- TripBuzz discovered 99 different types of activities for couples in the Great Barrington area, including Bowling (like Cove Bowling and Entertainment), Hiking Trails (like Housatonic River Walk), Movie Theaters (like Triplex Cinema) and Theaters (like Mahaiwe Performing Arts Center), and much more.
- We discovered a total of 80 date ideas in or near Great Barrington, Massachusetts, including 69 fun or romantic activities in nearby cities within 25 miles like Hudson, Lenox, Pittsfield and Lee.
Showing 41-50 of
642
13.2 Miles
Located along the slopes of Lenox Mountains, Pleasant Valley Sanctuary comprises of many acres of forest, wetlands, meadows and brooks with numerous walking and hiking trails which weave through the sanctuary's hummingbird garden, hemlock gorge and much more.
15.5 Miles
Located in Pittsfield, Massachusetts, Guido's Marketplace is the place to get fresh produce, warm baked goods and delectable ready-made foods. It is particularly renowned for its soup selection, which changes daily.
15.5 Miles
The Haystack Mountain State Park is a suitable location for both hiking and picnicking. The walk-in park also features an observation tower and an overlook for individuals seeking photo opportunities.
16.0 Miles
There's always plenty of powder at beautiful Bousquet Mountain in Pittsfield, Massachusetts. This huge ski complex features trails for all ability levels, comfy ski lifts and separate areas for snowboarding.
16.4 Miles
94%
150 votes
Rt. 44/Infinity Bistro 20 Greenwoods Road West, Norfolk, CT 06058
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Norfolk, Connecticut is home to the Infinity Music Hall & Bistro, a charming spot offering tasty meals and exciting live entertainment. The auditorium seats 300 people and features the original, rustic wooden stage and proscenium.
17.4 Miles
Spend the day admiring the great outdoors at the Canoe Meadows Wildlife Sanctuary in Pittsfield, Massachusetts. Managed by the Audubon Society, Canoe Meadows offers several trails and is open throughout the year.
17.7 Miles
Playing a prominent role in the cultural development of the community for 49 years, Berkshire Lyric Theater features dance, choirs, and theater. The theater offers musical education, a children's chorus, solo opportunities, and more.
18.1 Miles
Pittsfield's Colonial Theater is a performance venue and theater company that presents plays, musicals, concerts, recitals and a large variety of nationally-known guest talent. Reservations are required for most productions.
18.2 Miles
Dedicated to the rich and fascinating cultural history of the Berkshire Mountain region, the Berkshire Museum offers a diverse collection of media, art and other exhibits that make this beautiful area come alive.