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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.

Looking for more information on an an event not listed below? 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.

  • Lighting of the Luminaries

    Come walk the green, while the sun goes down and admire the luminaries lighting up the pathway. Sponsored by the Woodstock Rotary Club 

  • Rid Your Pasta Performance Complex, Cooking Class

    Bridgewater Corners Bridgewater Corners, Bridgewater Corners, VT, United States

    Have a cooking pasta party! You'll have fun and learn to cook at our mountain-top idyll.  Chef Ted can teach almost anything culinary, and at this hands-on event you'll make a fresh tomato sauce, learn how to roll out ravioli, fashion tortellini, and make a perfect fettuccine Alfredo.  You're sure to fall in love with...

  • Wassail Weekend: Holiday Music in the Hayloft

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    Celebrate the season with a joyous evening of music and togetherness at our annual Christmas concert! Celebrate Woodstock’s Wassail Weekend in style with an evening of jazz and festive cheer at Artistree's "Holiday Music in the Hayloft". Enjoy timeless holiday favorites and jazzy renditions of seasonal classics performed by professional local musicians in an intimate cabaret setting....

  • 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 personMeet in front of TD Bank

  • Wassail Holiday Craft Fair

    Wassail Holiday Craft Fair

    Masonic Hall 30 Pleasant Street, Woodstock, Vermont

    The 20th annual Woodstock Wassail Holiday Craft Fair will take place at the Masonic Hall at 30 Pleasant Street. There is no admission fee. There are wide variety of wonderful local makers who have been working hard to make special gifts for your special someone. Come do a little holiday shopping with local artisans! We hope...

  • The Soufflé Also Rises and Apples in Pastry, Cooking Class

    Bridgewater Corners Bridgewater Corners, Bridgewater Corners, VT, United States

    Having owned a restaurant named Hemingway's, we couldn't resist the title. Because we love cooking parties this is just one of many you can have here at our mountain-top retreat. Though Chef Ted can teach almost anything food-related, for this event you'll learn hands-on the secrets to making a delicious soufflé and more. First, we handle...

  • Swag Making at King Farm

    Wreath Making Join Vermont Land Trust and WoodstockUnion High School’s CRAFT Program for a festive afternoon of creativity at King Farm in Woodstock.     Drop in anytime between 1:00 and 3:00 PM on Sunday, December 14, 2026, to make your own holiday door swag using natural materials gathered from the King Farm property. Staff...

  • Dive into our Chowder and Crabcake Cooking Class

    Bridgewater Hill Bridgewater Hill, Bridgewater Corners, VT, US

    In this hands-on class Chef Ted will instruct you how to create a breadless ( and breathless!) scallop-crab cake, plus prepare a fish chowder.  Chowder is an institution in New England! Did you know there are even laws dictating what is a proper chowder? A classic clam chowder is one of the most satisfying dishes...

  • Small Works Gallery Exhibit

    Artistree Small Works Gallery Exhibit

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    Small Works: An annual holiday exhibit featuring artworks and fine crafts that celebrate the season. Opening Reception: Friday, November 14th from 5:30-7:30pm The Small Works exhibit features size-restricted 2-D and 3-D artwork  and fine crafts by area local artists. Paintings and prints 144 square inches (12"x12") or smaller will be displayed for your holiday viewing (and...

  • Learn to Create Top-notch Veggie Dishes, Cooking Class

    With this event, you will learn hands-on how to prepare beautiful vegetable dishes. This is a perfect class for vegetarians or vegans who want to learn how to make extra-special vegetable dishes. It's also for carnivores who are looking for special vegetable accompaniments.  We’ll use mostly organic and regional ingredients that come mainly from nearby...

  • Small Works Gallery Exhibit

    Artistree Small Works Gallery Exhibit

    2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

    Small Works: An annual holiday exhibit featuring artworks and fine crafts that celebrate the season. Opening Reception: Friday, November 14th from 5:30-7:30pm The Small Works exhibit features size-restricted 2-D and 3-D artwork  and fine crafts by area local artists. Paintings and prints 144 square inches (12"x12") or smaller will be displayed for your holiday viewing (and...

  • Name That Fish Stew! Cooking Class

    Name That Fish Stew! Cooking Class

    Bridgewater Corners Bridgewater Corners, Bridgewater Corners, VT, United States

    Learn skills to clean and combine fish,  shellfish, and various vegetables for a delicious tasting New England seafood stew—and with variation also known as French bouillabaisse or Italian cioppino. At the ready is fresh North Atlantic seafood to augment the sourcing when we can of local vegetables.  You'll also learn to make the spicy garlic accompaniment known in France...

Community Events

Have an upcoming event you’d like to share?

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.


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
    Read article