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Seasonal Events & Holidays

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.

Seasonal Events & Holidays

Events

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Today

  • Mt. Tom Farmer’s Market

    Mt. Tom Farmer’s Market
    Saskadena Six 247 Stage Road, Pomfret, United States

    The Mt Tom Farmers Market at Saskadena Six will run Saturday mornings, 9:30am-12:30pm, rain or shine from May 23, 2026 to October 10, 2026. The market is in its 41st...

  • Market on the Green

    Market on The Green

    Market on The Green
    Woodstock Village Green Woodstock Village Green, Woodstock, VT, United States

    Market on the Green is an outdoor weekly market with local vendors from 3-6pm. Enjoy produce, crafts, live music, food, and more. A fun, family-friendly event on the Village Green. 

  • VT Symphony Summer Festival Tour: America 250

    Saskadena Six Ski Area 247 Stage Rd, South Pomfret, Vermont, United States

    The Vermont Symphony Orchestra's Summer Festival Tour: America 250 and Pentangle Arts bring music to communities across the Green Mountain State, with the 1st of July celebrated in South Pomfret...

    $10 – $45
  • Concert attendees lounging at the East End Park during summer in Woodstock, VT.

    Music in the Park at East End

    East End Park East End Park, 217-03 Maxham Meadow Way, Woodstock, VT

    Music in the Park sponsored by Pentangle at the East End Park.  Food, beverages, and cotton candy available for purchase.

  • Ottauquechee River Trail Firecracker 5K Run/Walk

    Ottauquechee River Trail 0 Maxham Meadow Way, Woodstock, Vermont

    Join us for the inaugural Ottauquechee River Trail (ORT) Firecracker 5K on Saturday, July 4th, 2026. Part of Woodstock’s 250th Celebration honoring the signing of the Declaration of Independence, the...

  • Mt. Tom Farmer’s Market

    Mt. Tom Farmer’s Market
    Saskadena Six 247 Stage Road, Pomfret, United States

    The Mt Tom Farmers Market at Saskadena Six will run Saturday mornings, 9:30am-12:30pm, rain or shine from May 23, 2026 to October 10, 2026. The market is in its 41st...

  • July 4th Kids Bike Parade

    The Green The Green, Woodstock, VT, United States

    Join the fun for the Kids Bike Parade starting at Woodstock Elementary School with decorations available at 10:30, parade begins at 11:00am and goes up to the Village Green.

  •  July 4th Kids Makers Market on the Green

    The Green The Green, Woodstock, VT, United States

    We’re thrilled to include a Kids Makers Market as part of our town’s exciting 250th celebration weekend! If your child is interested in participating, please complete this form by June...

  • July 4th Craft Fair

    The Green The Green, Woodstock, VT, United States

    Shop from local craft vendors on the Village Green.

  • The Green During Fall

    July 4th Community Dinner

    The Green The Green, Woodstock, VT, United States

    Join together with neighbors, friends, and community members for a special July 4th community dinner on the Village Green. Live music, food available for purchase, beverages and bar, and good...

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.

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.

  • The Ultimate Guide to Mountain Biking in Woodstock, VT
    Casuals, pros, group riders, kids and families… get ready to shred.
    Read article

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

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Mt. Peg Bike Riders

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