Date Ideas in Pittsfield, MA

  • TripBuzz discovered 86 different types of activities for couples in the Pittsfield area, including Theaters (like Barrington Stage Company), Movie Theaters (like Beacon Cinema), Breweries (like Wandering Star Craft Brewery) and Winery/Vineyard (like Balderdash Cellars), and much more.
  • We discovered a total of 88 date ideas in or near Pittsfield, Massachusetts, including 73 fun or romantic activities in nearby cities within 25 miles like Lenox, North Adams, Williamstown and Great Barrington.
  • TripBuzz discovered 86 different types of activities for couples in the Pittsfield area, including Theaters (like Barrington Stage Company), Movie Theaters (like Beacon Cinema), Breweries (like Wandering Star Craft Brewery) and Winery/Vineyard (like Balderdash Cellars), and much more.
  • We discovered a total of 88 date ideas in or near Pittsfield, Massachusetts, including 73 fun or romantic activities in nearby cities within 25 miles like Lenox, North Adams, Williamstown and Great Barrington.
Showing 381-390 of 446
45.4 Miles
88% 114 votes
Winery/Vineyard 599 Old Middle Street, Goshen, CT 6756 MoreLess Info
Goshen, Connecticut is home to Sunset Meadow Vineyards. Its tasting room is open on Fridays, Saturdays and Sundays, and group tastings may be arranged in advance. Sunset Meadow Vineyards also sells bottled wine and gourmet gift baskets.
45.4 Miles
100% 1 votes
Parks 52 Plank Hill Road, Simsbury, CT 6070 MoreLess Info
Filled with sports fields, Memorial Park offers six fields for visitors to participate in recreational baseball or watch Little League games. The park also has a skate park, pool, and snack bar.
45.5 Miles
88% 8 votes
Landmarks Litchfield, CT MoreLess Info
The Litchfield First Congregational Church is a Christian church that operates a wide variety of outreach and mission programs. The church welcomes visitors, and even maintains a gift shop on the premises.
45.5 Miles
60% 5 votes
National & State Parks 149 Farms Village Rd, Rt 309, Simsbury, CT 06070 MoreLess Info
Featuring a beautiful, wooded park setting, Stratton Brook State Park offers year-round fun and activities. This includes fishing and swimming in the warmer months, and outdoor sports like skiing or ice skating in the winter.
45.6 Miles
89% 18 votes
Botanical Gardens 389 Salisbury Turnpike, Rhinebeck, NY MoreLess Info
Opened in 1979, Northern Dutchess Botanical Gardens is a garden and nursery home to a large variety of plants. Visitors to the gardens commonly enjoy purchasing fruits and vegetables, viewing the many flowers, or enjoying the picturesque scenery.
45.7 Miles
57% 7 votes
Bowling 865 Putney Road, Brattleboro, VT 05301 MoreLess Info
Brattleboro Bowl is a 20 lane bowling alley with automatic scoring. Attractions include bowling, a lounge and game room, pool tables, and a snack bar. Brattleboro Bowl also hosts bowling leagues for various ages and ability levels.
45.7 Miles
100% 1 votes
Sculpture Parks Performing Arts Center at Simsbury Meadows, 22 Iron Horse Blvd, Simsbury, CT 6070 MoreLess Info
The Flora Sculpture was created by sculptor Douglas Mueller in 2009. The sculpture represents the Roman goddess of the Spring, and is composed entirely of bronze rods. It lies just inside the main gate of the Performing Arts Center.
45.8 Miles
33% 3 votes
Music Venue 22 Iron Horse Blvd, Simsbury, CT 06070 MoreLess Info
As an outdoor venue, Performing Arts Center at Simsbury Meadows hosts a variety of nationally recognized musicians. The stage has a lawn general admission area where visitors can bring blankets and lawn chairs to watch the performances from.
46.1 Miles
- 0 votes
Kayaking 2 Walters Way, Windsor, CT 6095 MoreLess Info
Open to the public year round, Rainbow Reservoir offers a boat ramp to visitors wishing to take their power boat out on the water. Visitors can also kayak through the waters and enjoy views of the surrounding forest.
46.2 Miles
86% 7 votes
Movie Theaters 90 Elm Street, Enfield, CT 06082 MoreLess Info
A Cinemark property, the Rave Movie Theater Enfield 12 is a movie multiplex that shows primarily new release movies in its 12 theaters. The theater features digital video and sound.
Showing 381-390 of 446
HAVE SUGGESTIONS FOR COOL AND INTERESTING THINGS TO DO IN THE Pittsfield AREA?
ADD A NEW ATTRACTION TO TRIPBUZZ!