- Our list of the best things to do in Woodstock, Connecticut, features the top 65 nearby activities — including 33 great attractions with user approval ratings of 90% or more!
- Woodstock, CT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 2 things to do within the city of Woodstock, CT , followed by 63 popular activities in nearby cities, including Smithfield, Worcester, Woonsocket, Sturbridge, North Smithfield, Storrs, Willimantic, Putnam, Pomfret, Coventry, Shrewsbury, Marblehead, Mansfield, Chepachet and Harrisville
Showing 1-10 of
1300
1.9 Miles
The 2,000 grape vines at Taylor Brooke Winery yield all of the grapes used in its wines. Set in the bucolic hills of northern Connecticut, Taylor Brooke welcomes visitors. The winery's mascot, Zima the Wonder Dog, also loves entertaining guests.
0.1 Miles
More mansion than true cottage, Roseland Cottage is an elegant Gothic Revival-style home in Woodstock, Connecticut. It features a formal garden, Victorian furnishings, opulent textiles and a bevy of antique dining ware.
4.0 Miles
The Air Line State Park Trail offers biking, hiking, cross country skiing, and horseback riding opportunities. The trail, which is named for an imaginary 'line' from New York to Boston, was previously a heavily-traveled railroad line.
4.0 Miles
Best known for its huge, elaborate musicals and dance performances, the beautiful Bradley Playhouse in Putnam, Connecticut is the city's cultural hub. Many productions are cast through open community auditions.
4.1 Miles
Featuring dance companies, vocal ensembles, and children's theater, The Complex Performing Arts Centre offers a small theater for the community to enjoy performances in. The center also hosts dance classes for children and adults.
4.1 Miles
Silver Circle Llc is a launching pad for local artists that features rotating art displays, sculptures, art glass and assemblage. They also have a boutique area with handcrafted jewelry, textiles, pottery, and gifts by local and regional artisans.
9.4 Miles
A visit to Sharpe Hill Vineyard involves more than just wine. In addition to its spacious tasting room, the Vineyard also has a fine restaurant and a large shop that sells bottled wine.
9.8 Miles
100%
25 votes
Breakneck Rd and Old Mashapaug Rd, Sturbridge, MA 01550
MoreLess Info
Situated along Westville Lake, Westville Recreation Area offers boat launches, trails, open grassy areas, picnic tables and grills. The area is suitable for hiking, mountain biking, birding, cross-country skiing, fishing, boating and ice skating.
10.7 Miles
A loop trail through the wilderness, Tantiusques is a moderate hiking challenge that stretches about one and a half miles. The trail leads past an old lead mine that was originally used by Native Americans, and subsequently by European settlers.
12.2 Miles
100%
1 votes
197 Leadmine Road, Sturbridge, MA 1518
MoreLess Info
Consisting of 84 acres of land, Heins Farm Conservation Area Trail System has three trails for visitors to hike on. The trails lead visitors through the surrounding grassland. In total, the trails are about 5 miles long.