Heather Maloney

Williams College 54 Chapin Hall Dr, Williamstown, MA

Williams' President Maud S. Mandel and her family invite the community to celebrate summer with an outdoor concert featuring Heather Maloney Wednesday, August 14, at 6 p.m. on the President’s House lawn. All are welcome to bring picnics, blankets and lawn chairs and enjoy good music with good neighbors… as well as a visit from […]

Free

Billy Keane

Ostrich Room at Apple Tree Inn 10 Richmond Mountain Road, Lenox, MA

Whether as a singer, songwriter, or band member, praise for Billy Keane is not hard to find. From Rolling Stone to House of Songs, his distinct musical talent has been repeatedly recognized over the years - while on tour as a member of The Whiskey Treaty Roadshow, at festivals across the nation, and through invitations to several […]

Free

Sean Callaghan

Firehouse Cafe & Bistro 47 Park St, Adams, MA

Join us for another fantastic evening Upstairs at the Firehouse on Thursday, August 15th, with the incredibly talented Sean Callaghan! 🌟 Sean's soulful tunes and captivating performances have been delighting audiences everywhere, and now it's your turn to experience his magic right here at the Firehouse Cafe & Bistro. Enjoy a perfect blend of live […]

Free

Live Music with Clara Guatta

Tito's Mexican Bar and Grill 34 Depot St, Pittsfield, MA

A night of live music Clara Guatta every Thursday here at Tito's Mexican Bar & Grill. Come enjoy some food and drinks while listening to covers of your favorite songs!

Free

Summit Sounds @ Sunset with The Abombs

Bousquet 101 Dan Fox Dr, Pittsfield, MA

Experience a magical night of food, drinks, and live music atop Bousquet Mountain on Thursday, August 15th, from 6-9pm! Following a scenic chairlift ride to the summit, you’ll find yourself overlooking the beautiful Berkshires as The Abombs plays a set of classic rock, blues, country, and more ‘til the sun goes down. 5:30 🚠 Chairlift […]

$25

Sasha

The Lion's Den 30 Main Street, Stockbridge, MA

August Den Sessions, Spirits & Live Music for All, 7 - 10 PM

$10

Honeysuckle

Egremont Barn 17 Main Street, South Egremont, MA

A satirical take on the apathy of mankind, Honeysuckle’s latest single, “God(zilla)” pokes fun at pop culture, politics and corporate greed. What began as a writing exercise became a campfire song for our current times and a scrutinizing take on the fact that if we prioritized things that truly mattered we could manage to make […]

$20

The Whinin’ Boys in Persip Park

Persip Park 175 North St, Pittsfield, MA

The Whinin’ Boys, featuring Jeff Gonzales and Mike Mercier, are a finger picking blues based acoustic duo who perform The Music of Hot Tuna along with blues, folk and rock covers from the 60’s and 70’s.

Free

The Tom Prettys

Catamount 17 Catamount Rd, South Egremont, MA

The Tom Prettys hails as the only all-female Tom Petty tribute band. Although they may be pretty, they also rock harder than Tom himself usually did, while still preserving the timeless essence of Tom Petty’s iconic songs. About The Band: The Tom Prettys The Tom Prettys hails as the only all-female Tom Petty tribute band. […]

Free

Nate Martel

Knox Trail Inn 1898 E Otis Rd, East Otis, MA

First time at the Knox, Nate Martel is a super talented singer, songwriter, and guitarist based in the Pioneer Valley here in Massachusetts. His music is soulful and socially conscious; deep, sometimes dark, but often uplifting. Join us for dinner and a night of great music!

Free

Billy Keane

Egremont Barn 17 Main Street, South Egremont, MA

A self-described wanderer, Berkshires-based indie-folk singer-songwriter Billy Keane has cultivated more than his share of lived-in experience. Australia-born and Connecticut-raised, he began singing in church, with an early draw towards any instrument he could get his hands on. “I’m a person who feels most authentic relative to other people when I’m communicating through music,” he […]

$20

Steve Adams and The Tangled Party

Dream Away Lodge 1342 County Rd, Becket, MA

Native Berkshirite Steve Adams and his revolving door of crack musicians love to play their blend of the California Cosmic country/rock, stemming from the 60’s sounds of The Byrds, and The Flying Burrito’s, but doesn’t worry much about genre, switching back and forth between Roots Rock, Costello-ish song writing, and traditional C&W. As an accomplished […]

Free

Subscribe to Music in the Berkshires e-Newsletter