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Last updated: November 11, 2024

Embrace the festive spirit of Kingston with our ultimate holiday guide. From those who live and breathe Kingston to those just getting a taste, our guide brings your holiday dreams to life.

One of the most anticipated highlights of the season is The Snowflake Festival, where families can enjoy a variety of winter-themed activities and delightful local vendors. The Wonderland Lights offers a mesmerizing display of holiday illuminations, creating a magical atmosphere throughout the city. And don't forget the Annual Troy Victorian Stroll, a charming event that transports guests back in time with Victorian carolers and beautifully decorated streets. See more details on these and other fun events and activities below!

Contact information and details below.

Kingston Holiday Light Displays

What to Expect:

Dazzling holiday light displays with special discounts and support for Make-A-Wish Hudson Valley.

Description:

The Wonderland Lights is a family-friendly drive-through light show at the Dutchess County Fairgrounds in Rhinebeck, NY, featuring hundreds of dazzling displays to delight the entire family. The event supports Make-A-Wish Hudson Valley and offers a unique holiday experience with various ticket options and special discounts.

Where: Rhinebeck | More Info: The Wonderland Lights

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Kingston Holiday Markets and Shopping

What to Expect:

Live music and annual tree lighting.

Description:

Wintertide at the Kingston Waterfront is a full-day celebration of the holiday season with neighborhood festivities, free offerings, sales, and activities for the whole family. Live music accompanies the annual tree lighting at dusk.

Where: Kingston | More Info: Wintertide at the Kingston Waterfront

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What to Expect:

Showcase of local artisans' diverse handmade products.

Description:

Made in Kingston is a celebration of local craftsmanship, featuring a diverse array of handcrafted, fabricated, and manufactured goods from talented artisans in Kingston, NY. The event showcases a wide range of products including cards, fine art, jewelry, dolls, clothing, textiles, home accessories, and more.

Where: Kingston | More Info: Made in Kingston

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What to Expect:

Unique blend of community generosity and holiday shopping.

Description:

The Reformed Church of New Paltz's Christmas Fair offers a variety of handmade goods, ornaments, and poinsettias, along with a soup station featuring donated soups and a holiday crafts market. The event also includes caroling, a holiday crafts and greenery market, and live music performances.

Where: New Paltz | More Info: Christmas Fair at the Reformed Church of New Paltz

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What to Expect:

A vibrant parade celebrating Dutch customs with entertainers and a special visit from Sinterklaas.

Description:

A cherished celebration in Rhinebeck that highlights Dutch traditions, featuring a parade with floats, musicians, and performers alongside genuine gifts for children. The atmosphere is lively, with local vendors offering seasonal treats and crafts for sale throughout the town, bringing community members together in a joyful spirit.

Where: Rhinebeck | More Info: Sinterklaas

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Kingston Holiday Shows and Entertainment

What to Expect:

Holiday-themed performances and activities in the Historic Stockade District.

Description:

The Uptown Kingston Snowflake Festival is a free community event held annually on the first Friday in December. It transforms Uptown Kingston into a vibrant celebration with holiday-themed performances, fire twirlers, jugglers, ice carving, horse-drawn carriage rides, tree lighting, and Santa and Mrs. Claus. The event features a variety of activities throughout the Historic Stockade District, making it a delightful experience for all ages.

Where: Kingston | More Info: The Snowflake Festival

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What to Expect:

Family-friendly train ride with hot chocolate and caroling.

Description:

The Catskill Mountain Railroad Polar Express is a family-friendly event where passengers relive the classic story of The Polar Express. They are served hot chocolate and cookies by dancing chefs, read along with the book by Chris Van Allsburg, and receive a silver sleigh bell from Santa. The train ride includes caroling and on-board entertainment, making it an unforgettable adventure.

Where: Kingston | More Info: Catskill Mountain Railroad Polar Express

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Kingston Other Holiday Activities

What to Expect:

Traditional holiday activities in a charming Hudson Valley village setting.

Description:

Saugerties Village hosts a festive holiday event with shops offering great deals, free children's activities, a holiday raffle, live entertainment, caroling, and a decked-out Kiersted House where Santa is available for visits. Old-fashioned hay rides and a reading of "Twas the Night Before Christmas" conclude the festivities with the lighting of Seamon Park.

Where: Saugerties | More Info: Holiday in Saugerties Village

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