Upcoming Pittsfield Events

Check out what's happening all around Pittsfield, MA

Rhapsody: The Music of Queen

 Thu, 25 Jun at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Pittsfield CityJazz Festival: Grace Kelly & Veronica Swift

 Sat, 25 Apr at 07:00 pm Barrington Stage Company Boyd-Quinson Mainstage

50th Mother's Day 5K to the support Elizabeth Freeman Center

Sun, 10 May at 08:00 am Berkshire Community College

Dancing Dream: The Music of ABBA

 Sat, 16 May at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Rev Tor's 30th Anniversary Jam

 Fri, 25 Sep at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

The 43rd.Annual Paul Dowd Golf Classic

 Wed, 10 Jun at 06:30 am Berkshire Hills Country Club

The Lovin' Spoonful in Pittsfield

 Sat, 09 May at 07:00 pm The Colonial Theatre

SUMMER KICKOFF @ TITOS FT DJ STATIC

 Fri, 01 May at 10:00 pm Tito's Mexican Bar & Grill USD 18 to 24

I’m Going To Graceland

 Fri, 01 May at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

3rd Annual Night of Dreams Gala 2026

 Fri, 08 May at 06:00 pm Berkshire Hills Country Club

Orleans in Pittsfield

 Fri, 11 Sep at 07:30 pm The Colonial Theatre

Yacht Lobsters

 Sat, 30 May at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Jazz Crawl: Dance Set with The Lucky 5

 Fri, 24 Apr at 08:00 pm W A N D E R Berkshires

GREAT FUTURES NIGHT OUT

 Fri, 01 May at 06:00 pm Proprietor's Lodge

Pride Night w/ DJ Pup Daddy - Cher w/ Wig Exchange & Lip Synch Battle

 Thu, 07 May at 07:00 pm Hot Plate Brewing Co.

Roald Dahl’s James and the Giant Peach JR.

 Fri, 24 Apr at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

An Enchanted Evening Celebrating Magic Tree House

 Sat, 23 May at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Summer Stomp Country Concert

 Sat, 25 Jul at 05:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

1776

 Thu, 02 Jul at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

BFAIR In Bloom - A Garden Party Tasting Event

 Thu, 04 Jun at 05:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

A Fleetwood Mac Candlelight Experience In Pittsfield, MA - Saturday, May 2nd

 Sat, 02 May at 11:00 pm Zion Lutheran Church (ELCA)

Start Making Sense - Talking Heads Tribute Band Concert

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

The Legend of Georgia McBride

 Fri, 31 Jul at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

DEEP DIVE - With Chris Hedges

 Sat, 25 Apr at 01:00 pm 110 South St, Pittsfield, MA 01201-6110, United States

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

Sat, 30 May at 07:30 pm The Colonial Theatre: Berkshire Theatre Group

City of the Dead

 Sat, 02 May at 07:00 pm Pittsfield Cemetery & Crematory

Ruth P. Boraski Celebration Evening

 Thu, 07 May at 05:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Ladies Tea Party

 Sat, 02 May at 01:00 pm 172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201

Eatza Pizza IV

 Thu, 07 May at 06:00 pm Berkshire Hills Country Club

HairBallz 10 year Anniversary Bash!!

 Sat, 30 May at 08:00 pm Tavern At The A

Fire on the Mountain Jam

 Sat, 01 Aug at 05:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

2026 Pittsfield Parade Car Show

 Sun, 05 Jul at 10:00 am McKay St, Pittsfield, MA 01201, United States

Bousquet Jazz Festival - Presented by Berkshires Jazz

 Sat, 08 Aug at 04:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

Community Clothing Swap

 Sat, 25 Apr at 10:00 am Zion Lutheran Church of Pittsfield

Invest In The Berkshires- Mixer & Market Tour

 Fri, 22 May at 05:30 pm Price Memorial AME Zion Church 27 East st Pittsfield, MA 01201

1st cruise night at the airport

Wed, 03 Jun at 05:00 pm Pittsfield Municipal Airport

BCC Players Presents "The Prom" | 2026 Spring Musical

 Fri, 01 May at 07:00 pm 1350 West St, Pittsfield, MA, United States, Massachusetts 01201

NO TRUMP! Protest

 Sun, 14 Jun at 02:00 pm Park Square

NEW Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)

 Thu, 05 Feb at 07:00 pm Hot Plate Brewing Co. Free

Taconic Theatre present Big Fish

 Fri, 08 May at 07:00 pm 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201

Greylock Explorer's Club at Pittsfield State Forest

 Fri, 15 May at 11:00 am 1041 Cascade Street, Pittsfield MA 01201, United States

Radical Reptiles Series | Children's Programming

 Sat, 16 May at 10:30 am 1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201

