, Goshen
Compare the nutritional and flavor differences between grass-fed, grain-fed, and wagyu beef; conventional supermarket chicken and pastured chicken; and vegetables grown and prepared in various ways.

Boos and Brews: Haunted Huguenot Street Site Tours

October 1st: 6:30pm – 8pm
81 Huguenot Street, New Paltz
HHS will be offering walking tours of the National Historic Landmark District that focus on the eerie and unexplained occurrences in New Paltz history. Join us at the DuBois Fort Visitor Center at 6:30 PM for a glass of locally-made hard cider or craft beer. Then, follow your guide for an exterior walking tour down one of the oldest streets in America where you’ll explore both the myths and real-life frightening events that have haunted Huguenot Street for centuries. Admission includes two beverages of your choice. Bottled water and sweet cider will also be available. Our tour discusses topics such as death, murder, and suicide. Parental supervision is required for children under 13. $20 General Admission

AppleFest Carnival

October 1st & 2nd
Stanley Deming Park, Warwick
Music, Pottery by Marilyn Dale- Performances by Acting Out Playhouse and Art Making Sessions, and Carnival.

Country Music Jamboree

October 1st & 2nd
Barton Orchards, Poughquag
Fun for the whole family, enjoy live music, magic shows, Pig Races and more! Admission includes access to our Fun Park with our new GIANT SLIDE, Corn Maze, Hayrides, Petting Zoo, Wooden Ship Playground, and Dog Park too!We’ll have delicious food options available at our concession, and we’ll also have food trucks this year! Be sure to stop by the Tap Room where we have twenty local beers and ciders on tap. Tickets will be available at the door.

Handcrafted Octoberfest at Rhinebeck

October 1st & 2nd
Dutchess County Fairgrounds, Rhinebeck
Quail Hollow presents Handcrafted Oktoberfest. This festival brings together the handcrafted, artisanal, and agricultural — from wearable fine craft and laudable fine art to the Hudson River Valley’s best brew, wine, specialty foods, and apothecary goods. Kids will interact with farm animals and partake in an agri-venture center and creative free-play, while adults enjoy the season’s best beer, wine, spirits, and gourmet specialties while browsing handmade furniture, jewelry, ceramics, glass, fiber art, and much more. Tickets at www.dutchessfair.com/

WalktoberFest

October 1st and 2nd: 12pm
Walkway over the Hudson, Highland
The Walktoberfest Farmers and Makers Market brings a curated selection of the Hudson Valley’s finest producers – farms, distilleries, breweries, wineries, restaurants, artists, artisans, and more – to the Hudson Valley Rail Trail and west approach to Walkway Over the Hudson State Historic Park. With more than 120 vendors located throughout the Hudson Valley Rail Trail and the Walkway’s Ulster Welcome Center Plaza (87 Haviland Road, Highland, NY, 12528), Walktoberfest features not only farm-fresh products, food from local restaurants, and beer, wine, and spirits samples in a designated tasting area, but also art installations, live music, locally made goods, a special area for children’s activities, and more.

Hudson Valley Garlic Festival

October 1st & 2nd
Cantine Field, Saugerties
Food, Fun, Music and so much more… Don’t forget – you can buy advance discounted tickets on line on our website HVGF.org and at the following stores and banks: Sawyer Savings in Saugerties, Marlboro, HIghland and and New Paltz, M&T Bank in Saugerties, Smith Hardware on Main Street in Saugerties, and all four Adams Fairacre Store locations until September 30th.

Bear Mountain Oktoberfest

October 1st, 2nd, 8th, 9th, 10th, 15th, 16th, 22nd, 23rd
Anthony Wayne Recreation Area
Get ready for the most fun you can have with your Lederhosen on. We are celebrating Oktoberfest this year for the first time since 2019. Come out and enjoy beer, delicious food, live music, and fun activities for all ages. Entrance to Bear Mountain Oktoberfest at Anthony Wayne Recreation Area is free – just pay a parking fee.

