- 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
Showing 31-40 of
337
14.5 Miles
Located in the Okema State Forest, the Healdville Trail is a hiking route from the base of Okemo Mountain to a fire tower lookout at its summit. Hike through forest and across streams on this 6-mile trail with mountain views.
14.6 Miles
Visitors to Crowley Cheese can see the dairy product being made by hand in the landmark factory that was originally built in 1882. Within the factory gift shop, guests can also sample many Vermont foods and purchase local craft items.
14.8 Miles
As a historic venue for performing arts, Claremont Opera House Inc features a wide variety of entertainment from bluegrass to Shakespeare. The venue can also be rented out for events like birthday parties.
14.9 Miles
A spot for winter sports like skiing and snowboarding, Arrowhead Recreational Area offers varying slopes of difficulty for its visitors. The area also has interlacing trails that pass through pine groves.
15.4 Miles
Allowing visitors to travel up Mount Ascutney, Brownsville Trail is 3.2 miles long leading to an old quarry with equipment along the trail. The trail is used for hiking and offers a view of the surrounding area.
15.5 Miles
A six-screen movie theater, Claremont Cinema Center displays first-run feature films using digital projection and sound. The theater offers arcade games, 3D movies, slope seating, party hosting and a lobby snack bar with food and drinks.
15.5 Miles
88%
8 votes
1826 Back Mountain Rd, Route 44A, Windsor, VT 05089
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The Mt. Ascutney State Park is a state park that is best known for the open stone pavilion that has 4 picnic tables and can seat up to 30 people at a time. The camp can be used for hiking or exercising.
15.6 Miles
Home to a gold mine operation in the 1850s, Camp Plymouth State Park now houses a sandy beach, concession stand and change rooms, picnic area, volleyball nets and playground, and campground. Canoe, kayak and paddle boat rentals available to explore Buffalo Brook.
15.6 Miles
Featuring sloped seating and Digital DTS, the Claremont Five Star Cinema is a local movie theater showing the latest released films to its guests. Amenities at the theater include Wednesday night bargains, matinee specials, and birthday party hosting.
17.1 Miles
Nested in between hills, Kennedy's Pond offers a scenic destination for enjoying the surrounding nature. Visitors can go swimming or fishing at one of the pond's beaches. The movie Funny Farm was filmed at this pond.