- 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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337
28.6 Miles
Two segments create the Brattleboro Museum & Art Center. The museum portion displays vintage toys, antique glass, and traditional art while the art center concentrates on regional artists and local fine arts legends.
28.6 Miles
85%
91 votes
Guilford Street off Route 9 west, over Whetstone Brook, Brattleboro, VT 05301
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As a historic covered bridge that Vermont is known for, Creamery Covered Bridge offers a scenic view of the creek and forests around it. Visitors can use the bridge for a photo opportunity, but the bridge is close to traffic.
28.6 Miles
With the goal of spreading performing arts educations among the community's youth, New England Youth Theatre has classes for improv comedy, crafts, public speaking, and more. Each production hosted by the theater showcases the talent of its students.
28.7 Miles
Thundering Falls Trail – a relocated section of the Appalachian Trail -- provides hiking access to Thundering Falls, a 100-foot cascade at high water. A raised boardwalk makes the site wheelchair-accessible.
28.7 Miles
The area known as the Skyline Overlook is found on a part of Hogback Mountain. On a clear day, visitors can enjoy a view of roughly 100 miles in every direction from this high point.
28.7 Miles
A must-see for organ enthusiasts, Estey Organ Museum is an interesting and educational place to visit. Along with an array of antique organs, both photos and Estey family genealogy is on display.
28.8 Miles
88%
24 votes
Corner of Killington Road & Bigelow Dr, Killington, VT
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Root's Ski & Snowboard provides ski and snowboard rental packages, used equipment at reasonable rates, and overnight tune-ups for skis and boards. Open daily an hour before the Killington ski lifts.
28.8 Miles
At an elevation of 3,848 feet, Mount Equinox is the highest peak in the Taconic Mountain Range. Visitors can learn a lot about the mountain and nearby Carthusian Monastery at the Saint Bruno Scenic Viewing Center.
29.0 Miles
Killington's McLaughlin Falls are stunning waterfalls that provide visitors with remarkable natural views. The surrounding woods are particularly scenic in the fall. A hiking and biking trail takes visitors right up to the falls.
29.2 Miles
One of the longest rail trails in New Hampshire, the Cheshire Rail Trail is popular for outdoor enthusiasts. The trail accommodates walkers, hikers, cyclists, Nordic skiers and horseback riders, and it offers beautiful views from the Stone Arch Bridge.