Brewery Bike-A-Thon

October 2nd: 8am – 9pm
Sing Sing Kill Brewery
This event consists of biking about 60 miles of the South County Trail/Empire State Trail and stopping at breweries along the way! We will meet at SSKB at 8:30 AM, biking down to Yonkers Brewery for brunch at 11:00, then heading to Gun Hill Brewery, Alternative Medicine Brewery, Broken Bow Brewery, Captain Lawrence Brewery, Soul Brewery and then back to SSKB!
Please keep in mind this is a hop-on/hop-off bike tour so please feel free to join us/leave us wherever/whenever you would like!
If this is something you or someone you know is interested in, please sign up by emailing our Events Coordinator Kaitlin – kaitlin@singsingkillbrewery.com. Please provide your name, and where you will be joining us so we have a head count along the way!

Bicycle Sundays

October 2nd: 10am – 2pm
Bronx River Parkway
Bike, walk or jog the Bronx River Parkway from Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers.

Touch a Truck

October 2nd: 12pm – 4pm
Hudson Valley Regional Airport, Wappingers Falls
Admission: $5.00 for individuals or $20 per family (Max 6), Children under 2 are free. Bouncy houses, train rides, food and more! Cash strongly preferred. Touch A Truck/Rotary Club of Wappingers Falls is a recipient of the Learn, Play, Create grant from Dutchess County.

Taste of RMV

October 5th, 12th, 19th & 28th: 4pm – 9pm
Red Maple Vineyard, West Park
It’s that time of year again! Come gather with your friends and family for an evening on the farm. Featuring farm-to-table fare, estate-made wine, cider, & ‘Great Life’ beer, live music & lots of beautiful space to explore.

Homecoming Food Truck Festival

October 7th: 5pm – 9pm
Roundout Valley High School, Accord
Free Entry!

The Shadow Soiree: A Halloween Paranormal Formal Event

October 7th: 7pm
UFO & Paranormal Museum, Pine Bush
The Shadow Soiree is a Victorian themed evening at the UFO & Paranormal Museum that you will not soon forget. Kicking off the night, there will be a Phantasmagoria Show. Following the phantasmagoria show, guests will be invited to join a Digital Seance. Dressing up in your best Victorian-style garb is highly encouraged! Light refreshments will be available. Learn more here.

Carni”Fall” Town of Wappinger Communty Day

October 7th – 10th
Schlathaus Park
On Saturday, October 8, the parade will travel down Myers Corners Road into Schlathaus Park to kick off Saturday’s (Day 2) festivities!

History Hike: The Stone Chambers of Mead Farm

October 8th: 10am
1090 Route 52, Carmel
Colonial constructions, ancient sacred sites or UFO bases? We will seek out three mysterious stone chambers of unknown origin or date of construction, located on NYC watershed lands. We’ll also visit a balanced rock and the enigmatic Hawk Rock glacial erratic.

Sleepy Hollow Street Fair

October 8th
Beekman Ave, Sleepy Hollow
New this year: vendors and music will in the Beekman Ave lot. Beekman Avenue will be lined with LOCAL craft, art & food vendors and filled with attendees

Hudson Valley Farm & Flea

October 8th: 10am
Museum Village, Monroe
Join us on Saturday, October 8th from 10 am – 4 pm to support the very best Hudson Valley Artisans, Vintage collectors, Farmers, Chefs and Distillers by purchasing their unique handcrafted products. Pet the Alpacas, taste the local foods and sample wine, cider, canned cocktails and shop unique handmade products. Stroll the grounds of this stunning 19th Century village and visit the General store, Blacksmith shop, Stone Schoolhouse, Gift shop and more!

Uptown Kingston Second Saturday

October 8th
Uptown Kingston
Second Saturday consists of 10 home/interior design-related businesses in the Kingston area that will stay open late on the 2nd Saturday of each month. his is the perfect way to peruse and shop all that Kingston has to offer regarding home design and finding beautiful art.

