- 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 1-10 of
446
0.0 Miles
Elegant Japanese bistro with artfully composed sushi rolls and hibachi plates filled with steak, swordfish, and lobster tails
0.5 Miles
Barrington Stage Company, better known for its Tony Award-winning musical 'The 25th Annual Putnam County Spelling Bee', is a regional theatre company that features a range of quality productions including musicals, cabaret, classics and a variety of contemporary work.
0.5 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.
0.2 Miles
Visitors can enjoy a diverse selection of white, rose, red, and reserve wines at Balderdash Cellars. The boutique winery is family owned and operated and was established in 2011 by Christian and Donna Hanson.
0.5 Miles
80%
5 votes
30 Union Street, Pittsfield, MA 01201
MoreLess Info
From musicals to Shakespeare, Barrington Stage Company: Mainstage showcases a variety of plays to the community in its theater. It also hosts educational programs for the youth that teaches performing arts.
1.8 Miles
The 15-barrel microbrewery known as Wandering Star Craft Brewery is a production brewery with a comfortable and relaxed tasting room. Guests can also tour the facility to see the brewing process in person.
0.4 Miles
The Beacon Cinema features stadium seating so that all visitors will enjoy great views of the latest Hollywood flicks. Though small, it offers a cozy atmosphere, comfortable seating, a wine and beer bar, and more.
3.0 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.
0.5 Miles
Elle Day Spa is a local spa which offers a range of quality services that combine both traditional Eastern methods and Western styles. Their services include acupuncture, facials, various massage therapies and other body wraps and treatments.
2.7 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.
1.1 Miles
Created in 1910, Springside Park is the largest park in Pittsfield, and it's listed on the National Register of Historic Places. It consists of nearly 200 acres for nature lovers, as well as the Hebert Arboretum.