The music scene in Pittsfield lives up to it’s reputation as the entertainment heart of the Berkshires with many of the downtown bars featuring live music several nights a week and the Colonial Theatre headlining concerts and performers for every taste. Enjoy dinner, an appetizer, a craft beer or cocktail before or after the show or while taking in the sounds. In season, many of the restaurants feature outdoor entertainment on their patios. Photo: Andy Wrba and Friends, Mission Bar & Tapas
Colonial Theatre
Enjoy a live concert at one one of America’s finest turn-of-the-century theaters! This gilded-age gem in the heart of downtown brings in revival bands and performers of all genres to entertain in an unforgettable venue.
111 South St. | 413-9997-4444 | berkshiretheatregroup.org/calendar/
Methuselah Bar + Lounge
An eclectic variety of smaller bands and singers are playing live music at least once or twice a week at this trendy cocktail bar that is known for its excellent service and highly skilled bartenders.
391 North St. | 413-347-2888 | facebook.com/EdibleQuaffableArt
Mission Bar + Tapas
The iconic Mission window regularly plays host to popular bands and performers covering a wide variety of genres. Local jazz favorite Andy Wrba and friends headline most Monday nights. Enjoy culinary delights from acclaimed chef Jeremy Berlin while taking in the vibes.
438 North St. | 413-499-1736 | https://www.facebook.com/missionrestaurant/
Mr. Finn’s Cabaret
Located in the basement of Barrington Stage Company’s second theater (The Sydelle and Lee Blatt Performing Arts Center), Mr. Finn’s Cabaret hosts world-class musical acts in a cabaret-style speakeasy atmosphere.
36 Linden St. | 413-236-8888 | barringtonstageco.org/mrfinns
The Flatburger Society
Alternating between weekly music trivia, stand-up comedy, and vinyl nights with a DJ, the Flatburger Society is the latest hipster spot for locally sourced burgers, fries, beer, and a fun time with friends and family.
McKay St. | facebook.com/flatburgersociety
O’Laughlin’s Restaurant and Pub
This popular Irish sports pub serves up tasty pub food in a fun and relaxed atmosphere. Check out your favorite teams on their 13 HD TV’s! Live music on Sundays from 2 to 5 p.m.
342 Merrill Rd. | 413-447-9507 | olaughlinspub.com
Dottie’s Coffee Lounge
Most Sundays are hopping at Dottie’s with their famous Domingo Brunch from 10-12pm. Enjoy the full menu, specials and music ranging from jazz to folk and everything in between.
444 North St. | 413-443-1792 | Dottie’s Coffee Lounge
Jae’s at Hilton Garden Inn
Live music on the patio Friday and Saturday nights in July and August at this award-winning Pan-Asian cuisine, serving Sushi, Pad Thai, and Korean specialties.
1032 South St. | 413-464-8791 | jaesrestaurant.com/1032-south-street-pittsfield-ma
Mazzeo’s Music on the Patio
Live music on the patio every Thursday night in July and August, 6-9pm weather permitting. Old school Italian classics. Reservations recommended.
1015 South St. | 413-448-2095 | mazzeosristorante.com/live-entertainment
The Proprietor’s Lodge
Enjoy live music on select days while taking in one of the best views in the Berkshires on beautiful Onota Lake.
438 North St. | 413-499-1736 | facebook.com/TheProprietorsLodge
