Hudson Valley Exposed
Events Lists & Guides

20+ Hudson Valley Events 2019 | December & Holiday Edition

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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 Events in 2019 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 all month long! Here is just a taste of Hudson Valley Events in 2019 for the Month of December.

Click on the titles to be sent directly to the event coordinator’s websites.

[Updated: 11/16/2019]

This post may contain affiliate links. Affiliate links mean that I get a little money, to help run this blog, with each purchase you make on this post. This comes at no extra cost to you. Please read my disclosure for more information.


Things to do in December in Westchester County

Westchester’s Winter Wonderland @ Kensico Dam

1 Bronx River Parkway, Valhalla, NY
(Beginning November 29th, 2019 – January 4th, 2020)
Westchester’s Winter Wonderland is back for another exciting season with ice skating, rides, circus, magic shows and more!

Legoland Ridge Hill Bricktacular

39 Fitzgerald Street, Yonkers, NY
(Select Days throughout December) 
Our Holiday Bricktacular will be taking place every weekend this holiday season! Enjoy seasonal build activities and holiday theming throughout MINILAND, perfect for the entire family!

Holidays on the Hill @ Lasdon Park, Katonah

2610 NY-35, Katonah, NY 10536
(Select Days in December) 
Come to the Lasdon Park Main House and enjoy the sights and sounds of a traditional holiday and see their wonderful train show.

December Classic Mansion Tours @ Lyndhurst Mansion

635 S Broadway, Tarrytown, NY 10591
(December 2nd – 30th, 2019)
See Lyndhurst mansion transformed into an extravagant wonderland of holiday splendor while taking our classic tour!

A Victorian Christmas @ The Octagon House

45 W Clinton Ave, Irvington, NY 10533
(Starting December 6th – 21st, 2019)
Celebrate the holiday season in Victorian splendor with an evening tour of The Armour-Stiner Octagon House in Irvington, New York.

Dickens’s Christmas Carol

Old Dutch Church of Sleepy Hollow
(December 7th, 2019)

Experience the tale of Ebenezer Scrooge like you never have before! Let master storyteller Jonathan Kruk, complete with musical accompaniment, regale you with his adaptation of this Charles Dickens classic. Performances last about an hour.

S’Mores Bar & Hot Chocolate Tasting

381 N Broadway, Sleepy Hollow, NY
(December 7th, 2019)

Stop by the Museum Shop at Philipsburg Manor to warm up with Hudson Valley Marshmallow Company’s gourmet treats as you shop for your holiday gifts! This is a free event.

Self-Guided Holiday Tours @ Philipse Manor

29 Warburton Avenue, Yonkers, NY
(December 9th, 2019 – January 4th, 2020)
On this self-guided tour, come learn about the Manor Hall and the Dutch traditions that the Philipse family observed during the holidays in the 1700’s.

Mr. Dickens Tells ‘A Christmas Carol’ @ Lyndhurst Mansion

635 S Broadway, Tarrytown, NY 10591
(December 13th – 29th, 2019)
Come to see the words of Dickens in a historic period setting! Visitors will follow Mr. Dickens and his imagined hostess, Mrs. Wiggins, as he wanders through the beautifully decorated rooms to tell his tale.

Eastchester Public Library Holiday Market

11 Oakridge Place, Eastchester, NY
(December 14th, 2019)

The Library will host an Etsy Artisan Holiday Market featuring the items from the Northeast Etsy Artists Collective. 

Holiday Themed Candlelight Tours @ Philipse Manor

29 Warburton Avenue, Yonkers, NY
(December 17th – 21st, 2019)
Under the cover of darkness, with only candles to light the way, come learn about the different ways the generations of the Philipse family observed the holiday season as well as the origins of many different modern holiday traditions.

Hudson Valley Events 2018 | December & Holiday Edition
Photo by DAVIDSONLUNA on Unsplash

White Plains WinterFest Downtown Holiday Market

Court Street, White Plains, NY
(December 18th – 23rd, 2019)

WinterFest offers a unique holiday shopping experience downtown White Plains by showcasing artisan crafts, food vendors while featuring live performances and festive activities for the whole family.

