The Juckets at The Sheffield Fair

Sheffield Town Park 53-59 Frederic Ln, Sheffield

A nice mix of Bluegrass and Country with Kevin James Healey vocals and guitar, Michael Pfeiffer bass fiddle, Andy Gordan pedal steel and banjo, Jana Pfeiffer vocals and banjo.

Free

Trevor Wheelock

Balderdash Cellars 81 State Road, Richmond

No further information available.

Free

Colby Lewis

Berkshire Mountain Distillers 356 South Main Street, Sheffield

Playing the best of the 70's classic folk rock. Come sing along.

Free

Jazz in Persip Park with the Peggy Stern Trio

Persip Park 175 North St, Pittsfield

Peggy Stern Trio: Peggy Stern, Maryann McSweeney, and Conor Meehan Peggy Stern has composed, played, recorded, and toured in a wide variety of situations: from solos to octets to jazz […]

Free

Bobby Sweet and Lara Tupper

Devonfield Inn 85 Stockbridge Road, Lee

Our own mini Tanglewood. Join us on the beautiful grounds of the Devonfield Inn for outdoor concerts in June, July, August, September and October. Free! A mix of Bobby's original […]

Free

Lenox Jazz Stroll

Downtown Lenox 11 Housatonic St, Lenox

On Saturday, performances will take place throughout the downtown cultural district including three concerts at Lilac Park on Main St. between 3-7pm and pop-up performances throughout the day. Saturday’s performances […]

Free

All Ten and John

Balderdash Cellars 81 State Road, Richmond

No further information available.

Free

Sean Callaghan

Firehouse Cafe & Bistro 47 Park St, Adams

Join us at the Firehouse Café & Bistro for an unforgettable evening of live music with the incredibly talented Sean Callaghan. From heartfelt ballads to upbeat favorites, Sean's performances are […]

Free

Lonny Jarrett and Friends

Dottie's and Dorothy's 444 North St, Pittsfield

Jazz you can dance to, Funk you can think about. Standards, original Lonny Jarrett/guitar, Ellen Jacobsen/drums, Aeden Madden/saxaphone, Fran Tokarz/bass Doors open at 6, Live music 7-10PM, Full Bar

Free

Les Chrostowski

Route 8 Pub 3235 Main St, Becket

Great Music.Great People

Free

Pete Boyd

Locker Room Sports Pub 232 Main St, Lee

No further information available.

Free

Glori Wilder

The Lion's Den 30 Main Street, Stockbridge

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

$10

All of Us Band

Methuselah Bar & Lounge 391 North Street, Pittsfield

Join us for a rocking night of classic rock!!

Free

Tipsy Macboozle’S “Back To Skewl Daze”

The Foundry 2 Harris St, West Stockbridge

Come relive those horrid and delightful K-12 years in Tipsy MacBoozle’s Back to Skewl Daze. An irreverent, raucous, if not slightly salacious, sing along where you can belt out Another […]

$20

An Evening with Roger McGuinn

Colonial Theatre 111 South St, Pittsfield

Grammy Award winner, Roger McGuinn, a legendary figure in the music world, is set to take the stage at the Colonial Theatre for an unforgettable concert. With a career spanning […]

$60

Vaguely Pagan

Egremont Barn 17 Main Street, South Egremont

Wes Buckley, Brian Kantor, Miles Lally, known as Vaguely Pagan, keep an audience moving with their brand of toe tappers, hippy spinners, you name it, but at the end of […]

$15

Alex Rohan Band

Knox Trail Inn 1898 E Otis Rd, East Otis

Making their debut here at the Knox, the Alex Rohan Band will entertain you with lots of different genre's of music such as Rock, Reggae, Jazz, Funk, Blue's, Folk Rock, […]

Free

4Ever Foreigner

The Stationery Factory 63 Flansburg Ave, Dalton

As professional, seasoned stage musicians from CT & MA, "4Ever Foreigner" strives to deliver to all audiences not only an energetic memorable show but also an accurate throwback experience showcasing […]

$25

Chris Murphy

Dream Away Lodge 1342 County Rd, Becket

In another era, I would have played square dances, been a court musician, or a circus fiddler, and loved every minute of it,” says veteran LA violinist and songwriter Chris […]

Free

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