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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.

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.

Seasonal Events & Holidays

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  • Small Works

    Artistree Small Works Gallery Exhibit

    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...

  • 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 (ages 4-12) $6.00  / Seniors (ages 60+ ) $5.00Child (ages 3 and under) Free / Super Senior (ages 70+) Free Skate Rentals (Figure or Ice Hockey)...

    $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...

  • BarnArts Winter Carols 2025

    6211 VT Rt. 12 6211 VT Rt. 12, Barnard, VT, US

    BarnArts original event, Winter Carols, is a free & festive opportunity to join with neighbors and friends and celebrate the season as a community! Winter Carols includes audience sing-alongs as well as instrumental performances by musicians from our community.  No admission is charged for this event but due to high demand, online reservations are highly...

  • 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 adorned in traditional 19th-century holiday trim, with Interpreters on hand to share stories and traditions of holidays past.      Families can take part in timeless...

  • Small Works

    Artistree Small Works Gallery Exhibit

    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...

  • 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...

  • Winter Solstice- Yoga, Tea & Tarot

    Wise Pines 184 Hartland Hill Rd, Woodstock, Vermont

    Join us for a heart opening vinyasa flow & tea ceremony and open up to the guidance of mini tarot & akashic record readings.On the winter solstice, as we reach the shortest day of the year, we pause with the stillness of ourselves and transition towards more light. For this event we will indulge in...

    $44

  • 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...

  • 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 (ages 4-12) $6.00  / Seniors (ages 60+ ) $5.00Child (ages 3 and under) Free / Super Senior (ages 70+) Free Skate Rentals (Figure or Ice Hockey)...

    $5.00 – $8.00
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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