Stormville Antique Show & Flea Market

October 8th & 9th: 8am – 4pm
Stormville Airport, 428 Route 216, Stormville
Free Admission, Free Parking, No Pets Please

Fall Festival

October 8th & 9th
Belleayre @ the Discovery Lodge
The weekend will be jam packed with fun-filled activities for the entire family! Sample the German style food & beverages courtesy of Sodexo, listen to live music, take in the sights with a fall foliage gondola ride, decorate a pumpkin, and more!

Annual Fall Festival

October 8th & 9th: 11am
Nostrano Vineyards, Milton
Wine, Craft Beer and Spirits, Pizza Truck, Pop-Up Local Makers Market, Live Music

Dutch Apple Cruises: Meet the Schuylers

October 9th: 10am
Albany
Meet the Schuyler’s, hear about squabbles with their neighbors, and learn about shipping and industry along the Hudson. Heidi Hill, Schuyler Mansion staff member, will share Schuyler family river trivia as you cruise along the Hudson.

Cider Sunday

October 9th: 11am
Samascott Orchards, Kinderhook
On Sunday, October 9, meet us at Samascott Orchards for a pick your own apple experience with a POP-UP hard cider bar! While picking your apples, enjoy a cider or two from a POP-UP Nine Pin cider bar in the middle of the orchard. Food trucks and live music will be on site for your meals and entertainment. This is not an event to miss!

San Gennaro Festival

October 9th: 12pm – 9pm
MJN – Majed J. Nesheiwat Convention Center
Join us for our San Gennaro Parade, food and drink vendors, kids activities, face painting, live music! There will also be a tomato throwing competition, cannoli eating contest, and meatball eating contest.

Paint and Snack at the Shack Cafe

October 9th
357 Old Forge Hill Road, #100, New Windsor
$45/person includes first non-alcoholic Drink and dessert. Reserve online by October 3rd and pay at the door. Choose your design.

Harvest Fair

October 8th, 9th & 10th
Barton Orchards, Poughquag
Fun for the whole family, enjoy live music, magic shows, Pig Races and more! Admission includes access to our Fun Park with our new GIANT SLIDE, Corn Maze, Hayrides, Petting Zoo, Wooden Ship Playground, and Dog Park too! Tickets will be available at the door.

Halloween in the Haunted Cocktail Garden

October 10th: 12pm – 7pm
Cooper’s Daughter Spirits at Olde York Farm
Cooper’s Daughter Spirits is hosting a Halloween party in collaboration with Local 111 and Supreme Soft Serve! Chef Josephine Proul, owner of Local 111, is a Food Network Chopped winner and contestant of other Food Network shows such as Cutthroat Kitchen and Beat Bobby Flay. Tickets Include: Adult trick-or-treat to 3 snack stations by Local 111 for chili lime peanuts, truffle chips, and nori popcorn, Adult trick-or-teat to 3 food stations by Local 111 for Korean style corn dogs, black bread muffulettas, and pumpkin soup, Adult trick-or-treat to a dessert station by Supreme Soft Serve for mini spooky ice cream sandwich and a roast your own marshmallow ice cream sundae, Two drink tickets with gratuity included and so much more…

Movie Nights in Arlington

October 14th
Garden Art Space (Next to Crafted Kup), Poughkeepsie
Spend a summer night outside under the stars to watch classic films. All ages are welcome. Bring your own chair and blankets. Movie: Hocus Pocus & Beetlejuice

Canvas Paint & Sip

October 14th: 6:30pm
Uptiquing, Pine Bush
Then join us for a $25 Paint and Sip at Uptiquing Paint & Ceramics Studio. 16×20 Canvas

Haunted Huguenot Street

October 14th, 15th, 21st, 22nd, 28th and 29th: 5pm – 9pm
Huguenot Street, New Paltz
HHS welcomes visitors to this year’s Haunted Huguenot Street event: a spooky, theatrical tour through time. Led by spirits of the New Paltz community, happy haunts, and ghoulish ghosts, this journey will guide guests through some of our former residents’ forgotten pasts. Haunted Huguenot Street will run from 5:00 PM to 9:00 PM, Friday and Saturday nights, from October 14th-October 29th. Please select your date at registration. $25 General Admission (pre-registration). *Please note that those expecting to register upon arrival on the evening of the tour will be charged a flat fee of $30 per registrant.

