35+ Hudson Valley Holiday Events & Magical Light Displays: Nov and Dec 2022

Hudson Valley Holiday Events
& Light Displays for 2022

For locals and tourists alike, the Hudson Valley is an amazing place to visit during the month of December. December is a magical time of year anywhere in the world, but Hudson Valley Holiday Events are the best around!

Each and every city, town and even down to the smallest hamlet gets dressed up in their Holiday best as they spread cheer to each and every person visiting.

If you are someone who loves the Holidays (and who doesn’t), the Hudson Valley is an excellent place to celebrate for two months! Some Hudson Valley holiday events begin in November, so make sure to start marking your calendar because these Hudson Valley holiday events should not be missed!

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.

Table Of Contents

Hudson Valley Holiday Events in November
Hudson Valley Holiday Events in December
Hudson Valley Holiday Light Displays

IMPORTANT
1. Click on the EVENT TITLE to be sent directly to the event coordinator’s websites.
2. Bookmark this Page because it gets updated often

PRO TIP:
By using a planner, like this one that I created, you can jot down all the events you want to attend & keep track of a year’s worth of outings.

Hudson Valley Holiday Events in November

Stormville Airport Antique Show & Flea Market

November 5th, 2022
428 Route 216, Stormville
Free admission and parking. Christmas in November !

Palisades Holiday Craft Bazaar

November 12th: 10am
Palisades Community Center, Palisades
Enjoy and shop unique handmade crafts this holiday season and visit the farm stand for fall treats at the Palisades Holiday Craft Bazaar, November 12 from 10am-4pm!

Holiday Market

November 12th & 13th, 2022
Greenburgh Nature Center, Scarsdale
Get your holiday shopping done early this season by joining us on November 12th & 13th. Browse sustainable gifts from local artists and vendors while supporting the Nature Center and small businesses! This weekend also kicks off our annual Holiday Train Show weekends.

Holiday Train Show

November 12- December 4, 2022 (weekends only): 10am – 4pm
Greenburgh Nature Center, Scarsdale
Come experience the wonder of the holiday season with fantastic model train displays. Holiday Train Show features a special 12 x18 foot display of model trains traveling through countryside scenes. The display includes detailed features such as a mountain with a train tunnel, a ravine with a train trestle crossing over it, a stream, a model village, railroad crossings, and much more. The Holiday Train Show takes place inside the Manor House. Tickets can be purchased at the front desk on the day you attend.

Twilight Tours at Boscobel House & Gardens

November 18th – December 10th (Friday and Saturday)
Boscobel House and Gardens, Garrison
Experience Boscobel House and Gardens lit by candlelight, decorated for 19th-century holidays, and resonating with live music — Twilight Tours offer an especially beautiful seasonal experience. Enjoy a cup of mulled cider, hot chocolate and cookies in the Carriage House or as you stroll among twinkling lights in our Apple Orchard, Formal Garden, and our Winter Garden full of festive lights and fabulous floral design.

The Polar Express Train Ride

November 18th – December 28th
Catskill Mountain Railroad, Kingston
Passengers will read along with the classic children’s book, The Polar Express, by Chris Van Allsburg. Once at The North Pole, Santa and his Elves board the train to greet passengers and each guest is given the first gift of Christmas – a silver sleigh bell. During the trip, characters on each car lead passengers in caroling and on board entertainment – just like in the film! Each guest will take home a keepsake sleigh bell in addition to the wonderful memories made on this unforgettable adventure.

LuMagica at Harvest Moon

November 18th – December 30th, 2022: 4pm – 9pm
Harvest Moon and Orchard, North Salem
LUMAGICA at Harvest Moon will transform our orchard into an immersive light park. With dazzling light sculptures, it will sure bring a smile to all this holiday season. Reserve your tickets today!

Holiday Pop-up Shops at the Grange

November 19th: 10am – 6pm
Putnam Valley Grange Hall: 128 Mill Street, Putnam Valley
Unique Vendors Presenting Hand Crafted, Hand Curated Distinctive Goods and Gifts

Holiday Arts & Crafts Shop

Opening November 19th: 1pm – 6pm
Thursday, Friday & Saturday through December 23rd
Blue Door Art Center, Yonkers
Join us for the opening of our Blue Door Holiday Art and Crafts Holiday Shop 2022, on Saturday, November 19th from 1pm to 6pm. We are featuring ceramics, paintings, jewelry, and more all made by local artisans. Give a one-of-a-kind gifts this year that will be treasured for years to come! Our selection includes up-cycled items. Light refreshments. Free gift wrapping with $20 min. purchase.

Holiday Hours Tours at Boscobel

November 19th – December 17th (Saturday and Sunday)
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.

