Upcoming Food & Drinks Events

June 5 First Fridays at Five

Downtown Pittsfield 5 Jun 2026
ART

June 5 First Fridays Artswalk

 Upstreet Cultural District, Pittsfield, MA, United States, Massachusetts 01201 5 Jun 2026
ART

BFAIR In Bloom - A Garden Party Tasting Event

 The Proprietor's Lodge - Lakefront Events, Dining & Venue 4 Jun 2026
ENTERTAINMENT

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Upcoming Festivals Events

MTC @ Berkshire Pride

The Common Park 20 Jun 2026
FESTIVALS

BHS July 4th 5K

500 Wahconah St, Pittsfield, MA 01201-2666, United States 4 Jul 2026
SPORTS

Rev Tor's 30th Anniversary Jam

 The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Sep 2026
ENTERTAINMENT

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Upcoming Comedy Events

Comedian Bob Marley PITTSFIELD Massachusetts Show June 12 at The Colonial Theatre!

 Colonial Theatre 12 Jun 2026
ART

Bob Marley Live

 Colonial Theatre 12 Jun 2026
COMEDY

Bob Marley - Comedian

Colonial Theatre 12 Jun 2026
COMEDY

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Upcoming Parades Events

TENTH ANNUAL Berkshire Pride Festival & Parade

 The Common Park 20 Jun 2026
FESTIVALS

2026 Pittsfield Parade Car Show

 McKay St, Pittsfield, MA 01201, United States 5 Jul 2026
PARADES

Dine to Donate - Papa Joe's Ristorante & Pizzeria

 Papa Joe's Ristorante and Pizzeria 3 Jun 2026
NONPROFIT

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Trending Events in Pittsfield

Back to the Garden 1969

 The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 30 May 2026
MUSIC

Rhapsody: The Music of Queen

 The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Jun 2026
MUSIC

Pride Kick-Off Block Party

 Downtown Pittsfield 30 May 2026
PARTIES

Dean Lister Leg Lock Seminar

 1625 East St, Pittsfield, MA 14 Jun 2026
WORKSHOPS

THS Class of 2016 10 Year Reunion

 Controy Pavilion 500 Lakeway Drive, Pittsfield, MA 8 Aug 2026
WORKSHOPS

The 43rd.Annual Paul Dowd Golf Classic

 Berkshire Hills Country Club 10 Jun 2026
SPORTS

Orleans in Pittsfield

 The Colonial Theatre 11 Sep 2026
ART

🎓 24th Annual Graduate Recognition Event

 Berkshire Community College 30 May 2026

Soft Rock of the ’70s & ’80s at The Colonial Theatre

The Colonial Theatre: Berkshire Theatre Group 30 May 2026

Yacht Lobsters

 The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 30 May 2026
MUSIC

1776

 The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 2 Jul 2026
ART

Summer Stomp Country Concert

 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 25 Jul 2026
CONCERTS

Save the Date! Juneteenth Celebration 2026!

 Durant Park 21 Jun 2026

Start Making Sense - Talking Heads Tribute Band Concert

 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 18 Jul 2026
MUSIC

Strange Fancies: Stories of Hauntings and Ghostly Inspiration at Arrowhead

 Herman Melville's Arrowhead 29 May 2026
ART

More things to do in Pittsfield

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St. Patrick's Day
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