“Reading with Rebel” at First Fridays at Five

Witch Slapped 78 North Street, Pittsfield

Witch Slapped, 78 North Street, will host “Reading with Rebel” from 5 to 7 pm. Drag queen, Miz Rebel Progress, has teamed up with Witch Slapped to promote literacy at…

Opening Reception: “Pittsfield Paintbox Artist Exhibition”

Framework by Downtown Pittsfield, Inc. 437 North Street, Pittsfield

Downtown Pittsfield, Inc. and Framework will feature a brand-new “Pittsfield Paintbox Artist Exhibition” featuring 4 local artists at Framework by Downtown Pittsfield, Inc. (437 North Street). Featured artists are Susan…

“Art in the Park” with Carly Holmes at First Fridays at Five

Palace Park 116 North Street, Pittsfield

Downtown Pittsfield, Inc. and First Fridays Artswalk are pleased to announce the September “Art in the Park” artist at First Fridays at Five is Carly Holmes. Carly will be popped…

September 5 First Fridays Artswalk

Downtown Pittsfield Pittsfield

The First Fridays Artswalk in downtown Pittsfield concludes its 5-month season (May through September) on Friday, September 5 from 5 to 8 pm as part of the City of Pittsfield’s…

First Fridays at Five: The Wolves

Persip Park 175 North Street, Pittsfield

Persip Park, 175 North Street, will feature a live performance by The Wolves on Friday, September 5 from 5 to 8 pm. Enjoy a beer garden from Hot Plate Brewing…

Jim Horsford Pottery Demonstration at First Fridays at Five

Lichtenstein Center for the Arts 28 Renne Avenue, Pittsfield

Jim Horsford will be in his studio at the Lichtenstein Center for the Arts at 28 Renee Avenue hosting a free live pottery demonstration from 5 to 8 pm where…

Child ID Project at First Fridays at Five

Downtown Pittsfield Pittsfield

The Berkshire County Sheriff’s Office will be offering the Child ID Project at the September 5 First Fridays at Five. This free service creates a digital ID with fingerprints, photo,…

Family Fun Zone at First Fridays at Five

Downtown Pittsfield Pittsfield

The Family Fun Zone at First Fridays at Five will be on North Street and will feature free, interactive activities from local non-profit organizations including face-painting, arts & crafts, games,…

Makers Market at First Fridays at Five

Downtown Pittsfield Pittsfield

The Makers Market at First Fridays at Five will be on North Street and will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories,…

“Where’s Winston?” Scavenger Hunt at First Fridays at Five

Downtown Pittsfield Pittsfield

Downtown Pittsfield, Inc. will present a one-night-only Back-to-School edition of “Where’s Winston?” during the September 5th First Fridays at Five. This Back-to-School themed scavenger hunt for images of Officer Winston,…

Clock Tower Artists Open Studios

Clock Tower Artists 75 South Church Street, 3rd Floor, Pittsfield

September at the Clock Tower Artists Friday, September 5, 5 to 8 pm Saturday, September 13, 1 to 4 pm A new month, a new season approaching, and endless new inspiration! Step into…

First Fridays at Five: Opal Raven Cirque

Downtown Pittsfield Pittsfield

New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque. Opal Raven Cirque will perform a…

September 5 First Fridays at Five

Downtown Pittsfield Pittsfield

The final First Fridays at Five of the 2025 season will be held on Friday, September 5th from 5 to 8 pm with an Afterparty from 8 to 11 pm.…

First Fridays at Five: Stunt Comedian WackyChad!

Downtown Pittsfield Pittsfield

New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque. Stunt Comedian WackyChad! will perform…

Free Drop-In Art Making at First Fridays at Five

Berkshire Art Center 141 North Street, Pittsfield

The Berkshire Art Center (BAC), 141 North Street, will host Free Drop-In Art Making during First Fridays at Five on Friday, September 5 from 5:30 to 7:30 pm. Enjoy a…

Summit Sounds with the Housie Shakers

Bousquet Mountain 101 Dan Fox Drive, Pittsfield

Enjoy an outdoor concert like no other… Start with a beautiful scenic chairlift ride to the summit, enjoy a delicious locally sourced meal, some amazing beer and wine, and live…

Job Creators at Hot Plate

Hot Plate Brewing Co. 1 School Street, Pittsfield

Hot Plate Brewing Co. and Potency will feature the Job Creators during the next installment of their Original Concert Series on Friday, September 5! Job Creators is a psychedelic math rock based out of Boston/Brooklyn. The dynamic pair consists of Blaise Lucey on bass guitar and audio samples and Tim Winslow on drums and synthesizer. For 10 years…

Depot After Dark: First Fridays Afterparty

Liberty Street Liberty Street, Pittsfield

After the September 5 First Fridays at Five, Downtown Pittsfield, Inc., Tito’s Mexican Bar & Grill, and Wander Berkshires will present “Depot After Dark” outside on Liberty Street (the alleyway…