Holiday Extravaganza

November 19th, 2022
Marlboro Elementary School
Buy Local for the Holidays! Many local vendors, businesses, food, desserts, crafts, entertainment, kids activities, farmers market, civic/school group fundraisers and a visit with Santa!

Cross County Shopping Center Tree Lighting

November 19th: 6pm
Cross County Shopping Center, Yonkers
See Santa, Ice Skate, Live Music, Food Trucks, Electric Train Ride & More! Free Parking!

Hudson Valley Hullabaloo

November 19th & 20th: 10am
467 Broadway, Kingston
75 Makers, Artists, Designers and Artisan Food Purveyors. Music, Food, Photo Booth, Tintypes Portraits. $2 Admission/Kids 12 and under are free.

Holiday Sip & Shop

November 19th & 20th: 11am
Weed Orchards & Winery
Live music from Nik Rael both days. We’ll be open from 11-5pm. The cafe and winery will be open serving food and drinks.

The Lighting of Ridge Hill

November 20th: 4pm – 6pm
Ridge Hill, Yonkers
Get in the holiday spirit and spread festive cheer at The Lighting of Ridge Hill! Featuring holiday performances, musical entertainment, and the magical arrival of Santa, this unforgettable evening has something for everyone!

Petsgiving: A Magical Event for your Pets

November 20th: 12pm
26 Main Street, Warwick
LightClub is very excited to announce this first ever event–“Petsgiving”! Bring in your pets to our Warwick location (26 Main Street) on Sunday, November 20th for Animal Communication/Pet Psychic Readings with Edward Ragosta and Animal Energy Reiki Healing Sessions with Melissa Paone Somma. Each session will include 15 minutes of Reading and 15 minutes of Healing. Come and pamper your loyal companions on this very special day! Walk-ins are welcome, but we recommend you book your session ahead of time to avoid a wait. To secure your session, email us at Admin@MyLightClub.com or call us at (845) 544-2189.

Annual Tree Lighting at Foster Coach House

November 23rd: 6pm
Fosters Coach House, Rhinebeck
Come enjoy our hometown festivities with our Annual Christmas Tree lighting on our heated patio as we welcome Santa Claus along with the nostalgic holiday music of Michael Dell

Christmas Tree Lighting Ceremony and Parade

November 25th: 6pm
John F Degnan Square, Middletown
Live Entertainment starts at 6pm, Parade Step Off at 6:30pm, concluding with Santa’s arrival to light the tree.

The Wonderland of Lights

November 25th – December 25th, 2022
Dutchess County Fairgrounds, Rhinebeck
The Wonderland of Lights has been a part of thousands of families’ holiday tradition across the country for over two decades. Now Rhinebeck and surrounding communities will have a chance to start a new tradition November 25 through December 25, 2022!

Thanksgiving Weekend at Lyndhurst Mansion

November 25th – 27th, 2022
Lyndhurst Mansion, Tarrytown
Visitors can explore Lyndhurst this weekend without a guided tour. See the mansion transformed into an extravagant wonderland of holiday splendor. Dozens of Christmas trees are expertly decorated and designed to complement the elegant period furnishings within the rooms of the house.

Kevin McCurdy’s Holiday Spirit Festival

Starting November 25th
38 Sheafe Road, Wappingers Falls
Once again we will be presenting the Winter Wonderland Walk. This one of a kind experience will thrill all ages and bring Christmas cheer and Holiday magic to young and old.

Looking for the BEST Things to do in the Hudson Valley in November?
Take a look at this article of 10+ Incredible Experiences to have during the month of November.

Christmas on the Farm with Eggbert

Starting November 25th, 2022 through December 23rd, 2022
Devitts Nursery, New Windsor
The Hudson Valley’s Christmas Egg is Back! Billed as “Christmas on the Farm,” Devitt’s transforms its property into an elaborate holiday trail featuring live animals, animated figures, train rides, and an enormous slot car track. Taking Place Friday, Saturday and Sunday until December 23rd.

A Frosty Fest

Starting November 25th
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 25th – December 31st
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: see www.Bookeo.com/StaatsburghSHS for more information and to reserve! Closed December 24 & 25; open everyday December 27 – 31.

Winter Wonderland Drive-thru Extravanganza

November 25th – January 1st
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; tickets are $25 to $35 per car: https://bit.ly/3Cip0vU. Event will be open most nights from Friday, Nov. 25 through Sunday, Jan. 1!

Photo with an Alpaca

November 26th, 2022
Lilymoore Alpaca Farm, Pleasant Valley
Bring your camera and take a free holiday photo at Lilymoore Farm with one of our adorable alpacas. Do some last minute shopping in our farm store after the photo. It’s a great way to create a family memory.

