- 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
31.5 Miles
The 18-hole golf course at Rutland Country Club features a challenging course that attracts experienced golfers. Other amenities include a well-stocked, pro shop and a fine dining restaurant that can accommodate banquets and wedding parties.
31.6 Miles
Built in the middle of the 19th century, Wilson Castle stands as an architectural masterpiece and a well-preserved historic site. There are general tours of the site and the grounds held throughout the year along with special events like the Haunted Castle Tours that take place in October.
31.7 Miles
Lead by a local and experienced guide, Youngs Fly Fishing- Day Tour is a service that takes guests on scenic and memorable fly fishing tours. Visitors explore the picturesque countryside, catching the trout and other local fish species.
31.9 Miles
The oldest snowmobile tour company in Vermont, High Country Snowmobile Tours provides snowmobile tours for all experience levels through the Green Mountain National Forest. Tours must be reserved in advance, and snowmobiles are available for purchase.
31.9 Miles
A family owned stable with around a dozen horses and ponies, Flames Stables offers rides for riders of all levels of experience and skill. The stables offers guided rides on a woodland path.
32.2 Miles
The local town has a long-standing relationship with the Barnard General Store which has been serving the community for generations. Even though the retailer itself is small, there is still a wide selection of wine, food, and ice cream.
32.4 Miles
The Fells Historic Estate and Gardens is an early 20th Century 22-room estate on over 80 acres of conserved land. A guide tour provides access to the house and history of John Milton Hay.
32.4 Miles
Ideal for family vacations, Silver Lake State Park has activities to enjoy year round. Guests can hike, camp, swim, ice skate, and enjoy fishing for small mouth bass among many other activities.
32.4 Miles
85%
34 votes
Rte. 100 1/2 mi north of U.S. 4, Killington, VT
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Giffords Woods State Park hosts recreational hiking trails through old growth forest and fishing spots at Kent Pond. Well-maintained campgrounds have fire pits, storage lean-tos, and areas for tents or RVs.
32.6 Miles
Appalachian Trail Adventures is a hiking spa offering guided trail tours and all-inclusive customized hiking vacations in the Green Mountains. Activities include hiking, caving and kayaking, with accommodations at the Summit Lodge and spa.