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 an affiliate link or two. 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.

READ MORE
Check out this article for Hudson Valley Farmers Markets open during the Winter Months

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Hudson Valley Events taking place in November 2023

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Let’s Tie-Dye Together

November 3rd: 10am
Rochambeau Farm, Mount Kisco
Join Educator Katie, a fiber artist, in learning and practicing color theory through the use of watercolors and fabric dying. Participants will learn about primary, secondary, and complementary colors by creating a color wheel. They will then use what they learned and their creativity to craft a tie-dye shirt that’s uniquely their own! Please be aware that due may unintentionally get on clothing so please dress accordingly. All materials included. Get tickets here!

Hudson Valley Drum Circle

November 3rd: 5:30pm
Long Dock Park, Beacon
Located at the dock where the kayaks are kept. New All Inclusive Drum Circle For Fun And Dance Where Every Drum Has A Voice!
We Will Play Drum, Dance And Socialize As Needed. Bring Your Drums, Tambourines, Dance Shoes, Dance Attire, Hats, Ribbons, Doggies, Children- Whatever Makes Your Little Heart Happy!! Bring A Friend & Bring A Chair Too!

Herbal Medicine 101

November 4th: 10:30am
All One One All Farm: 221 Craigville Road, Goshen
Our last hands-on herbalism class is on November 4. We have only two spots left! Come learn about healing herbs for the winter woes and how to prepare our herbal medicine cabinet for the season ahead. Meet our local allies echinacea, mullein, boneset, elecampane, goldenrod, St John’s wort and more!

Fall Back Festival

November 4th: 11am
Wilklow Orchards: 341 Pancake Hollow Road, Highland
Fall Back Festival is not only a celebration of Bad Seed Cider but also everything we love about the Hudson Valley! New this Year the Festival will be held at the Wilklow Family Pick your own orchard to help make it even better as this way we can serve up Hot fresh Cider Doughnuts!
Admission is always FREE and Registering helps us to estimate the guest count to be prepared to offer the best service to all our guests.

Train & Hobby Show

November 5th: 10am – 3pm
MJN Center: 14 Civic Center Plaza, Poughkeepsie
Featuring model trains and vendors, kids ride-on railroad, operating layouts, raffles, free holiday character photo-op

Angry Orchard Trivia Night: Bob’s Burgers

November 10th: 6pm
Angry Orchard, Walden
Join us Friday, November 10th for Trivia Night: Bob’s Burgers Edition! Make sure to arrive by 5:00pm to register your team and choose from a variety of exclusive hard ciders available on draft and purchase food from our in-house kitchen. Costumes are encouraged! There is no charge for this event. *21 and up* First and second place teams will receive an orchard gift!

Indoor Holiday Market

November 11th: 10am – 3pm
Trinity Lutheran Church, Route 6, Brewster
Crafts, gifts, baked goods, homemade soups and chili. 30+ vendors on 2 floors

Modern Makers Market

November 11th, 2023
St. Mary’s Episcopal Church: 1 Chestnut Street, Cold Spring
Support 50+ local artisans and artists by attending our Holiday Shopping market!! Amazing craftspeople and artists displaying their one of a kind and small batch creations!!! Free Admission.

Photographers Day and Night

November 11th: 1pm
Trolley Museum of New York, Kingston
Join us for Photographers Day (and Night) on November 11! Don’t miss your chance to be part of this inaugural event at The Trolley Museum of New York. Hurry and secure your spot as space is limited. We can’t wait to see you there!

Sip & Paint at Baldwin Winery

November 12th: 1pm
Baldwin Vineyards
Join us for an afternoon of wine, painting, and creativity as we provide you with all the supplies you need to create a beautiful work of art. No experience is necessary as our professional painting instructor will guide you through the process step-by-step. Whether you’re looking to explore your artistic side or simply enjoy a fun afternoon with friends, you won’t want to miss this incredible event. $35

Cross County Shopping Center Tree Lighting

November 17th, 2023
Cross County Shopping Center, Yonkers
See Santa, Ice Skate, Live Music, Food Trucks, Electric Train Ride & More! Free Parking!

Country Folk Art Show & Artisan Market

November 17th, 18th, &19th
Troy HVCC: 80 Vandenburgh Ave, Troy
With over 40 years of experience, Country Folk Art Shows & Artisan Market meets and exceeds expectations of customers and attendees!