Holidays on the Hill Annual Train Show

Starting November 26th
Lasdon Park and Arboretum, Katonah
Holidays on the Hill Annual Train Show at Lasdon Park offers a chance to visit and celebrate the season with iconic and immersive exhibits that will delight audiences of all ages. This year, visitors will be surrounded by the magic of the season as they stroll by colorful characters and enchanting holiday scenes.

Wappingers Falls Holiday Tree Lighting

November 26th
Town of Wappingers Falls
Parade at 6pm, DJ, Holiday Music, Refreshments, Meet Santa, Tree Lighting.

Town of LaGrange Festival of Lights Parade

November 26th, 2022: 6:30pm
Arlington High School roundabout west on Route 55 through LaGrange Town Center, ends at Freedom Plains roundabout
The Town of LaGrange Festival of Lights Parade is back and the elves are planning to make it better than ever!

Shop Small Saturday

November 26th, 2022
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.

Basilica Farm & Flea Holiday Market

November 26th and 27th: 10am
110 South Front Street, Hudson
The Basilica Farm & Flea Holiday Market RETURNS this Thanksgiving weekend on Saturday, November 26 & Sunday, November 27. Day and weekend passes are available online or with cash at the door. Basilica Farm & Flea has become one of our largest events, welcoming 10,000 + attendees throughout the weekend. $5/day or $8/weekend pass

Brunch with Santa

November 27th
The Table: 73 Clinton Street, Montgomery
Join us for our Holiday Kickoff Brunch Buffet. We will be serving brunch from 10am to 2pm, with seating at 10am, 12pm and 2pm. Reservations are required as Santa has to get back to the North Pole to get ready for his big day! Reservations by emailing ONLY: Please email us at thetableny@yahoo.com

Holiday Celebration with Santa

November 27th: 11am
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 in the Park

November 27th: 4:30pm
Chamber Park, Mahopac
Entertainment, Tree Lighting, Menorah Lighting, Santa arrives at 5pm

Holiday Classic Mansion Tour

Nov. 28th – December 30th, 2022
Lyndhurst Mansion, Tarrytown
See Lyndhurst mansion transformed into an extravagant wonderland of holiday splendor. Described as one of the “Ten Best Historic Holiday Tours” by USA Today, Lyndhurst goes all-out during the holiday season, filling the mansion with elaborate tableaus of décor, which change every year.

Are you Thinking about Cutting down your own Christmas Tree this year?
Reference this Ultimate List of Cut your Own Christmas Tree Farms in the Hudson Valley before heading out to any of the many Hudson Valley Tree Farms.

Click below to see some items you should have during your Hudson Valley Outings
and you will be guaranteed a successful outing:

Because ‘you never know’ when an accident happens, you need a small, portable First Aid Kit, like this product in your life. This is a great buy for under $15

If you’re going to be out all day exploring, you never REALLY know what the weather will be like. Even if you think you do know, it can start raining at any time, so this small life-saver is an essential item. This is another great buy on Amazon for under $15.

My favorite walking shoes, by far, are these because they are soft and the memory foam feels great on my feet. See the color and size choices here.

Looking great during your Hudson Valley outings is essential and this Hudson Valley Merchandise is perfect for any outing!

Hudson Valley Holiday Events in December

The Wonderland of Lights

Through December 25th, 2022
Dutchess County Fairgrounds, Rhinebeck
The Wonderland of Lights has been a part of thousands of families’ holiday tradition across the country for over two decades. Now Rhinebeck and surrounding communities will have a chance to start a new tradition November 25 through December 25, 2022!

Kevin McCurdy’s Holiday Spirit Festival

Through December 24th
38 Sheafe Road, Wappingers Falls
Our elves have been working hard to create a safe, fun, and joyful experience for all. The Holiday Spirit Festival is proud to present our newly expanded, all outdoor, exclusive event: The “Winter Wonderland Walk”

LuMagica at Harvest Moon

Through December 30th, 2022: 4pm – 9pm
Harvest Moon and Orchard, North Salem
LUMAGICA at Harvest Moon will transform our orchard into an immersive light park. With dazzling light sculptures, it will sure bring a smile to all this holiday season. Reserve your tickets today!

Holiday Arts & Crafts Shop

Thursday, Friday & Saturday through December 23rd
Blue Door Art Center, Yonkers
Join us for the opening of our Blue Door Holiday Art and Crafts Holiday Shop 2022, on Saturday, November 19th from 1pm to 6pm. We are featuring ceramics, paintings, jewelry, and more all made by local artisans. Give a one-of-a-kind gifts this year that will be treasured for years to come! Our selection includes up-cycled items. Light refreshments. Free gift wrapping with $20 min. purchase.

