- 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.
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20.0 Miles
Mountain Meadow Preserve is a high fenced hunting preserve offering several big game hunt opportunities. Available game includes trophy whitetail deer, fallow deer, rams, red stag, wild boar, and buffalo.
20.5 Miles
Located alongside the Deerfield River, the Zoar Picnic Area is a popular location often visited by nature lovers. The area contains many benches, picnic tables, and grills, providing the facilities needed for a fun and relaxing picnic in the park.
22.0 Miles
Berkshire East Canopy Tours, a part of a local ski resort, is a popular North American zipline tour company which offers two of the longest ziplines in the country with half a mile-stretch at the elevation of around 200 feet.
22.1 Miles
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Zoar Outdoor/Deerfield Valley Canopy Tours
SPECIAL GROUPON DEAL: Up to 27% Off Zipline Packages at Zoar Outdoor
7 Main Street, Charlemont, MA 1339
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Zoar Outdoor is a local tour company which specializes in outdoor adventure activities such as whitewater rafting, canoeing, kayaking, ziplining and more.
22.9 Miles
Built in 1951, Bissell Covered Bridge is a 92 foot, one span variation long truss bridge. The bridge crosses Mill Brook and may interest those looking for bridge photography opportunities.
23.0 Miles
Moxie Outdoor Adventures offers numerous outdoor activities for nature enthusiasts. Whitewater rafting, inflatable kayaking, canoeing, wilderness overnight camping, moose and ATV safaris on the Kennebec, Penobscot, Deerfield and Dead rivers in Massachusetts and Maine are some of the available trips.
24.2 Miles
Enjoy the colorful, vibrant, and heart wrenching performances of true artists at Double Edge Theater. The community shapes and creates phantasmal stories, romantic adventures, and adrenaline induced thrillers to keep visitors coming back.
24.7 Miles
Put your legs to the test on your hike to the top of Pony Mountain at Chapel Brook. Amenities include swimming in the cool streams, fishing, and unmarked trails for the woodsmen of your group.
26.4 Miles
Taconic Trail State Park offers a variety of trails for hiking and driving, and an array of natural scenery. Perhaps the most striking feature is Berlin Mountain, the park's highest peak, which offers panoramic views of the surrounding area.
26.6 Miles
Hail to the Sunrise' / Mohawk Park contains the sculpture of the Mohawk Indian with his arms extended, looking eastward. The monument serves as a reminder of the sensitive history of the area and is honored by various tribes throughout the country.