Sip N Paint

November 18th: 1pm
Walker Valley Fire House
$45.00, BYOB, snacks provided, prepay cash or check reserve your spot call Tami 845-744-2107 or April 845-744-2452, has to be reserved by 11/11, space limited

Holiday Fineries at the Wineries

November 18th & 19th
Participating Wineries throughout the Hudson Valley
Our participating member wineries will be decked out for the season and are very excited to welcome you back. This event is a great opportunity to taste a variety of wines produced in the Hudson Valley and get a jump on your holiday shopping to stock up for the season, plus you’ll receive a wine tasting glass, a tasting flight at four wineries and collect some cool holiday ornaments along the way!

Holiday Craft Fair

November 19th: 9am – 5pm
Poughkeepsie Elks: 29 Overrocker Road, Poughkeepsie
n addition to a large variety of crafters, we offer Breakfast buffet from 9am – 12pm @ $12+tax, Lunch items from 12pm – 2 pm, Baked goods all day, Raffles & more!

Opening of Eggbert at Devitts

November 24th: 10am – 5pm
Devitts Nursery: 56 Devitt Circle, New Windsor
Eggbert is probably the most famous egg in New York. He wears a crown, sits on a throne, and holds court at Devitt’s Nursery & Supply in New Windsor in Orange County. He gives Santa a run for his money during the holiday season in the Hudson Valley area.
You can visit him Fridays, Saturdays and Sundays. Tickets sold at the door only.

Basilica Farm & Flea Holiday Market

November 24th, 25th & 26th
Basilica Hudson, Hudson
Basilica Farm & Flea Holiday Market returns November 24th, 25th, and 26th for more local, one-of-a-kind, handmade, artisan goods and food!

A Frosty Fest

Select Days – November 24th – December 23rd, 2023
778 Route 9W, Ulster Park
Visit with the Holiday Characters throughout Frosty Fest: Mr. & Mrs. Frosty, Snowbear, The Gingerbread Man, The Candy Cane characters, Penguin, and of course, Rudolph! Bring your camera for great photo opportunities with the characters of Frosty Fest! 12 Attractions in this drive-thru experience in the comfort of your own vehicle.

A Gilded Age Christmas

November 24th – December 31st, 2023
Staatsburgh State Historic Site
Enjoy Staatsburgh’s beautiful interiors, with their original furniture, art and décor, lavishly decorated for the holiday season. Cost: $8/Adults, $6/Seniors & Students, Children 12 & under are free. Tickets purchased on arrival with reservation for entry-time. Special programs for all ages and evening hours. Registration required.

Winter Wonderland Drive-thru Extravanganza

November 24th – December 31st
Kensico Dam Plaza, Valhalla
Have you reserved your timeslot for Westchester’s Winter Wonderland Drive-thru Holiday Light Extravaganza? You don’t want to miss out on new light elements like the new thirty-foot glistening star at the end of the show where you can make your New Year’s wish! Reserve today. Event will be open most nights from Friday, Nov. 25 through Sunday, Jan. 1!

Shop Small Saturday

November 25th, 2023
Throughout the Hudson Valley
This yearly event takes place throughout the Hudson Valley. Shop Small Businesses and support these local places especially during this extremely difficult time.

Greenwood Lake Holiday Festival & Tree Lighting

November 25th, 2023
Ben Winstanley Park: Windmere Ave, Greenwood Lake, NY
If you’re looking for some old fashioned holiday fun, look no further! Join us on December 4th as we officially kick off the Holiday Season here in Greenwood Lake, NY. Grab a bite to eat and stroll through the vendor fair to get your holiday shopping started.

Hudson River Oyster & Jazz Festival

November 25th
The Hudson House & Distillery: 1835 Route 9W, West Park
Join us on November 25, 2023, for a day filled with jazz music, distillery tastings, and delectable oyster options at the Hudson River Oyster & Jazz Festival which will be held at the scenic Hudson House & Distillery. Get more info and tickets here!

Town of LaGrange Festival of Lights Parade

November 25th, 2023: 6:30pm
LaGrange Town Center: Route 55
This annual event kicks off the holiday season with bright eyed kids and adults alike anticipating the lighted firetrucks, highway trucks, fun floats and lighted vehicles moving down our town’s main street!

Paint & Sip Porch Leaner

November 25th: 6:30pm – 8:30pm
Uptiquing: 61c Main Street, Pine Bush
4 foot wood porch leaner. All materials supplied and guided instruction. Price: $59. Register on website.