Christmas on the Farm with Eggbert

Through December 23rd, 2022
Devitts Nursery, New Windsor
The Hudson Valley’s Christmas Egg is Back! Billed as “Christmas on the Farm,” Devitt’s transforms its property into an elaborate holiday trail featuring live animals, animated figures, train rides, and an enormous slot car track. Taking Place Friday, Saturday and Sunday until December 23rd.

The Polar Express Train Ride

Through December 28th
Catskill Mountain Railroad, Kingston
Passengers will read along with the classic children’s book, The Polar Express, by Chris Van Allsburg. Once at The North Pole, Santa and his Elves board the train to greet passengers and each guest is given the first gift of Christmas – a silver sleigh bell. During the trip, characters on each car lead passengers in caroling and on board entertainment – just like in the film! Each guest will take home a keepsake sleigh bell in addition to the wonderful memories made on this unforgettable adventure.

Holidays on the Hill Annual Train Show

Through December 31st
Lasdon Park and Arboretum, Katonah
Holidays on the Hill Annual Train Show at Lasdon Park offers a chance to visit and celebrate the season with iconic and immersive exhibits that will delight audiences of all ages. This year, visitors will be surrounded by the magic of the season as they stroll by colorful characters and enchanting holiday scenes.

A Gilded Age Christmas

Through December 31st
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: see www.Bookeo.com/StaatsburghSHS for more information and to reserve! Closed December 24 & 25; open everyday December 27 – 31.

Winter Wonderland Drive-thru Extravanganza

Through January 1st
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; tickets are $25 to $35 per car: https://bit.ly/3Cip0vU. Event will be open most nights from Friday, Nov. 25 through Sunday, Jan. 1!

Holiday Classic Mansion Tour

Through December 30th, 2022
Lyndhurst Mansion, Tarrytown
See Lyndhurst mansion transformed into an extravagant wonderland of holiday splendor. Described as one of the “Ten Best Historic Holiday Tours” by USA Today, Lyndhurst goes all-out during the holiday season, filling the mansion with elaborate tableaus of décor, which change every year.

Twilight Tours at Boscobel House & Gardens

Through December 10th (Friday and Saturday)
Boscobel House and Gardens, Garrison
Experience Boscobel House and Gardens lit by candlelight, decorated for 19th-century holidays, and resonating with live music — Twilight Tours offer an especially beautiful seasonal experience. Enjoy a cup of mulled cider, hot chocolate and cookies in the Carriage House or as you stroll among twinkling lights in our Apple Orchard, Formal Garden, and our Winter Garden full of festive lights and fabulous floral design.

Holiday Hours Tours at Boscobel

Through December 17th (Saturday and Sunday)
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.

Twilight Holiday Maker’s Market

December 1st: 4pm
River Valley Arts Center, Wappingers Falls
Shop local this holiday season and join us for our Twilight Holiday Maker’s Market. Various local makers for all your gift giving needs, food truck, kids activities, entertainment and more!

Modern Makers Market at Graymoor

December 1st, 2nd, 3rd
Graymoor, Garrison
Support 41 local artisans and artists by attending our Holiday Shopping at Graymoor market!! Amazing craftspeople and artists displaying their one of a kind and small batch creations!!! This is a fundraising event for Graymoor- $5 admission fee for adults and all children free. Admission fee to benefit Graymoor. All adults will receive 1free raffle ticket for a chance to win a “Cold Spring Shop & Dine Package”

Miracle on Main Street at Bush First Fridays

December 2nd: 4pm
The lot at 86 Main Street, Pine Bush
Join us for Miracle on Main Street at December Pine Bush First Fridays on December 2nd from 4-7pm! Be sure to stop by our Welcome Tent for some winter themed refreshments, check out our raffles and 50/50. All proceeds from the Raffles & 50/50 support the event! The event will be in the lot at 86 Main Street and surrounding areas.

Tree Lighting Ceremony

December 2nd: 5-7pm
1 Academy Park (across from City Hall), Albany
The event starts at 5:00pm and all are encouraged to attend. There will be free doughnuts and hot drinks. We will also have crafts for you to enjoy at home and a bunch of fun photo opportunities!

Snowflake Festival

December 2nd: 6pm – 8pm
Uptown Kingston
The Kingston Snowflake Festival is held the 1st Friday of December. The event features Santa, local dancers, clowns, jugglers, ice sculptors & more.

Celebration of Lights

December 2nd: 6pm – 9pm
Dongan Square Park, Poughkeepsie
This event will feature dance and musical performances, food trucks, floats, Santa Claus and fireworks. A “Renewable Holiday Village” will be created highlighting recyclables and renewables in a festive mood of community celebration. In addition, several businesses and organizations will have other activities taking place that day. And the Mural Square holiday tree also will be lit earlier in the day.