Hudson Valley Annual Bizarre Bazaar

October 15th: 11am
Four Brother’s Drive In, Amenia
An assortment of oddities, hand crafted goods, artists and a vendor market during the day. (11-4). Music provided by DJ Shredder spinning classic 80s horror music to get you in the mood for spooky season. Puppet/dragon show throughout the day and Emily Quant, belly/sword dancer starts at 6. Stay for the movie: HALLOWEEN ENDS (tickets sold separately). $5 entrance fee for the market. Over 20 vendors. Restaurant and snack shack on premise.

Annual Cider Tasting

October 15th: 11am
140 Cedar Ave, Poughkeepsie
Planned Events: Cider tasting of our Kimlin Cider (available at this event only) plus other local sweet & hard ciders, Commemorative tasting glass with full cider tasting, Behind-the-scene Mill tours, Children’s activities, including farm animal guests by Cedar Crest Farms and more. Tickets: Free Entry Costs: $15 hard & sweet ciders, with souvenir tasting glass, $5 sweet ciders only, Free sweet cider for ages 12 and under

Community Yard Sale

October 15th: 10am – 4pm
Andy Murphy Midtown Neighborhood Center, Kingston
On Saturday October 15th we’re hosting a Community “Yard” Sale at the Andy Murphy Midtown Neighborhood Center! There will be live music, and entrance to shop is FREE.

Fall Festival

October 15th: 10am
Juckas Riding Stables, Pine Bush
Vendors, food truck, kid’s crats, hayride, pony rides, petting zoo and game lawn.

Fall Festival

October 15th: 10am
Pine Bush, NY
Lots of Vendors, food truck, hayride, pony rides, petting zoo and game lawn.

Boots By the Bandshell

October 15th: 3:30pm – 8:30pm
Bowdoin Park, Wappingers Falls
FREE, family friendly event, returns to Bowdoin Park! The event, hosted in partnership with 97.7/97.3 The Wolf and Wakin’ Up with CJ and Jess Show, will feature line dancing provided by CJ McIntyre and Frank Alexander, Country music by Thunder Ridge Band, free family activities, food trucks, and a fireworks display. Come for the whole afternoon (starting at 2:30pm) or just your favorite part – but we hope you’ll join us!

Witchingtonville After Dark

October 15th
Washingtonville
When most of us think of Halloween events, we think of child-focused gatherings that cater to the sweet side of the festivity. Witchingtonville After Dark is about to change all of that on the night of October 15th, in the center of Washingtonville. Designed to entertain teens and adults, Witchingtonville After Dark mirrors a haunted carnival and has all of the attractions you’d expect — and more!

Sugar Loaf Fall Festival

October 15th & 16th: 10am – 6pm
Sugar Loaf
The sidewalks will be lined with artisan and retail vendors. Live music will fill the crisp fall air. Visitors can enjoy locally crafted beverages at the Wine Bar and Beer Garden. A variety of eats will be available at Sugar Loaf restaurants and from food vendors. This two-day event will be a great opportunity for visitors and residents alike to mingle and enjoy a fantastic fall day in Sugar Loaf, NY.

Jack O’ Lantern Jubilee

October 15th & 16th
Barton Orchards, Poughquag
Fun for the whole family, enjoy live music, magic shows, Pig Races and more! Admission includes access to our Fun Park with our new GIANT SLIDE, Corn Maze, Hayrides, Petting Zoo, Wooden Ship Playground, and Dog Park too!