Holiday Celebration with Santa

November 26th, 2023
Walkway’s Ulster Welcome Center
Santa will arrive at the Walkway’s Ulster Welcome Center (87 Haviland Road, Highland) on Sunday, November 27 from 11 a.m. – 3 p.m. Bring your kids, your dogs – the whole family – for this unique photo opportunity with Santa. Anna, Elsa, and Olaf from Frozen will also be on hand for fun holiday photos. Enjoy our hot cocoa bar and special cookie station hosted by Lemon Love and seasonal music performed by a group of classic yuletide carolers. This event is free to attend and no RSVP is required. Professional digital photos with Santa and the Frozen characters will be available for purchase for a suggested donation of $10, or visitors may take their own photos.

Holiday Pop-up Shop

November 26th, 2023: 11am
Mill Creek Caterers: 17 Route 376, Hopewell Junction
Pictures with Santa (kids and dogs welcome), Food, Handmade Items, Craft Items, Small Business Vendors, Raffles and more.

Wine Luncheon

November 26th: 1pm
Baldwin Vineyards: 174 Hardenburgh Road, Pine Bush
Join us for an afternoon of delicious food, great wine, and wonderful company at the Baldwin Winery’s Wine Luncheon on Sunday, November 26th

Gnome Sled Workshop

November 26th: 2pm – 4pm
488 Freedom Plains Road, Suite 202, Poughkeepsie
Join us on November 26th for this fun Gnome inspired Holiday Workshop! Guided by our expert craft instructor & painter, you will learn how to decorate and create a Holiday sled all your own.
All supplies will be provided for you.
Cost is $25 per person

An Illustrated Talk about the Wallkill Valley Railroad

November 27th: 7pm
New Paltz Community Center
Bob will visit to present Wallkill Valley RR Part 2. This second illustrated talk shows branch operations during Penn Central, Conrail, Norfolk Southern, and Middletown & New Jersey operations, including cutback and abandonments to today’s remaining branch from Campbell Hall to Walden. This presentation also includes an album of more recently obtained photographs along the line

Holiday House Tour

November 30th – December 24th
The Home of Franklin D Roosevelt National Historic Site, Hyde Park
Hear about Roosevelt family Christmas traditions on a ranger-guided tour. Tickets for the house tour are $10.00. For more information on tickets, passes, and fee free days, visit out Fees & Passes page. Credit cards are the only form of payment we can accept.

CHECK OUT:
My Ultimate List of Holiday Events and Light Displays for 2023

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Hudson Valley Events taking place in December 2023

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Winter Wonderland

December 2nd, 3rd, 8th, 9th, 10th, 15th, 16th, 17th, 22nd, 23rd, 26th, 27th, 28th, 29th, 30th, 2023
Dogwood Acres Family Farm: 749 Route 17M, Middletown
Take a wagon ride through the holiday lights, watch holiday movies, play games, have a snowball battle, visit the animals, eat s’mores, and enjoy some holiday cheer.

Eggbert at Devitts

Friday, Saturday and Sunday through December 24th, 2023
Devitts Nursery: 56 Devitt Circle, New Windsor
Eggbert is probably the most famous egg in New York. He wears a crown, sits on a throne, and holds court at Devitt’s Nursery & Supply in New Windsor in Orange County. He gives Santa a run for his money during the holiday season in the Hudson Valley area.
You can visit him Fridays, Saturdays and Sundays. Tickets sold at the door only.

A Frosty Fest

Select Days through December 23rd, 2023
778 Route 9W, Ulster Park
Visit with the Holiday Characters throughout Frosty Fest: Mr. & Mrs. Frosty, Snowbear, The Gingerbread Man, The Candy Cane characters, Penguin, and of course, Rudolph! Bring your camera for great photo opportunities with the characters of Frosty Fest! 12 Attractions in this drive-thru experience in the comfort of your own vehicle.

A Gilded Age Christmas

November 24th – December 31st, 2023
Staatsburgh State Historic Site
Enjoy Staatsburgh’s beautiful interiors, with their original furniture, art and décor, lavishly decorated for the holiday season. Cost: $8/Adults, $6/Seniors & Students, Children 12 & under are free. Tickets purchased on arrival with reservation for entry-time. Special programs for all ages and evening hours. Registration required.

Winter Wonderland Drive-thru Extravanganza

November 24th – December 31st
Kensico Dam Plaza, Valhalla
Have you reserved your timeslot for Westchester’s Winter Wonderland Drive-thru Holiday Light Extravaganza? You don’t want to miss out on new light elements like the new thirty-foot glistening star at the end of the show where you can make your New Year’s wish! Reserve today. Event will be open most nights from Friday, Nov. 25 through Sunday, Jan. 1!

