- Our list of the best things to do in Chester, Vermont, features the top 83 nearby activities — including 47 great attractions with user approval ratings of 90% or more!
- Chester, VT has a variety of great sights and experiences nearby. Top categories include: Museums & Galleries, Outdoor Places, Sights & Landmarks, and Entertainment & Shows.
- The results below include the top 6 things to do within the city of Chester, VT , followed by 77 popular activities in nearby cities, including Windsor, Manchester, Ludlow, Londonderry, Claremont, Woodstock, Plymouth, Weston, Walpole, Cornish, Stratton Mountain, Grafton, Jamaica, Killington, Putney, Rutland, South Londonderry, Ascutney, Bellows Falls and Dover
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42.1 Miles
Showing new movies with digital sound, Peterborough Community Theatre is an independent cinema housed in an historic theater, the oldest in the state. The theatre also shows classic movies during its Theme Weeks each month.
42.3 Miles
Made out of bricks, Peterborough Town House is a historic town hall that is open to the public. The building has a large auditorium where it hosts concerts and other events.
42.3 Miles
The Actors' Circle Theatre showcases community theatre plays featuring local talent from surrounding communities. The company produces yearly summer 'Shakespeare in the Park' award-winning productions in Peterborough's Depot Square Park.
42.4 Miles
Named for World War II veterans, Howard Memorial Park is located along a wooded area that features views of nearby Cheshire Pond. The park is home to waterfowl and offers open grassy areas along with picnic tables.
43.0 Miles
This art gallery features the work of Christopher Myott, a full-time artist living in New Hampshire. The artist creates furniture from salvaged wood as well as paintings and drawings. Myott's work is inspired by utilitarian design and historical folklore.
43.2 Miles
In operation since the 1930s, Silver Ranch Stables offers horseback lessons and rides at its ranch. Depending on the season and weather, visitors can take sleigh and carriage rides through the surrounding trails.
43.3 Miles
A sports complex, Humiston Field features a dual-use field for baseball and soccer along with basketball and volleyball courts that serve as a winter ice skating rink. It also offers a children's playground, bleacher seating and a snack bar.
43.3 Miles
Visitors can stay in vintage cottages that were originally built in the 1930s at Cozy Cottages. Cozy Cottages also offers horseshoes, shuffleboard, a swimming pool, nightly bonfires, and wine tastings at the Otter Valley Winery.
43.4 Miles
75%
20 votes
1246 Franklin Street (Route 7), Brandon, VT 05733
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Family owned and operated, the Otter Valley Winery is spread over six acres. Tours of the vineyard and winery are held regularly along with frequent wine tastings, and guests can see the largest wine cask in Vermont.
43.9 Miles
Get back to nature with a visit to High Ledges Wildlife Sanctuary. The most popular feature is the High Ledge vista, complete with views of Shelburne Falls and Mount Greylock. The trails are five miles in total, some of which are strenuous.