Grand Holiday Illumination @ Untermyer Gardens

945 N Broadway, Yonkers, NY 10701
(Select Days in December)
Join us on Wednesday, December 11, 2019, at 5:30 p.m. in the Walled Garden for the opening of the 2019 Grand Holiday Illumination!

Things to do in December in Putnam County

Twilight Tours @ Boscobel House & Gardens

1601 NY-9D, Garrison, NY 10524
(November 29th, 30th, 2019: 3:30 pm – 7:15 pm)
(December 1st, 6th, 7th, and 8th, 2019: 3:30 pm – 7:15 pm)

With the mansion lit by candles, decorated for a 19th-century Christmas, and resonating with live string music, Twilight Tours offer an especially beautiful view of Boscobel House and Gardens.

Brewster Holiday Caroling & Tree Lighting

67 Main St, Brewster, NY 10509
(December 7th, 2019: 5 pm)
The program starts at 5:00 PM at the Southeast Museum, with carolers winding their way down Main Street to the countdown of the lighting of the new tree and the arrival of Santa!

Christmas tree at Lyndhurst Mansion in Tarrytown, NY
Decorated Christmas tree at Locust grove in Poughkeepise, NY

Things to do in December in Dutchess County

East Fishkill Annual Christmas Tree Lighting Ceremony

East Fishkill Community Ctr – 888 Route 82, Hopewell Junction, NY
(December 1st, 2019)
Seasonal music by the East Fishkill Community Chorus, Hot Chocolate, Snacks, and a visit from Santa Claus.

Annual Arlington Holiday Festival

Main Street btwn Raymond and Fowler Avenues, Arlington, NY
(December 7th, 2019) 
Come out and join us for our great family-friendly activities, including a petting zoo, face painting, marshmallow roasting and this year we’ve added a train ride that will go up and down the village shopping area!! How cool is that, kids!!!!

Holiday House Hunt for Kids @ Locust Grove Estate

2683 South Rd, Poughkeepsie, NY 12601
(December 1st, 8th, 15th)
Enjoy a holiday-themed scavenger hunt through the historic mansion, featuring lavish holiday decorations.

Sunset Sensations Wine & Food Event

2683 South Rd, Poughkeepsie, NY
(December 5th, 2019)

Come to Locust Grove and enjoy a magnificent Hudson River Sunset while sipping fine wines paired with culinary creations!

Pawling DecemberFest Tree Lighting

59 Charles Colman Blvd, Pawling, NY
(December 6th, 2019)
Join the celebration by singing with the Pawling High School Band and Chorus, Enjoy Hot Chocolate, Cookies, Soup and Hot Dogs.

Pleasant Valley Festival of Lights Parade

Festival starts at Pleasant Valley Fire House
(December 7th, 2019)
Pleasant Valley Festival of Lights Parade! Featuring local businesses, community groups, floats – all lit up to celebrate the festive season – strolling down Main Street.

Sinterklaas Festival Day 2019

East Market Street, Rhinebeck, NY
(December 7th, 2019)
Join us for new events & characters to dazzle our community, honor our children & bring light to this darkest time of the year! This year’s honored animal is the STURGEON!

Mesier Homestead & Gift Shop Open House

Mesier Park, Wappingers Falls, NY
(December 10th, 2019)
Stop in to see the beautifully decorated downstairs rooms of the 1741 Mesier Homestead, complete with candlelight, greenery, ribbons and bows. Self-guided.

Holiday Craft Fair @ Mid-Hudson Civic Center

14 Civic Center Plaza, Poughkeepsie, NY 12601
(December 14th, 2019)
Mid-Hudson Civic Center Inc. is having a Holiday Craft Fair! We will be highlighting Hudson Valley artists, crafters, and local food products! Come out and support local! OVER 100 VENDORS!