Holiday House Tour

November 30th – December 24th
The Home of Franklin D Roosevelt National Historic Site, Hyde Park
Hear about Roosevelt family Christmas traditions on a ranger-guided tour. Tickets for the house tour are $10.00. For more information on tickets, passes, and fee free days, visit out Fees & Passes page. Credit cards are the only form of payment we can accept.

The Great Inflate

December 1st, 2023: 6pm – 8pm
Lakeside Park, Pawling NY
We decorate Lakeside Park with 100+ yard inflatables, lights and decorations. What started out as something to spread some holiday cheer during covid, has grown to an annual event.
On the night of the event, we inflate the decorations and turn on the lights. Participants stroll the park and soak it all in. We have hot chocolate, Donuts for Days Mini Donuts, holiday music, performances and more.

Holiday Makers Market

December 2nd, 2023: 8am – 1pm
134 Southside Ave, Hastings-on-Hudson
Join us for a joyful morning full of delicious, seasonal fare and abundant gift options! Toys! Ceramics! Candles! Ornaments! And More…

Santa & Mrs. Clause at Rest Haven

December 2nd: 9:30am
Rest Haven, Monroe
2023 plans are already underway to land Santa Claus by helicopter. From 11:00 a.m. To 3:00 p.m. come visit Santa at Rest Haven

Who-ville

December 2nd, 2023
Washingtonville, NY
WhoVille Shopping Village, Chamber of Commerce / Hudson Valley Hot Rods Annual Christmas Parade, Crafts and Events around town!

Winter Market

December 2nd, 2023: 2pm – 6pm
50 Montebello Road, Suffern
$2 Entry includes shopping and Tricky Tray ticket. Assorted Vendors.

Annual Washingtonville Christmas Parade

December 2nd, 2023
L Vern Allen Park, Washingtonville
Please join us as we celebrate our Annual Chamber of Commerce Christmas Parade! We are back, bigger and better with the help of our essential workers, small businesses, community leaders and residents!

Sinterklass Festival Day

December 2nd, 2023
Rhinebeck, NY
Sinterklaas is a day-long, colorful celebration that features children’s workshops, dance, theatre and music all over the village of Rhinebeck. Don’t miss the Dancing Bear, the Pocket Lady, and Mother Holly. The spectacular Children’s Starlight Parade at 6:00 pm, featuring two-story tall, animated puppets carried by hundreds of volunteers, closes the day at twilight. A non-denominational event, Sinterklaas joins residents and visitors alike, people of all ages and backgrounds, in a memorable celebration of children, art, and the light of the winter season.

Christmas Market & Winter Wonderland

December 2nd, 2023: 3pm – 8pm
New Century: 517 Neversink Drive, Port Jervis
This is a wonderful and Christmas event!!! Come to experience the Christmas decorations & magical light tunnel, Holiday food and drinks, Kids handcraft workshops, Photos with Santa, Craft vendors, And holiday music…

Holiday Fineries at the Wineries

December 2nd, 3rd, 9th & 10th
Participating Wineries throughout the Hudson Valley
Our participating member wineries will be decked out for the season and are very excited to welcome you back. This event is a great opportunity to taste a variety of wines produced in the Hudson Valley and get a jump on your holiday shopping to stock up for the season, plus you’ll receive a wine tasting glass, a tasting flight at four wineries and collect some cool holiday ornaments along the way!

Holiday Market

December 6th, 2023
Tarrytown Music Hall, Tarrytown
A curated shopping event that highlights the best products from local & regional artists and makers. This holiday season, support small businesses and find the perfect gifts for everyone on your list. Enjoy some holiday shopping and a festive drink from our bar!

Holiday Movie Trivia Night

December 8th: 6-8pm
Angry Orchard, Walden
Join us Friday, December 8th for Trivia Night: Holiday Movies! Make sure to arrive by 5:00pm to register your team and choose from a variety of exclusive hard ciders available on draft and purchase food from our in-house kitchen. Festive attire is encouraged!

Grand Holiday Illumination

December 8th – January 1st
Untermyer Gardens, Yonkers
The 2023 Grand Holiday Illumination opens on December 8 at 5:30 p.m. and is then open every night through January 1, from 4:30 until 8:00 p.m., free to the public with NO RESERVATIONS required.

The Hudson Valley Holiday Market

December 9th: 11am
Patterson Recreation
Free Admission. 55+ handmade local artisans come together at this curated holiday market! Quality. Variety. Accessibility to all! Come find out what the hype is about .

