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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.

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  • 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 months – 3 1/2 years. Duration: 30-60 minutes.

  • “A Daffodil Affair”

    "A Daffodil Affair" - A Fun & Fundraising Spring SocialThursday, May 15, 6-8 pmTickets $75Celebrate Spring with friends and neighbors at the library! The Norman Williams Public Library invites you to join us for a delightful evening of uplifting music, tasty food, and refreshing drinks.This Library After Hours Spring Social replaces the  “Ex Libris” Gala...

  • Woodstock Sidewalk Sale

    Join the fun and find the special deals at Woodstock's Sidewalk Sale Days! Explore the area for great bargains! 

  • Strong & Slow Flow
    Strong & Slow Yoga

    Strong & Slow Yoga

    184 Hartland Hill 184 Hartland Hill, Woodstock, VT, US

    Join us for Strong & Slow Yoga on Saturdays, 10:00am at Wise Pines - 184 Hartland Hill Road, Woodstock, VT 05091. Whether you're a beginner or an experienced yogi, this class is designed to accommodate all levels. Come and enjoy a rejuvenating session of yoga in a welcoming and inclusive community setting. Instructor Chelsey Seering...

  • Ottauquechee River

    Clean Water Day: A Celebration of VINS Founder, David Laughlin

    149 Natures Way 149 Natures Way, Quechee, VT, United States

    Join us for a day-long celebration on May 17 honoring the environmental legacy of VINS Founder David Laughlin (February 17, 1940 – September 6, 2024). This family-friendly event celebrates all things clean water, beginning with the pivotal water quality efforts, led by Laughlin in the early 1970s, that transformed the Ottauquechee River and set new...

  • Bookstock covers 2025

    Bookstock 2025

    Bookstock, the Vermont Festival of Words, will return to Woodstock, VT, on May 16, 17 & 18, 2025. Please join us on The Green and around the scenic village  of Woodstock for our famous book sale of almost-new and charmingly old volumes, including first editions; a poetry festival; hands-on workshops; author readings and presentations; events...

  • Presentation by Steve Kemp

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

    Author and former National Park Ranger Steve Kemp will discuss his book, An Exaltation of Parks: John D. Rockefeller Jr.’s Crusade to Save America’s Wonderlands, followed by a guided walk along the historic carriage trails of Marsh-Billings-Rockefeller National Historical Park.

  • Five people run past a lake on a spring day.

    BarnArts 12th annual Race Around the Lake 10K/5K

    20 State Park Beach Rd. 20 State Park Beach Rd., Barnard, VT, US

    "The Most Beautiful Race in Vermont!" Sunday, May 18 10:30a (10K) & 11a (5K), at Silver Lake State Park. Runners (10K & 5K) and walkers (5K) circle Silver Lake on town roads, dirt roads and single-track wooded trails with intermittent views of the lake. Sign up by April 30 to get a free Race T-Shirt....

  • Partner Dance Party

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

    Join us for a night of dancing!3.30p – 4.30p | Intermediate Two-Step Workshop – $155.00p – 5:30p | Beginner Lesson – Included with Dance Ticket5:30p – 6:00p | Intermediate Lesson – Included with Dance Ticket6:00p – 8:00p | Open Dance – $20Two-Step, East Coast Swing, West Coast Swing, Waltz, Salsa, Cha Cha, Argentine Tango, Line...

  • Discovery Days: Handmade on the Farm

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

    Explore the connection between farming and creativity in this session of Billings Farm’s Discovery Days series. Designed for curiosity-led learners aged 6-13, participants will learn about and engage in traditional skills such as butter churning, candle-making, felting, and more! The Billings Farm Discovery Days series offers an immersive, interactive experience filled with movement, play, and...

  • 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 months – 3 1/2 years. Duration: 30-60 minutes.

  • 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 months – 3 1/2 years. Duration: 30-60 minutes.

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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