LaGrange Holiday Festival of Lights Parade

Arlington High School – 1157 State Rte 55, Lagrangeville, NY 12540
(December 14th, 2019)
LaGrange Holiday Festival of Lights Parade
Saturday, December 14th at 6:30 pm, RTE 55 in front of AHS

Annual Holiday Affair Vendor and Craft Show

Ramada Fishkill – 542 Route 9, Fishkill, NY
December 14th, 2019

Make your holiday shopping less stressful and easier. With a wide variety of vendors all in one place, you’re sure to find gifts to fit all of your holiday shopping needs!

Holiday Tours @ Mt. Gulian Historic Site

145 Sterling St, Beacon, NY 12508
(December 15th, 2019)
Tour the beautifully decorated homestead. There is a fee for this event.

Tarrytown Music Hall Holiday Market

13 Main St, Tarrytown, NY 10591
(December 15th, 2019)
The Music Hall Holiday Market will take place Sunday, December 15th, 2019 from 10 am-4 pm at The Tarrytown Music Hall.

Polar Express Night at the Hyde Park Train Station Museum

34 River Rd, Hyde Park, NY 12538
(December 16th, 2019) 
Two readings of The Polar Express book at 5 pm and 6 PM at the historic Hyde Park Train station museum. Crafts, Hot and Santa. Free and donations are accepted and appreciated.

Holiday Open House at Van Wyck Homestead Museum

504 U.S. 9, Fishkill, NY 12524
(December 28th, 2019)
We’ll have music, crafts, stories and games and then gather in the kitchen for baked goods, mulled cider, coffee and hot chocolate.

Children’s Holiday Tea @ Mt. Gulian Historic Site

145 Sterling St, Beacon, NY 12508
(December 30th, 2019)
Mount Gulian Historic Site will offer its popular Children’s Holiday Tea on Monday, December 30 from noon to 2 p.m.

Mount Gulian Historic Home in Beacon, NY also hosts a Spring Tea Event and I was lucky enough to attend and see what a wonderful event it is. Read my blog post so you can see what its all about!

A beautiful tea cup displayed for the Children's Spring Tea event at Mount Gulian in Dutchess, County.

Things to do in December in Orange County

West Point Holiday Show

655 Pitcher Rd, West Point, NY 10996
(December 1st & 2nd, 2019)
Ring in the winter season with the annual West Point Holiday Show! This spectacular, family-friendly production features the talented vocalists and instrumentalists of the West Point Band as they perform festive holiday songs in a variety of musical styles.

Hudson Valley Events in 2018 | December
Photo by Mariusz Prusaczyk on Unsplash

Holiday Festival & Tree Lighting in Cornwall

Highland Engine Company
(December 1st, 2019)
Holiday fun for the entire family – Horse & Carriage Rides, Jingle Bells, Christmas Music, Hot Chocolate, Tree Lighting and the Man in Red…..SANTA

South Blooming Grove Ladies Auxiliary Winter Craft & Vendor Fair

819 State Route 208, Monroe, NY
(December 1st, 2019)
Perfect time of year for holiday gift shopping! Free Admission. Light refreshments, snacks, and baked goods will be sold at concession!

Cedar Lakes Estate’s Winter Fest

1 Team USA Way, Port Jervis, NY 12771
(December 7th & 8th, 2019)
Our cabins will be transformed into perfect holiday shops featuring local goods. We’ll have toasty food + beverages all day, lots of fun activities for the kids and so much holiday cheer! Plus we’ll be hosting a wood-fire pizza + live music party Saturday night so don’t miss out on booking a cottage for the weekend!

Christmas in the Village @ Museum Village

1010 NY-17M, Monroe, NY 10950
(December 7th, 2019)
Join us for another “Christmas In The Village”! $5 suggested donation for a family of 4 (all proceeds go towards Museum Village Education Program) and everyone please bring a non-perishable food donation for Country Kids Food Pantry!

