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 401-410 of 446
47.0 Miles
94% 49 votes
Parks 145 Lang Road, Windsor, CT MoreLess Info
The Northwest Park provides access to 12 miles of trails, a nature center, a Coffee House Concert Series, and a gift shop. Those who wish to host an event may also rent out the site's facilities.
47.0 Miles
100% 6 votes
Historic Buildings 57 Gun Mill Road, Bloomfield, CT 06002 MoreLess Info
Noted for the presence an observation tower, museum, and visitor's center, Talcott Mountain State Park is a publicly managed park preserve. The park also features a 1.25 mile hiking trail that winds up the slope to the observation area.
47.0 Miles
100% 1 votes
River 95 Parsons Road, Enfield, CT 6082 MoreLess Info
Located one the shore of the Connecticut River, the Kings Island Boat Launch offers a scenic spot to embark on a river trip. The boat launch features basic amenities like rest room facilities, and has a nearby hiking trail.
47.1 Miles
90% 31 votes
Theaters 661 Route 308, Rhinebeck, NY 12572 MoreLess Info
With an exterior design resembling a barn allowing it to blend into the rural countryside, The Center for Performing Arts at Rhinebeck, provides year-round, live entertainment for fans of all ages. Visitors to the venue can enjoy stage productions, music, and workshops.
47.2 Miles
100% 1 votes
Specialty Museums Northwest Park, 135 Lang Road, Windsor, CT 6095 MoreLess Info
For a unique tour, visitors to the Windsor area enjoy touring the Luddy/Taylor Connecticut Valley Tobacco Museum. The museum includes a refurbished tobacco shed and a museum archive, both displaying artifacts and documents on the areas tobacco industry.
47.2 Miles
100% 4 votes
Hiking Trails 620 State Street, Schenectady, NY 12306 MoreLess Info
Visitors can explore 632 acres of coniferous forest and rugged hardwood along the Plotter Kill at the Plotter Kill Preserve. The preserve features over 600 plant species including ferns, lilies, club mosses, and violets.
47.3 Miles
96% 151 votes
Hiking Trails Rte. 185, Simsbury, CT MoreLess Info
Featuring a 1.25-mile hiking trail, Talcott Mountain State Park boasts a beautiful observation tower that is open to tourists throughout the week. Visitors should plant to spend roughly 40 minutes on the trail before reaching the tower.
47.3 Miles
79% 29 votes
Winery/Vineyard 25 East Weatogue Street, Simsbury, CT 06070 MoreLess Info
Opened seasonally, Rosedale Farms & Vineyards offers fresh vegetables, fruits, and wines for shoppers to purchase. The location offers wine tastings, farm fests, chef-to-farm dinners, and access to a corn maze.
47.4 Miles
84% 224 votes
Waterfalls Route 7, Kent, CT MoreLess Info
Visitors to Kent Falls State Park enjoy hiking, biking, picnicking and other fun outdoor pursuits. Park entrance is free, but guests must pay to park between Memorial Day and Labor Day.
47.5 Miles
83% 29 votes
Skiing & Snowboarding Schenectady, NY MoreLess Info
Teach your kids to ski by taking them to Maple Ski Ridge, where the professional staff caters to young and old beginners alike. Featuring a simple 300-foot vertical drop, newbies won't be overwhelmed by the mountain and can learn at their own pace.
HAVE SUGGESTIONS FOR COOL AND INTERESTING THINGS TO DO IN THE Pittsfield AREA?
ADD A NEW ATTRACTION TO TRIPBUZZ!