Benny and Wanda

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

Benny Kohn teams up with the always soulful, ever swinging Wanda Houston. With both seasoned musicians embracing a healthy dose of improv in their approach, the music is always delightfully fresh and percolating with creative energy. Live Music: 6pm-9pm Dinne: 5-9PM

Free

The Lucky 5

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

The Lucky 5 is a hard-swinging jazz band that blends 30’s and 40’s style swing with gypsy and Parisian flavors to create a unique blend of music that stands by itself. Combining originals and creative reworks of old standards, The Lucky 5 continues to be a favorite among music lovers young and old alike. The […]

Free

Wanda Houston

Firefly Gastropub 71 Church Street, Lenox, MA

A Dynamic Quartet Featuring Rhythm, Blues, Jazz & Soul from the 30s through the 70s. Wanda Houston is a professional singer, actress, and song stylist who has traveled the stages of the world searching for the perfect song and performance. Her travels brought her to The Berkshires in 2001 where she has continued to “search” […]

Free

Jazz Brunch with Natalia Bernal and Jason Ennis

Race Brook Lodge 864 S Undermountain Rd, Sheffield, MA

Join us for a jazz brunch with Latin Jazz with The Ennis/Bernal Duo on Sunday, May 26th. Enjoy a delicious brunch with this sublime musical duo. Brunch served 12-3PM Live music starts at 12:00PM $10 cover for the music No cover to enjoy brunch in a different part of the restaurant

$10

Michael Junkins and Friends

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

May Jazz Series, Spirits & Live Music for All, 6:30 - 9:30 PM. Featuring Will Hudgins on Vibes.

$10

Benny Kohn & Stefanie Weber

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

Benny and Stefanie team up as a piano/tap duo continuing a long Jazz tradition of dancers collaborating with Jazz pianists. They will be drawing on their diverse repertoire of songs ranging from Jazz to Blues to open textural explorations. The coming together of these 2 experienced artists should prove to be fresh and fruitful.

Free

The InBetweens

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

Join us for live music, every Friday night. This Friday, a special appearance by the InBetweens. The InBetweens, an electric guitar trio that thrives on improvised tangents, disparate sonic dimensions, rhythmic propulsion, have been blurring the lines since 2002. Mike Gamble (electric guitar/effects), Noah Jarrett (double bass), and Conor Elmes (drums) developed their deep energetic […]

Free

David Bartley Quartet

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

Dorothy’s Saturday Evening Residency continues with the Dave Bartley Quartet. Every Saturday evening we are thrilled to have the exciting Dave Bartley Quartet on stage for your listening pleasure. with a rotating cast of characters. Stop in for dinner or sit at the bar and enjoy the warm surroundings. David Bartley has been a staple […]

Free

Hubby Jenkins Live at The Guthrie Center

Guthrie Center 2 Van Deusenville Rd, Great Barrington, MA

Hubby Jenkins is a talented multi-instrumentalist who endeavors to share his love and knowledge of old-time American music. Born and raised in Brooklyn he delved into his Southern roots, following the thread of African American history that wove itself through country blues, ragtime, fiddle and banjo, and traditional jazz. Hubby got his higher musical education […]

$25 – $30

Domingo Brunch featuring duo David Bartley and Pete Toigo

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

Every Sunday dotties_dorothys serves up Domingo Brunch; a mix of delicious food, live music and extraordinary drinks. Every first Sunday of the month, join us for a delightful morning of music; soulful jazz and blues. Stop by to see why Dave and Pete play our Domingo Brunch EVERY FIRST SUNDAY! Pete Toigo on bass, Dave […]

Free

Studio 9 Presents: Rees Shad & The Conversations

Studio 9 18 Veazie St, North Adams, MA

“Shad’s voice carries us around like a Yellow cab through the streets of a neon nightclub district, bright with romance or doomed by sin.” – Nippertown When Rees Shad began his musical journey three decades ago with the 1994 debut release, Anderson, Ohio, critics called him a “wordsmith to watch.” It’s a reputation the remarkably […]

$25 – $30

Benny and Wanda

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

Benny Kohn teams up with the always soulful, ever swinging Wanda Houston. With both seasoned musicians embracing a healthy dose of improv in their approach, the music is always delightfully fresh and percolating with creative energy. about Benny: Benny Kohn is a Berkshire based pianist/singer/composer. Benny joins forces with many local artists spanning a variety […]

Free

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