Hudson Valley Events 2018 | December Edition
Photo by Aaron Burden on Unsplash

Atlas Winter Market in Newburgh

11 Spring St, Newburgh, NY 12550
(December 7th & 8th, 2019)
Don’t miss us at Atlas Winter Market! We’ll be slinging all the goodies and hot beverages! Dec 7 & 8

Candlelight Tour of Homes in Newburgh

189 Montgomery Street, Newburgh, NY
(December 8th, 2019)

The Newburgh Historical Society’s annual Candlelight Tour features fourteen decorated homes including a diverse assortment of public and private spaces – mansions, structures in the rehabilitation process, new construction, architectural gems, and some of Newburgh’s most important landmarks.

Eggbert @ Devitt’s Nursery

56 Devitts Cir, New Windsor, NY 12553
(Weekends in December) 
Eggbert is here! Stop on by and visit him at Devitt’s

Christmas with the Ellison’s @ Knox Headquarters

289 Old Forge Hill Rd, New Windsor, NY 12553
(December 14th, 2019)
Saturday, December 14, Christmas with the Ellisons at Knox’s Headquarters. From 5:00 to 8:00 PM tour by candlelight the elegant 1754 Ellison mansion ornamented with costumed staff and 18th-century holiday decorations.

Hudson Valley Farm & Flea

250 Lake St, Newburgh, NY 12550
(December 14th, 2019)
Explore the best of what our Hudson Valley makers, farmers, vintage collectors and food artisans have to offer. Join us for a day of family activities and enjoy the talents of our young actors as they sing and perform, and be inspired by this next generation of entrepreneurs reaching for their dreams!

Motorcycledia Museum in Newburgh hosts the Hudson Valley Farm & Flea. This event showcases amazing artisans. I was lucky enough to attend and also meet some wonderful vendors.
Read my posts below:

Decorated eggs at the Hudson Valley Farm & Flea in Newburgh, NY

Homemade soaps showcased at Damn Good Honey Farm roadside stand

Things to do in December in Ulster County

Holiday Hayrides @ Kelder’s Farm

5755 US-209, Kerhonkson, NY 12446
(Select Days in December) 
Come join us for Holiday Hayrides at Kelder’s Farm! Come and enjoy a fun-filled day!

Holiday in the Village of Saugerties

Saugerties, NY
(December 8th, 2019)

With activities too numerous to mention, this day in beautiful Saugerties is perfect for all ages, from children to adults.

Polar Express Train Rides in Kingston

Westbrook Lane Station: 149 Aaron Court, Kingston, NY 12401
(Select Days in December) 
Polar Express Adventure for children of all ages

Wreaths in front of locust grove in Poughkeepsie, NY

A Frosty Fest

778 Broadway, Rte 9W, Ulster Park, NY 12487
(Weekends in December) 
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.

Jingle & Mingle at Nostrano Vineyards

14 Gala Ln, Milton, NY 12547
(December 14, 2019)
Join us at THE BARN for a Nostrano Winter Wonderland with our signature seasonal Holiday Cocktail | Hot Chocolate & Coffee Bar | Local Eats for purchase | Pop-Up Shops for Holiday gifting | Wine & Craft beer to enjoy fireside either inside The Barn or outside in our Garden!

Frozendale in Rosendale

Main Street, Rosendale, NY
(December 14th, 2019)
It’s that special day of the year where Main Street shops offer discounts, warm drinks, food, craft vendors, music, good cheer, and tote bags. The day starts with a story hour at The Rosendale Library at 10 am.

Holiday Open House @ Saunderskill Farm

5100 US-209, Accord, NY 12404
(December 14th, 2019)
Please join us for our Open House as we celebrate another great season!
Music by Mr. Oh! 10am-2pm
Santa from 11am-1pm

Phew… That’s a lot of events happening JUST IN DECEMBER.

Make sure you comment below if you know of a holiday event that I may have missed.

Until The Next Adventure…


Where to find all the December and Holiday Events taking place in the Hudson Valley, NY

Thanks for sharing!

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