Things to Do in Windham, NY

  • Our list of the best things to do in Windham, New York, features the top 64 nearby activities — including 34 great attractions with user approval ratings of 90% or more!
  • Windham, NY has a variety of great sights and experiences nearby. Top categories include: Sights & Landmarks, Entertainment & Shows, Museums & Galleries, and Outdoor Places.
  • The results below include the top 2 things to do within the city of Windham, NY , followed by 62 popular activities in nearby cities, including Saugerties, Hudson, Catskill and Woodstock
  • Our list of the best things to do in Windham, New York, features the top 64 nearby activities — including 34 great attractions with user approval ratings of 90% or more!
  • Windham, NY has a variety of great sights and experiences nearby. Top categories include: Sights & Landmarks, Entertainment & Shows, Museums & Galleries, and Outdoor Places.
  • The results below include the top 2 things to do within the city of Windham, NY , followed by 62 popular activities in nearby cities, including Saugerties, Hudson, Catskill and Woodstock
Showing 301-310 of 344
46.7 Miles
98% 101 votes
Art Museum 124 Raymond Avenue, Poughkeepsie, NY 12604 MoreLess Info
Paintings, sculptures, drawings, and everything else that means art are hosted at the Frances Lehman Loeb Art Center at Vassar College. There are over 17,000 items in the permanent collection, items which span over the time, some of them dating back to 1357 BC.
46.7 Miles
100% 5 votes
Movie Theaters 126 Degarmo Road, Poughkeepsie, NY 12603 MoreLess Info
Open seasonally, the Overlook Drive-In Theatre Inc is an old-fashioned drive-in movie theater with contemporary digital video and sound. The theater shows a different movie each week, and runs a variety of promotions.
46.8 Miles
57% 7 votes
Bowling 109 Stockbridge Road, Great Barrington, MA 1230 MoreLess Info
Along with multiple bowling lanes for general public bowling the Cove Bowling and Entertainment complex features cosmic bowling on the weekends. There is also an on-site bowling pro shop and mini golf course.
46.8 Miles
63% 8 votes
Bowling 109 Stockbridge Road, Great Barrington, MA 01230 MoreLess Info
A 24-lane bowling center, Cove Bowling Lanes features cosmic bowling and an 18-hole miniature golf course. The center has a sports bar, arcade game machines, a snack bar and facilities for private parties and events.
47.3 Miles
96% 49 votes
Breweries 6 Fairchild Square, Clifton Park, NY MoreLess Info
Shmaltz Brewing Company, known for their He'Brew beer is a popular brewery in Clifton Park. The brewery offers tours and a tasting room where patrons can sample from their extensive selection of ales and IPAs.
47.5 Miles
- 0 votes
History Museums W Main, Stockbridge, MA 1262 MoreLess Info
Visitors can explore a historic home that features a variety of European and American furnishings from the early 1900s at Merwin House the. The Merwin House was originally purchased by William and Elizabeth Doane in 1875.
47.5 Miles
- 0 votes
Sports Facilities/Fields State Route 343, Millbrook, NY 12545 MoreLess Info
With over 60 acres of land to explore, Millbrook Golf & Tennis Club offers its members nine hole and eighteen hole golf courses. The nine hole golf course offers 5,872 yards of golfing.
47.6 Miles
81% 169 votes
Skiing & Snowboarding 380 State Rd - Rt 23, Great Barrington, MA 1230 MoreLess Info
The Ski Butternut experience is a family-friendly ski and tubing area. Lessons are available for first-time skiers and snowboarders. Experienced athletes spending a day on the mountain are able to choose from a variety of terrain parks.
47.7 Miles
92% 470 votes
History Museums 1843 W Housatonic St, Pittsfield, MA 01201 MoreLess Info
Established in 1791, Hancock Shaker Village operates as a local muesem preserving the history and culture of the Shakers religious sect. The village grounds comprise of a herb garden, Shaker Farm and other original buildings that house the history and craft exhibits.
47.8 Miles
100% 5 votes
Historic Homes 5 Prospect Hill Road, Stockbridge, MA 01262 MoreLess Info
Naumkeag House is an extravagant Gilded Age mansion, comprised of the luxurious cottage and its iconic mid-20th century design gardens. The property is on over 46 acres of land, and visitors tour the house and gardens separately.
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