NYS Sheep & Wool Festival

October 15th & 16th
Dutchess County Fairgrounds, Rhinebeck
The Northeast’s thriving sheep industry is showcased and celebrated each year in this famous festival that draws a multitude of visitors from across the country to the lovely village of Rhinebeck. Vendors can be found throughout the property, selling fiber and finished crafts. Your day will include fiber artists and crafts galore, workshops, frisbee dogs, and a petting zoo.

Mystery at the Museum

October 15th through October 31st
Pine Bush UFO & Paranormal Museum
Stop by the Pine Bush UFO & Paranormal Museum for this unique family-friendly haunted house experience! A haunted attraction that the whole family can enjoy, Halloween fun for ages 10 and under.

Rosendale International Pickle Festival

October 16th: 10am – 5pm
Rosendale Community Center/Ball Park
Pickles, Food, Crafts, Contests and Entertainment!!!!!

HVSPCA Donation and Adoption Celebration

October 16th: 12pm
Hudson Valley SPCA, New Windsor
Come join us for a afternoon of great music supplied by some of the best local bands and more while supporting our local animal shelters… And maybe add a new four-legged furry friend to your family. We ask everyone to please bring bagged clean, new or gently used comforters, blankets, towels, sheets and all types of bedding that will be used in the shelters for the dogs and cats be warm this winter. Food and cleaning goods also will be accepted. Bands performing are First Round 12-2 and The Sugar Beats 2:30-4:30.
Bring your favorite lawn chairs! Hudson Valley Hot Rods car show on site.

Bleu’s K9 Wine with your K9

October 16th: 12pm
Baldwin Vineyards, Pine Bush
Enjoy some good wine, fun music and tasty food while spending the afternoon with your canine companions (leashed please). Expect fun vendors and delicious wine to taste. $20 per person includes one full glass (8 oz) of your choice of wine.

Monster Mug Kids Class

October 20th: 5pm – 6pm
A Maze in Pottery, Briarcliff Manor
Paint this silly MONSTER MUG while making new friends! You can use it all year long for your hot cocoa, tea, or just as a pencil holder!! PRICE: $32.90 +tax

Harvest Festival

October 22nd: 11am
Hemlock Hill Farm, Cortlandt Manor
Live music, food, beer, local vendors, pumpkin patch and more. Come enjoy a beautiful fall day with us on the farm!

Hocus Pocus 2 Paint & Movie Night

October 22nd: 5pm
River Valley Arts Center, Wappingers Falls
Grab your best witches and come run amok – you do NOT want to miss this! Create a fun Hocus Pocus themed sign to add to your Fall (or year-round) decor, enjoy snacks and drinks – all while watching a screening of the brand new Hocus Pocus 2 movie! An instructor will guide you through all the steps of painting your wood sign using a vinyl stencil. No artistic ability or experience needed to have fun and leave with a beautiful project you’re proud of! TONS of designs to choose from. Prices vary based on design chosen – but start at just $30. Please note this is an adult night out event! Register and choose your design here: rivervalleyartscenter.com/hocuspocus/

No Scare Halloween

October 22nd & 23rd: 11am – 4pm
Museum Village, Monroe
Games, Costume Parade, Crafts, Scavenger Hunt and More…

Boos and Brews

October 22nd & 23rd
Barton Orchards, Poughquag
Join us for our Boos & Brews Weekend on Saturday 10/22 & Sunday 10/23. Fun for the whole family, enjoy live music, magic shows, Pig Races and more! Admission includes access to our Fun Park with our new GIANT SLIDE, Corn Maze, Hayrides, Petting Zoo, Wooden Ship Playground, and Dog Park too!

Beacon Brunch Food Crawl

October 23rd: 11am
Main Street, Beacon
Brunch Beacon will have 20+ participating stops on Main Street in Beacon serving up tasting size portions of brunch items. This event will also feature brunch beverages we all love Mimosas! HOW IT WORKS: Attendees will purchase a ticket which will be turned in the day of the event for a wristband and official Brunch Beacon map. Cost: $45

The Village of Mamaroneck Spooktacular

October 23rd: 11am – 4pm
Mamaroneck Ave, Mamaroneck
Parade, Music, Trick or Treat, Pumpkin Painting and more….