Christmas Market & Winter Wonderland

December 9th, 2023: 3pm – 8pm
New Century: 517 Neversink Drive, Port Jervis
This is a wonderful and Christmas event!!! Come to experience the Christmas decorations & magical light tunnel, Holiday food and drinks, Kids handcraft workshops, Photos with Santa, Craft vendors, And holiday music…

Central Valley Menorah Lighting

December 9th: 7pm – 8pm
250 Route 32, Central Valley, NY
Enjoy this Outdoor Menorah Lighting event followed by an indoor reception in Hudson’s large Party Room with Music, Latkes, Donuts, and Crafts.

Holiday Market

December 10th, 2023: 12pm – 6pm
The Hudson House & Distillery: 1835 Route 9W, West Park
It’s that time of year again. We are hosting our 2nd Holiday Market December 10th 12-6pm. Mark your calendars!

Cirque Dreams Holidaze

December 10th: 4pm
Eisenhower Hall Theatre at West Point
CIRQUE DREAMS HOLIDAZE features a world-renowned cast of performers accompanied by an original music score including new twists on seasonal favorites such as “Deck the Halls,” “Winter Wonderland,” and “Rockin’ Around the Christmas Tree.” Singers, dancers, penguins, toy soldiers, and reindeer invoke the dreams behind a child’s eye on the most magical of nights. Amidst a backdrop of new sets, scenery, and storylines, this family-friendly production is sure to put a twinkle in your eye!

Menorah Lighting at Cross County Shopping Center

December 11th: 6pm – 8pm
Cross County Shopping Center, Yonkers
Come to Cross County Center on Monday, December 11th for a special Chanukah Menorah Lighting, near H&M, with Chabad of Yonkers. Rabbi Mendy Hurwitz will light the menorah in celebration of the festival of lights. Enjoy live music, cultural dancing and delicious treats for Chanukah. 

Ugly Sweater Party

December 15th: 6pm – 9pm
Angry Orchard, Walden
We’re getting our holiday groove on this year with everyone’s favorite celebratory soiree, but with a twist! Join us on December 15th for our Ugly Sweater Party! Come out in your loudest, tackiest, most heinous holiday outfits and enjoy a cider with family and friends.

There will be live band karaoke with Hillbilly Parade from 6-9pm, food for purchase from our in-house kitchen, selfie station, and of course an ugly ugly sweater contest!

Hudson Valley SantaCon

December 16th & 17th, 2023: 10am – 5pm
2361 South Road, Poughkeepsie
Join us for Hudson Valley SantaCon featuring Benmarl Winery, Fjord Vineyards, Nostrano Vineyards, and Weed Orchards on December 16th & 17th from 10AM-5PM. Starter Winery Stop 1 – 10AM-12PM. Guests must arrive to first winery no later than 12PM.

SantaCon Stops (in no particular order!):
Benmarl Winery, Nostrano Vineyards, Weed Orchards & Winery and Fjord Vineyards will have their sleigh parked at Nostrano Vineyards for the festivities. Santa Seasonal and Festive attire encouraged. Included with ticket is one glass of wine/wine cocktail from each participating winery, a commemorative wine glass and a holiday stocking! Get more info and purchase tickets here!

Holiday Hours Tours at Boscobel

December 17th & 18th, 2023
Boscobel House and Gardens, Garrison
Explore the beauty and historical significance of Boscobel’s Historic House Museum, with an expert guide. Through December 18, the house and grounds will be decorated for 19th-century holidays, with guides highlighting holiday traditions from centuries past.

Santa at Boscobel

December 18th, 2023
Boscobel House and Gardens, Garrison
Boscobel will be welcoming Santa IN PERSON outdoors in the Orangery. He will greet children of all ages from a social – but still jolly! – distance. Guests are encouraged to take their pictures and talk with Santa Claus.Along with visiting Santa, guests are welcome to enjoy our new Winter Garden and Boscobel’s seasonally-festooned landscape. All gardens and grounds admissions ticket holders will be welcome to visit Santa.

Eggbert after Dark

December 19th: 4pm – 10pm
Newburgh Brewing Company: 88 S Colden Street, Newburgh
EGGBERT back at the BREWERY! And he’d like to chat with the adults. He’s been coop’d up at Devitts all holiday season. And he has some thoughts…

Rock This Town Christmas Spectacular

December 22nd, 2023
Sugar Loaf Performing Arts Center
Come celebrate the holiday season with Rock This Town Orchestra Christmas Spectacular… Rock This Town Christmas Spectacular is a holiday show that is highly energetic and visually stunning like no other, playing hits from the Brian Setzer Orchestra, Stray Cats, as well as your favorite Christmas classics.

Until the Next Adventure…

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