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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.

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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.

  • Billings Backyard: Charcuterie Workshop

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

    Embrace the flavors of fall with a charcuterie board that features honeynut squash and other ingredients from the Billings Farmstead Garden. Participants will learn skills like making maple bacon compound butter and homemade apple sauce to elevate your spread.  Featuring Billings Farm cheddars, this session is paired with a hard cider tasting to complete the...

  • Trivia! | Library After Hours

    Trivia! | Library After HoursTest your knowledge! Trivia questions will run the gamut from pop culture, sports, history, and – of course – books. The winning team gets bragging rights and their picture on the coveted digital display board!A “fun-raiser” that is also a mini-fundraiser, there will be a $5 entry fee per player.  Gather...

  • 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...

  • Hairy Who

    FILM SCREENING Hairy Who & The Chicago Imagists

    544 VT Route 106 544 VT Route 106, Reading, VT, US

    FILM SCREENINGHairy Who & The Chicago ImagistsDirected by Leslie Buchbinder, 2014105 minutes, English.Presented in conjunction with our exhibition, Gladys Nilsson.Free with the price of admission. Each ticket grants admission to our galleries from 2pm for self-guided visitation of our exhibitions, and to the film screening starting at 4pm. Galleries close at 4pm. Space is limited, advance reservations...

  • Sameer Gupta

    7 Church St. 7 Church St., Woodstock, VT, US

    BarnArts welcomes Sameer Gupta, North Indian musician and educator, to the Upper Valley Oct. 20-25 as the Fall Global Music Residency Artist. Celebrate his week of school workshops at his public performance with friends Arun Ramamurthy (violin) and Ben Tyree (guitar) Saturday, October 25 at 7pm at North Chapel UU (7 Church St., Woodstock). Tickets...

  • Guitarist William Ghezzi

    Guitarist William Ghezzi in Concert

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

    Guitarist William Ghezzi has performed extensively with orchestras, chamber ensembles, choruses, dance companies, in theater and opera, and for films, radio and television.He has appeared with the Montpelier Chamber Orchestra, the Harry Partch Ensemble, the Philadelphia Guitar Ensemble, and in many other solo and chamber music settings. Mr. Ghezzi can be heard on Spotify, iTunes, Amazon, and...

  • 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

  • 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.

  • Word Play Party | Library After Hours

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

    Word Play Party! Calling all crossword puzzlers, Wordle fans, spelling bee champs: time to relax, mingle, and play games!For this November’s Library After Hours, we will focus on word games: Bannagrams, Boggle, Quiddler, Upwords, Scrabble, and any other favorites you might wish to add.Bring friends and meet new folks. BYOB; we’ll supply munchies.

  • Trick or Treating 2025

    It's officially Spooky Season and the annual Woodstock tradition ofclosing off High Street, Maple Street and Golf Ave for trick or treating from 5pm - 8pm will continue on HalloweenNight October 31st. 

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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