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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.

Family and Kids

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Today

  • Cupcakes with Santa

    31 The Green, Woodstock Town Hall Theatre 31 The Green, Woodstock Town Hall Theatre, Woodstock, VT, United States

    Come meet Santa and his elves for this family celebration! Take a picture with the big guy and share some great scrumptious cupcakes in our lobby, made by Woodstock's own Splendid Bakes.

    Free

  • 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...

  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth...

    $5.00 – $8.00
  • book shelf with toy truck at NWPL

    Toddler Story Time at NWPL

    Toddler Story Time at NWPL
    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20...

  • VINS Lights

    Forest of Lights at VINS

    Forest of Lights at VINS
    VINS Nature Center 149 Natures Way, Quechee, Vermont

    Experience winter magic as thousands of lights transform the VINS Nature Center into an enchanted wonderland. Stroll through spectacular displays featuring this year’s new attractions: the Sparkle Dome, Fiery Tower,...

  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth...

    $5.00 – $8.00
  • VINS Lights

    Forest of Lights at VINS

    Forest of Lights at VINS
    VINS Nature Center 149 Natures Way, Quechee, Vermont

    Experience winter magic as thousands of lights transform the VINS Nature Center into an enchanted wonderland. Stroll through spectacular displays featuring this year’s new attractions: the Sparkle Dome, Fiery Tower,...

  • A young girl in winter clothing participates in a taper candle making activity

    Winter Celebration at Billings Farm

    69 Old River Rd 69 Old River Rd, Woodstock, VT, United States

    Open 10am-4pm. Closed December 24&25. Step into the wonder of a Victorian Holiday, as the farm is beautifully transformed with twinkling lights and natural décor. The Historic House will be...

  • Author Event: Michael Caduto | Enchanted Night Before Christmas

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Michael CadutoEnchanted Night Before Christmas Award-winning author, storyteller, and educator, Michael Caduto, has a brand new storybook to share: Enchanted Night Before Christmas. This timeless fantasy tells the story of a Vermont family that doesn’t have much, but takes good care of one another and is generous to others. Each year, they make gingerbread cookies...

  • VINS Lights

    Forest of Lights at VINS

    Forest of Lights at VINS
    VINS Nature Center 149 Natures Way, Quechee, Vermont

    Experience winter magic as thousands of lights transform the VINS Nature Center into an enchanted wonderland. Stroll through spectacular displays featuring this year’s new attractions: the Sparkle Dome, Fiery Tower, Dancing Lights Pavilion, and Under the Black Light Sea. Our captivating holiday experience expands each year with fresh exhibits and activities, creating joy for visitors...

  • Public Skate at Union Arena

    Public Skate at Union Arena
    Union Arena 80 Amsden Way, Woodstock, Vermont

    Public Skate sessions are open to the public and a great way to have fun with family and friends. *Schedule Subject to Change* Public Skate Rates - Adult (ages 13 & up) $8.00 / Youth (ages 4-12) $6.00  / Seniors (ages 60+ ) $5.00Child (ages 3 and under) Free / Super Senior (ages 70+) Free Skate...

    $5.00 – $8.00
  • VINS Lights

    Forest of Lights at VINS

    Forest of Lights at VINS
    VINS Nature Center 149 Natures Way, Quechee, Vermont

    Experience winter magic as thousands of lights transform the VINS Nature Center into an enchanted wonderland. Stroll through spectacular displays featuring this year’s new attractions: the Sparkle Dome, Fiery Tower, Dancing Lights Pavilion, and Under the Black Light Sea. Our captivating holiday experience expands each year with fresh exhibits and activities, creating joy for visitors...

Community Events

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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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