Holiday Tree Lighting

December 2nd: 6pm
Village Hall Green: 104 Main Street, Mt. Kisco
Viist with Santa & Mrs Claus. Food collection for the food pantry, Early Bird Children’sCraft Activity at the Library (4:30pm), Seasonal Holiday Music and Refreshments by Mast Market.

The Nutcracker

December 2nd, 3rd, and 4th
Sugar Loaf Performing Arts Center
This classical ballet in two acts will capture your imagination and transport you into a magical world of brave toy soldiers and dancing snowflakes.

Children’s Holiday Craft Workshop

December 3rd: 9:30am
Fishkill Town Hall lower level
This FREE event for children, ages 5 -11, is hosted by the VGC, aka Santa’s elves. Kids can create multiple holiday crafts, assisted by members of our club. Mark your calendars, and bring your children to this fun filled event. There will be music, and a special guest may also make an appearance. See you there.

Holiday Craft Fair

December 3rd: 10am – 4pm
Marbletown Elementary School, Stone Ridge
Join us for some shopping and lunch. Over 40 vendors. Shop for handmade crafts, holiday gifts, home decor, jewelry and more.

Santa at River Valley Arts Center

December 3rd: 11am
River Valley Arts Center, Wappingers Falls
Join Santa and his elves at RVAC for photos, crafting, cookie decorating and treats. 1 Child: $15, 2 Children: $25. Pre-registration is required

Arlington Holiday Festival

December 3rd: 11am – 6pm
Lagrange Avenue, Arlington
Shopping Village, Mr & Mrs Claus, Petting Zoo, Music and Dancing, Family Entertainment Area, Bee Bee the Clown, Marshmallow Roasting and Parade on Davis Avenue and Raymond Avenue

Greenwood Lake Holiday Festival & Tree Lighting

December 3rd, 2022: 12pm
Waterstone Road, 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.

Annual TaSH Holiday Market

December 3rd: 2pm
Patriot’s Park, Tarrytown
This year’s market promises to be our biggest yet, featuring: Nearly 60 food, gift + craft vendors, Holiday decor (swags, wreath + Christmas trees), Fresh food to eat and enjoy on-site, Hot cocoa, coffee, tea + other warm beverages to keep you toasty while you shop, Local artisans and craft makers with holiday gifts, Holiday music + entertainment throughout the market, kids’ activities and more.

Holidays with Family

December 3rd: 3pm
Marriott Pavilion @ The Culinary Institute of America
Under the direction of William Stevens, the concert will feature the classic story “The Snowman,” a collection of holiday favorites, and a sing-along. Playing on the big screen with the orchestra accompanying, is the classic tale “The Snowman” of a boy who builds a snowman who magically comes to life on Christmas Eve. Children in the audience will be invited to conduct the orchestra (with a little help from Santa himself)!

Holiday on the Lake

December 3rd: 2:30pm
Putnam County Veteran’s Memorial Park, Carmel
Christmas Village begins at 2:30pm: Outdoor Holiday Market, Candy Bingo, Cookie Decorating and Child’s Craft Making.
Starting at 3:30pm: Hayrides with Santa, Taste of the Hamlet of Carmel, Cornerstone Park Tree Lighting, Live Music, Santa Stroll and More…

Who-ville

December 3rd, 2022
Washingtonville, NY
WhoVille Shopping Village, Chamber of Commerce / Hudson Valley Hot Rods Annual Christmas Parade, Crafts and Events around town!

Annual Washingtonville Christmas Parade

December 3rd, 2022: 5pm
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!

Village of Cold Spring Holiday Tree Lighting

December 3rd: 4pm
Cold Spring
See you at the Bandstand! A special guest will arrive by firetruck. Refreshments provided by Hudson House and Caroling by the Hudson Highlands Girls Scouts.

Warm Up at the Hot Cocoa Bar

December 3rd: 5pm
Reformed Church of the Tarrytowns
Stroll over and warm up with some complimentary hot cocoa and treats. Christmas Carols, cookies, hot chocolate and more.

Holiday Wreath-Making Workshop

December 3rd: 5:30 – 7:30pm
Boscobel House and Gardens, Garrison
The Parcel Flower Co. will teach participants to make their own holiday wreath using locally sourced evergreens, foraged materials, and dried flowers. We’ll supply a grapevine wreath, and all materials to craft your front door decor. Enjoy a holiday toast with wine, cider, and treats. Class begins at 6:00pm

Tarrytown-Sleepy Hollow Winter Stroll

December 3rd: 5-9pm
Main Street, Tarrytown
Kick off the Holiday season on December 3rd with the second annual Tarrytown and Sleepy Hollow Winter Stroll! Extended shopping hours, outdoor dining, story telling, trolleys, holiday treats, carolers, ugly sweater contest, live entertainment and other special events!

