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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.

Robert Redford Tribute: The Natural

This iconic film showcases Redford at his best as Roy Hobbs—a mysterious ballplayer with a dream, a homemade bat, and a second shot at greatness. Set against the golden age...

Robert Redford Tribute: The Sting

A genre-defining buddy film starring Paul Newman and Robert Redford.  The Sting is inspired by real-life cons perpetrated by brothers Fred and Charley Gondorff and documented by David Maurer in his...

Robert Redford Tribute: The Way We Were

A sweeping romantic drama starring Barbra Streisand as Katie, a fiercely idealistic political activist, and Robert Redford as Hubbell, a laid-back writer.  Despite their undeniable chemistry, their clashing worldviews and values challenge their...

Vermont Comedy Festival: Judy Gold

Get ready to laugh!  Pentangle Arts welcomes back Vermont Comedy Festival  with headliner Judy Gold!  Judy Gold has had stand-up specials on HBO, Comedy Central and LOGO, and was a...

Bingo Night! – Library After Hours

For the September Library After Hours, we are hosting a “fun-raiser” that is also a mini-fundraiser: BINGO NIGHT! Adrian Tans will be the evening’s emcee. We’ll play a variety of...

Downton Abbey: The Grande Finale

Come to the Woodstock Town Hall Theatre and enjoy the last weekend of Downton Abbey:  The Grande Finale.  The movie follows the Crawley family and their staff as they enter...

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.


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
    Read article