Date Ideas in Windham, NY

  • TripBuzz discovered 85 different types of activities for couples in the Windham area, including Movie Theaters (like Windham Theatre), Resorts (like Windham Mountain), Theaters (like Proctor's Theater) and Historic Sites (like Olana State Historic Site), and much more.
  • We discovered a total of 57 date ideas in or near Windham, New York, including 55 fun or romantic activities in nearby cities within 25 miles like Saugerties, Hudson, Catskill and Woodstock.
  • TripBuzz discovered 85 different types of activities for couples in the Windham area, including Movie Theaters (like Windham Theatre), Resorts (like Windham Mountain), Theaters (like Proctor's Theater) and Historic Sites (like Olana State Historic Site), and much more.
  • We discovered a total of 57 date ideas in or near Windham, New York, including 55 fun or romantic activities in nearby cities within 25 miles like Saugerties, Hudson, Catskill and Woodstock.
Showing 251-260 of 295
46.2 Miles
59% 68 votes
Hiking Trails 195 Main St, Great Barrington, MA 1230 MoreLess Info
The Greenway Trail Housatonic River Walk is a single remote, two-section national recreation trail made possible by citizen volunteers. Vibrant and abundant, the trail features native plants, and an engineered trail way structure that facilitates safe trail navigation.
46.3 Miles
38% 13 votes
Historic Sites Church Street, Great Barrington, MA 01230 MoreLess Info
Dedicated to the man who established the NAACP, W.E.B. DuBois Birthplace offers a self-guided tour of a trail featuring the highlights of this man's life and career. Visitors can walk through the trail and enjoy the forest scenery.
46.4 Miles
- 1 votes
Mini Golf 39 Degarmo Road, Poughkeepsie, NY 12603 MoreLess Info
A family entertainment center, Overlook Golf and Recreation Center features an 18-hole miniature golf course along with a go-kart track, batting cages and a driving range. The center also offers party packages, golf lessons and a picnic area.
46.5 Miles
- 0 votes
Art Gallery 47 Pugsley Hill Road, Millbrook, NY 12545 MoreLess Info
Chisholm Gallery is an art gallery and international dealer of polo and sporting art. The gallery features artwork from both new and established artists, with a focus on equestrian art.
46.6 Miles
96% 1500 votes
Art Museum 9 Glendale Rd, Rte 183, Stockbridge, MA 1262 MoreLess Info
Norman Rockwell Museum is home to the largest collection of authentic Norman Rockwell artworks in the world in addition to the archives and a variety of Rockwell memorabilia.
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.
HAVE SUGGESTIONS FOR COOL AND INTERESTING THINGS TO DO IN THE Windham AREA?
ADD A NEW ATTRACTION TO TRIPBUZZ!