Winter Maker’s Market

December 3rd and 4th
Finding Home Farms, Middletown
Come meet & shop with local Hudson Valley Makers. Enjoy delicious food and festive libations while you shop. We will have activities for the kids, music, syrup tastings & more

Gingerbread House Party at Pennings Farm

December 3rd, 4th, 10th, 11th, 17th, 18th
Pennings Farm, Warwick
All ages are invited to decorate a holiday “Gingerbread” House at Pennings Farm Market, 161 ST RT 94S, Warwick, NY. Get creative with dozens of candy supplies, icing, and graham crackers all included. *House is pre-assembled with graham crackers. Make it a fun family day…come in for your Christmas Tree and greenery, grab lunch or dinner and have some fun decorating a “Gingerbread” House.
$25/House/Child includes house frame w/tree, icing and a selection of candy.

Santa at Boscobel

December 3rd, 10th and 18th, 2022
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.

Piermont Holiday Fest

December 4th: 10am
Piermont
Piermont Welcomes in the Holidays with a day long celebration including a 10am to 4pm holiday gift market and kids activities, 4pm caroling and hot cocoa, 5pm tree lighting and much, much more!

Holiday Hunt in the Mansion at Locust Grove

Sundays: December 4th, 11th and 18th: 12-4pm
Locust Grove, Poughkeepsie
It’s a Holiday Hunt for a mouse, a house, eight tiny reindeer, golden pinecones, and more, hidden in the holiday festooned rooms of Locust Grove’s historic mansion! Bring your kids and family to this very special scavenger hunt themed on everyone’s favorite holiday story “A Visit from St. Nicholas”. Marvel at the 20 decorated trees on display! Get your ticket to one of the most magical Hudson Valley Holiday Events here.

Boys & Girls Club Holday in the Village Gift & Craft Fair

December 4th: 12pm
45 Partition Street, Saugerties
Over 40 Local Vendors. Shop local this holiday season: Jewelry, ceramics, shirts, wreaths, gifts and more!

Sinterklaas Day and Dutch Holiday Traditions Children’s Program

December 4th: 1pm
Mesier Homestead and Museum, Wappingers Falls
A fun family event complete with stories, decorations, traditional Dutch holiday treats, and a visit from St. Nicholas himself! The program takes place at 1:00pm, 2:15pm and 3:30pm, and is designed especially for children. The ideal age group is elementary school age, but all ages are welcome. Due to limited space at the Homestead, advanced purchase is strongly suggested; walk-ins accepted if space allows

EFHS Christmas Open House

December 4th: 1pm
Brinckerhoff House Historic Site, Hopewell Junction
Please join us as we present one of our signature events. The Brinckerhoff Farmhouse will be decorated in fine greenery for the start of the holiday season. Santa and Randolph the Reingoat will be back for you and your family to take pictures with. A $5 donation for photos and a donation of canned goods that will go to the Fishkill Food Pantry would be greatly appreciated. We will have children’s crafts in our one room schoolhouse. Mulled Cider and nibbles will be served in the farmhouse as well as Hot Chocolate.

Musicians of the Hudson Valley Annual Toys for Tots

December 4th: 2pm – 9pm
Lolly’s Airport Inn, Montgomery
Featuring seven local bands. Donate a New Unwrapped toy. Free Buffet, 50/50 drawing and raffles

Merry and Bright Holiday Market

December 4th: 3:30 – 7pm
4390 Route 9, Hyde Park (Across from Town Hall)
What a wonderful community event with the Parade of Lights and Town Tree Lighting

Holiday Whodunit

December 4th, 11th and 18th: 1-3pm
Staatsburgh State Historic Site
Reservations are now open for the Holiday Whodunit! Visit to reserve an entry slot at www.bookeo.com/StaatsburghSHS. Children ages 6 to 11 and their families become detectives and solve a mystery by interviewing costumed interpreters who portray Gilded Age houseguests and servants. Every child who submits their guess will be eligible for a drawing to win a gift card from Oblong Books. Thank you to the Friends of Mills at Staatsburgh and Oblong Books for sponsoring these prizes!

Grand Holiday Illumination

December 9th – January 1st
Untermyer Gardens, Yonkers
The 2022 Grand Holiday Illumination opens on December 9 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.

Dinner with Santa

December 9th, 2022: 4pm – 8pm
Stagecoach Inn, Goshen
$30/Children $75/Adults. Price Includes tax and 18% gratuity. You must pre-buy your ticket. Even if you buy your tickets online you must reserve a seating time.

Cold Spring Aglow

December 9th: 5-8pm
Cold Spring, NY
An evening of community and shopping local.

