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16 Fun & Best Things To Do In Woodstock, Vermont

16 Fun & Best Things To Do In Woodstock, Vermont

Since its establishment in 1761, Woodstock, Vermont, has been a symbol of entrepreneurship, cultural heritage, and a hardworking community that welcomes visitors from all over the United States.

Today, Woodstock’s charm lies in its artisans, makers, farmers, and artists, who make the small community so unique. Anyone who visits the town of Woodstock is touched by its elegance, small-town feel, four seasons of beauty, and kind local residents.

In 2019, Woodstock was listed among the 27 Most Beautiful Towns in America by Traveler Magazine, and we have a hard time disagreeing with their assessment. From its numerous famous covered bridges, historical monuments, and glorious surrounding mountains, there are hundreds of reasons to visit this quaint town in New England, with its beauty taking center stage.

Many visitors flock to Woodstock for its quintessential New England charm; skiing and snow-shoeing in the winter, foliage and outdoor festivals in the fall, and thrilling hiking, fishing, and swimming spots in the spring and summer. But why should you visit Woodstock? Read on as we uncover some of the best things to do and top attractions in Woodstock!


  • Most significant landmark – Billings Farm & Museum Store
  • Best park – Marsh-Billings-Rockefeller National Park
  • Best free activity – Visiting the local covered bridges
  • Best activity for kids – Ottauquechee River
  • Best activity for adults – Hiking or skiing Mount Tom
  • Best food – Lincoln Inn & Restaurant
  • Best nightlife – Au Comptoir
  • Best all-around accommodationWoodstock Inn

Best & Fun Things to do in Woodstock, VT

1. Billings Farm and Museum

Address: 69 Old River Rd, Woodstock, VT 05091

Billings Farm and Museum is a working farm in Woodstock that offers interactive farm life exhibits and demos for visitors. Since 1871, Billings Farm has been known for its jersey cow breeding, advanced farming techniques, and impressive ownership by Frederick Billings, a Vermont local.

If you plan to visit Billings Farm, you’ll likely encounter the jersey cows, as well as horses, sheep, goats, and chickens that live on-site. Visitors can tour the Billings Farm Museum in the historic barns, with fascinating artifacts, including hand tools, farm equipment, oral histories, and more.

After you see the Billings Farm Museum, take a gander at the 1890 Farm Manager’s House, with its cutting-edge (at the time) farming equipment and…

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