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Woodstock’s rich heritage and culture come alive during special events and annual celebrations that are packed with New England flair. From intimate, farm-to-table parties to winter festivals, come discover what makes the Woodstock area such an inspiring place to visit.

Planning ahead? See our annual events here, and check out our blog for more itineraries and things to do in Woodstock.

Would you like to share a community event for publication on our site? Submit events here.

Events for December 12, 2025

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Today

Wassail Green at night over head

Wassail Artisan Market

Friday December 12th 1-6PMSaturday December 13th 10AM-4PM Wassail Artisan MarketSponsored by The Woodstock Chamber of Commerce Local Artisan's selling their goods in the heart of the Village, located on the...

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Wassail Weekend

Woodstock gets into the holiday season during Wassail Weekend, a celebration of the sights, sounds, and spirit of winter. Take in the magic of twinkling light displays, decorated historic homes,...

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Alice by Heart Musical

In the rubble of the London Blitz of World War II, Alice Spencer’s budding teen life is turned upside down, and she and her dear friend Alfred are forced to...

horse-drawn sleigh ride at Billings Farm

Wassail Weekend at Billings Farm

69 Old River Rd 69 Old River Rd, Woodstock

As Woodstock celebrates its 41st annual Wassail Weekend, Billings Farm & Museum invites guests to step back in time and experience the holiday spirit of the 1890s. Visitors can explore...

A number of rare books are arranged on a table

Rare & Vintage Book Sale

Rare & Vintage Book Sale
Norman Williams Public Library 10 The Green, Woodstock

Wassail Rare & Vintage Book Sale Just in time for the holidays, Norman Williams Public Library is offering an intriguing collection of rare and vintage books — a special two-day...

Wassail participants approach and interact with a carriage horse

Carriage Rides through the Village

Take a whimsical ride through our quaint Village, while the town is decorated like a hallmark Christmas Card.  Wassail Carriage Rides through the VillageFri, 1-3PM, Sat. 9:30AM-12:30PM, Sun 10AM-2PM, $10...

norman williams public library

Children’s Stories for December Holidays @ NWPL

Norman Williams Public Library 10 The Green, Woodstock

Children’s Stories for December HolidaysJoin us for a lively reading of storybooks celebrating the season. We’ll gather on the Mezzanine right after school at 3 pm and begin the stories...

wassail opening walk

Wassail Opening Candlelight Walk

03-217 Maxham Meadow Way 03-217 Maxham Meadow Way, Woodstock

New tradition here in Woodstock. Join us as we open Wassail Weekend in historic Woodstock with Pentangle’s Here We Go A-Wassailing, a festive community tradition that sets the joyful tone...

Free

Frisson Holiday Concert

Frisson Holiday Concert

31 The Green, Woodstock Town Hall Theatre 31 The Green, Woodstock Town Hall Theatre, Woodstock

One of America’s most celebrated chamber music groups, performing at Lincoln Center to Carnegie Hall, bring classical Holiday fair to the Historic Woodstock Town Hall Theatre! Frisson brings together some...

A number of rare books are arranged on a table

Rare & Vintage Book Sale

Rare & Vintage Book Sale
Norman Williams Public Library 10 The Green, Woodstock

Wassail Rare & Vintage Book Sale Just in time for the holidays, Norman Williams Public Library is offering an intriguing collection of rare and vintage books — a special two-day...

Community Events

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Take a few moments to tell us about your event by clicking the button here and using our Community Events Submission form. You’ll need to create an account on our site to share an event. Follow the steps on the Events Submission page to get started.

Submit an Event

Seasonal Feature

There is something for everyone regardless of the season. From fall foliage guides to winter traditions to spring rebirth and summer adventures, explore the latest that celebrates the best of Woodstock right now.

  • Around Town Holidays
    How to Enjoy the Holiday Season in Woodstock
    Woodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.
    Read article

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Concert attendees lounging at the East End Park during summer in Woodstock, VT.

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