Holiday Open House

December 10th
The Home of Franklin D Roosevelt National Historic Site, Hyde Park
Free Admission to the Roosevelt Library from 9am – 5pm. Free Admission to the Home of FDR National Historic Site from 9:30am – 4pm. Children’s Reading Festival from 1:30pm – 4pm. Holiday Cards for Sailors from 12 noon – 4pm, Free Pictures with santa from 1pm – 3pm and Refreshments from 12noon – 4pm. This is one of the best free Hudson Valley Holiday Events in Dutchess County.

Sugar Loaf Holiday Celebration

December 10th, 2022: 12-6pm
Sugar Loaf, NY
It’s merry and bright season and time to celebrate. Join the artisan community of Sugar Loaf, NY at the annual Holiday Celebration. Santa, Tree Lighting Ceremony, Horse-Drawn Carriage Rides, Shop Artisan Stores and Vendors and Strolling Carolers. This is one of the most festive Hudson valley Holiday Events around.

Holiday Market at Hudson House

December 10th: 12-6pm
Hudson House, West Park
We are excited to announce our first Holiday Market at Hudson House.

Saddles with Santa

December 10th: 10am
Ridge Runner Ranch, 85 Hasbrouck Road, New Paltz
$35 for a Pony Ride and Photo with Santa

Holiday Brunch at Beekman Arms

December 10th: 11am
The Beekman Arms, Rhinebeck
Celebrate the season with Ariel, Belle, Cinderella, Aurora and Snow White, while enjoying a delicious catered breakfast buffet! General Admission to the Royal Holiday Brunch includes: Brunch Buffet, Table side meet and greets with the princesses, Storytime with Belle, Princess dancing, Photo opportunities with the princesses. Click here for all the info.

Holiday Fair & Toy Drive

December 10th & 11th: 9am
Limar’s Farm & Nursery, LaGrange
Join Limar’s Farm & Kiwanis of Southern Dutchess County for some holiday “fun”raising SATURDAY 12/10 & SUNDAY 12/11 9:00-3:00 pm. Shop local vendors and donate a new unwrapped toy for our community children that will be delivered to the Maria Fereri’s Childrens Hospital. Enjoy some hot cider, cocoa & cider doughnuts while you shop!

Holiday Market at The Academy

December 10th and 11th: 10am
The Academy HVNY, Poughkeepsie
Tis the season for giving. Join us for a weekend of food, drinks, and local everything! NOW DECEMBER 10TH AND 11TH! Our holiday market will be featuring locally created crafts and gifts! Live acoustic music and of course food + drinks!

The Affordable Art & Pottery Bazaar

December 10th – 22nd: 11am
Rockland Center for the Arts, West Nyack
Just in time for holiday gift giving, this popular and well-attended sale of regional artists and artisans and their wares has returned! Items for sale include glass, hand-crafted jewelry, beautiful handmade functional pottery, original 2-D & 3-D art, holiday ornaments, art greeting cards and more! Shop RoCA and take home a one-of-a-kind unique piece of art as a holiday gift that will be cherished, increase in value over time, and directly supports local arts and artists.

Winter Market

December 11th: 11am – 4pm
Van Der Donck Park, Yonkers
FREE Ice-Skating Rink, Mechanical Reindeer, Live Music, Food, and Local Artisan Vendors and More! Join us for Yonkers Downtown 2nd Annual Festive, Fun-Filled Winter Market on December 11th!

Holiday Carriage Rides

December 11th: 11am – 3pm
Rockefeller State Park Preserve
Treat your family this holiday season and enjoy the rare opportunity to experience the Preserve as it was originally intended: via horse-drawn carriage! We encourage you to wear festive attire and join the Jingle Bell Parade at 1 pm. Rides begin every hour on the hour, registration required. Carriages can accommodate groups of 4, 6, or 8. Cost: $25 per person + Eventbrite fees. This is one of the most popular Hudson Valley Holiday Events, so get your tickets early.

Jingle Bells Parade

December 11th: 1pm
Rockefeller State Park Preserve
Oer the fields we go, laughing all the way… around Swan Lake! Get into the holiday spirit and dress up for the occasion as you sip hot cider and walk around the lake alongside horses, carriages, and your fur-babies in costume. Stop by the Swan Lake kiosk to enter to win a prize for best horse costume or best dog costume, drawing at 2 pm. Dogs must be leashed. This family-friendly event is FREE, no registration required.

The Polar Express Movie

December 11th: 2pm
Paramount Theater, Middletown
Join us for a special movie showing of “The Polar Express”. Come in your pajamas! Doors open at 2pm, Movie starts at 3pm. $5 per ticket. Concessions available for purchase.

Santa Claus is Coming to Town

December 11th: 3pm
Middletown, NY
Santa and his helpers are coming to the neighborhood by train! They’re stopping to say “Hello!” and collect new, unwrapped toys for local families. Join us as we celebrate – don’t forget your camera or holiday spirit!