Fall Festival

October 23rd: 12pm – 4pm
Freedom Park, Lagrangeville
With live music, food trucks, unique animals, inflatables, games, costume parade, crafts, Spooky Pavilion, sensory tent, military tent, Hallowoods StoryWalk, balloon tying, strolling characters, Makers Market & so much more, this annual tradition is one you don’t want to miss!

Halloween Spooktacular

October 29th: 10am – 4pm
Westchester Children’s Museum, Rye
Celebrate Halloween with a (not spooky) day of arts & crafts, STEM workshops, stories, song, and lots of surprises. Don’t forget to wear your costume.

Flannel & Fedora Festival

October 29th: 11am
Nostrano Vineyard, Milton
New Estate Wine Releases, Warm Mulled Cider Sangria, Frozen Bourbon & Apple Cider Cocktail, Wood Fired Pizza
Hudson Valley Hatchet 12:00pm-2:00pm
Adults Only; $10 Admission

Nyack Halloween Parade

October 29th
Downtown Nyack

Hocus Pocus Live!

October 29th: 8pm – 10pm
Barton Orchards, Poughquag
Something wicked this way comes!!! Summer Orlando Productions presents HOCUS POCUS LIVE!!! A 50 minute theatrical stage production based off the cult classic Disney film “Hocus Pocus”. A tribute production like no other filled with drag queens, special effects, replica props and costumes, live singing , magic, and surprises.

Rocky Horror Picture Show

October 29th
Paramount Hudson Valley
The Rocky Horror Picture Show is back at Paramount Hudson Valley. Yes, there is audience participation! Rated R (Children under 17 not permitted without an adult). Come dressed as your favorite character or in your best Halloween costume! Prop bags and other fan merchandise will be sold at the show.

Halloween Ball

October 29th: 7pm
Brotherhood Winery, Washingtonville
Celebrate All Hallows’ Eve below the surface of the earth in our 183 year old haunted cellars! Full buffet dinner and open wine tasting bar. TICKETS are all-inclusive and extremely LIMITED. Saturday, October 29, 2022 • 7-11 PM
TICKETS: $100. This is a 21 and over event. Get tickets to this great event here.

Trick or Treat Weekend

October 29th & 30th
Barton Orchards, Poughquag
Fun for the whole family, enjoy live music, magic shows, Pig Races and more! Admission includes access to our Fun Park with our new GIANT SLIDE, Corn Maze, Hayrides, Petting Zoo, Wooden Ship Playground, and Dog Park too!

Dinosaur Adventure Albany

October 29th & 30th
Altamont Fair, Albany
Experience the thrill of the prehistoric age featuring life-sized dinosaurs and massive family fun! As part of the Dinosaur Adventure, children of all ages will enjoy a variety of activities: fossil crafting, Jurassic jeeps, themed obstacle courses, riding their favorite dinosaur, and more! This is one of those Hudson Valley events that everyone will enjoy!

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Hudson Valley Events taking place in November 2022

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Stormville Antique Show & Flea Market

November 5th: 8am – 4pm
Stormville Airport, 428 Route 216, Stormville
Free Admission, Free Parking, No Pets Please

Uptown Kingston Second Saturday

November 12th
Uptown Kingston
Second Saturday consists of 10 home/interior design-related businesses in the Kingston area that will stay open late on the 2nd Saturday of each month. his is the perfect way to peruse and shop all that Kingston has to offer regarding home design and finding beautiful art.

Sip, Paint, and Shop at Kendra Scott

November 20th: 1pm
Kendra Scott at the Woodbury Commons
A twist on a sip and paint, everyone creates their own pine wood signs to bring home! It’s time to decorate for the holidays! 9 signs to choose from, instructors will walk you through each step of the way. $40/person includes everything you to make your design, wine and dessert! (21+ for wine). All Pinot and Pine guests will receive a 15% discount on any Kendra Scott item they purchase during the event.

Until the Next Adventure…

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