Elf Movie on the Big Screen

December 16th: 7:30pm
Ulster Performing Arts Center, Kingston
Come enjoy Elf: The Movie on the Big Screen to add something special to your holiday fun!

Frank Sinatra and Friends: A Holiday Show Tribute

December 16th: 8pm
Sugar Loaf Performing Arts Center
Enjoy a night of music

Warwick Valley Farmers’ Market: Holiday Market

December 18th: 10am
Kuiken Brothers Lot: 33 South Street, Warwick
Enjoy live music, amazing products and the beautiful decorations all of Warwick has to offer!

Holiday Tea and Performance

December 18th: 1pm and 4:30pm
Boscobel House and Gardens
Enjoy hot tea service and experience the holidays as they were celebrated in early America. Sip teas over winter tales by Jonathan Kruk or holiday music from the 18th and 19th-century by Jim Keyes and Carla Hall. Tea service will also include sandwiches, tea savories, pastries, and desserts.

Holiday Wine Glass Painting

December 18th: 6pm
Tapped, Middletown
Come enjoy a night out with your BFFs, your co workers, or just a well deserved break from all the holiday shopping madness! Come enjoy a night out with your BFFs, your co workers, or just a well deserved break from all the holiday shopping madness! RSVP Text 914-850-1472 $30 for painting/one wine glass and one ornament

Santa at Joe’s Dairy Bar & Grill

December 23rd: 12-8pm
Joe’s Dairy Bar & Grill, Hopewell Junction
Stop by and say hello to Santa at Joe’s Dairy Bar & Grill

Christmas Lights at Hudson Valley Holiday Event

Hudson Valley Holiday Light Displays

A Frosty Fest

November 25th – December 31st, 2022
778 Broadway, Ulster Park
The creative team at Headless Horseman Hayrides and Haunted a new family fun holiday light spectacular that is unlike any other event in the country. This Season We Will be Replacing the Hayride with a Drive-Thru Experience Enjoyed in the Comfort of Your Own Vehicle.

Arboretum Holiday Lights in Bloom

November 25th – December 18th, 2022 (Fri, Sat, Sun)
December 19th – 23rd (Nightly)
Orange County Arboretum, Montgomery
The Annual “Holiday Lights in Bloom” program is FREE and will be open to the public from 5:00pm to 8:00pm on Fridays, Saturdays and Sundays starting November 27th though December 27th. This is one of the most popular Hudson Valley Holiday events in Orange County.

Bruschi Christmas

November 25th, 2022 – January 1st, 2023
5 Madre DeCristo Road, Wallkill
With over 25,000 lights meticulously set to music that is sure to bring a smile to your face and joy to your heart, we invite you and your family to make Bruschi Christmas a part of your Christmas celebration this year!

Christmas Light Display

December 9th: 5pm – 10:30pm
8 Patrick Dr, Lagrangeville
Join us on December 9 and 10 for the 2022 ERDAJT’s Christmas Light Display. This year, your support will help us help the children most in need at Christmas time. Together we can make a difference! 100% of the proceeds collected on these two nights will be donated to the Children’s Home of Poughkeepsie. This is one of the Hudson Valley Holiday Events that’s for a great cause!

Grand Holiday Illumination

Holiday Light Show

December 3rd, 9th, 10th, 16th, 17th and 23rd: 6:20pm
Crystal Connection New York, Wurtsboro
Free Event! Show is Approx. 20 Mins. Come enjoy a night of fun with us! Our way to give back to the community this holiday season! Serving Hot Cocoa! Store closes for the show and reopens after till 7:30pm. Canal Town Show starts at 7pm across the street.

Keeler Christmas Lights Display

Starting November 26th, 2022
16 Luigi Road, Putnam Valley
Keeler Christmas light display is a home in which the Keeler family spends 3 months creating for all of you to come and enjoy for the Christmas season.

Kevin McCurdy’s Holiday Spirit Festival

Starting November 25th
38 Sheafe Road, Wappingers Falls
Our elves have been working hard to create a safe, fun, and joyful experience for all. The Holiday Spirit Festival is proud to present our newly expanded, all outdoor, exclusive event: The “Winter Wonderland Walk”

LuMagica at Harvest Moon

The Grand Illumination

December 3rd: 4:30pm
Large Hall at Tymor Park, Lagrangeville
Come Celebrate Union Vale’s Holiday Traditions!! Holiday Crafts, Visit With Santa, Make S’Mores around the fire pit, Enjoy Some Holiday Cheer & Singing Followed by The Grand Illumination of The Holiday Lights Throughout Tymor Park, Take A Piece of Tymor Park Home With You! Each Family Will Receive a Special Handcrafted Wooden Ornament and Each Child Will Take Home Some Magical Reindeer Food. Registration required. Non-residents are $5 per family.