Carr Hardware Ladies Night

 Thu, 07 May at 06:00 pm Carr Hardware

Classical Chamber Music Retreat

 Wed, 19 Aug at 03:30 pm 30 Wendell Ave, Pittsfield, MA, United States, Massachusetts 01201

Berkshire County Sheriffs’ Charitable Foundation Inc. Music Bingo

 Thu, 28 May at 06:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Djembe and Doun Doun class with Bolokada Conde

 Mon, 27 Apr at 06:00 pm Lichtenstein Center For Arts

Founding Martyr Dr. Joseph Warren: An Evening with Christian Di Spigna

 Sat, 25 Apr at 06:00 pm Pittsfield Masonic Building, 116 South St., Pittsfield, MA

Q-MoB Science Salon: Strategies for Better Connections (Pittsfield, MA)

 Sun, 26 Apr at 12:30 pm 110 South St Free

Spring Tea Cleansing: Sip & Learn

 Tue, 28 Apr at 10:00 am WANDER Berkshires USD 29

Take Home Crafts | Children's Programming

 Fri, 15 May at 03:00 pm Berkshire Athenaeum

34th. Annual Harry A Bateman Memorial Jimmy Fund Fishing Derby

 Sat, 06 Jun at 06:00 am Onota Lake Pavilion

Mass Kids Lit Fest Comes to the Berkshire Athenaeum!

 Sat, 09 May at 10:30 am Berkshire Athenaeum

Questions & Answers: American Echoes

 Sat, 09 May at 03:00 pm Zion Lutheran Church (ELCA) USD 0 to 23

Chicken Everyday | Community Education Workshop

 Tue, 05 May at 05:30 pm 1350 West St, Pittsfield, MA, United States, Massachusetts 01201

Hootenanny 2026

 Sat, 25 Jul at 03:00 pm Noble's Farm Stand And Flower Shop

Dine to Donate 4th of July Parade

Thu, 30 Apr at 04:00 pm 101 Wahconah St, Pittsfield, MA

Queer Birdhouse Painting at Indie Readery and Records

 Sun, 26 Apr at 01:00 pm 314 North St, Pittsfield, MA 01201-4605, United States

Somatic Breathwork for Resilience

 Sun, 03 May at 02:00 pm WANDER Berkshires USD 18 to 29

Taconic Crest Hiking Club End to End (E2E) Challenge

 Sat, 09 May at 05:00 am Berry Pond Circuit Road USD 0 to 82

Paint Your Mom

 Fri, 08 May at 06:00 pm Dottie's Coffee Lounge

Planning Team Berkshire Pride Art Exhibit @Berkshire Athenaeum Pittsfield

 Thu, 12 Feb at 06:30 pm Berkshire Athenaeum, Pittsfield's Public Library Free

A Community Celebration in Honor of President Kennedy

 Thu, 04 Jun at 04:00 pm 1350 West St, Pittsfield, MA, United States, Massachusetts 01201

Caregiver Dementia Training: Exploring Care and Support Services

 Fri, 24 Apr at 02:00 pm 66 Wendell Ave, Pittsfield, MA 01201

Free Ride Day sponsored by UCP of Western Massachusetts

Sat, 25 Apr at 12:00 pm Downtown Pittsfield

Babes Bazaar Benefit Show

 Fri, 08 May at 06:00 pm Zion Lutheran Church of Pittsfield

Berkshires ONLY Open Mic Night

 Mon, 04 May at 06:00 pm WANDER Berkshires USD 13

Tiny Art Show: Take-Home Kit Pickup | Children's & Teen Programming

 Fri, 01 May at 09:00 am Berkshire Athenaeum

FINANCIAL COACHING FOR THE LGBTQ+ COMMUNITY

 Thu, 14 May at 02:00 pm Berkshire Pride

BFAIR Annual Meeting

 Wed, 06 May at 07:30 am Berkshire Hills Country Club

2026 Annual EMS Awards Dinner

 Fri, 15 May at 05:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Luau Party May 30th HB Funk!!

 Sat, 30 May at 07:00 pm 32 Bel Air Ave, Pittsfield, MA

Berkshire Heart & Mind Therapy Grand Opening – April 30th, 2026

 Thu, 30 Apr at 03:00 pm 34 Depot Street, Suite 303, 01201-1821

Who's ready for a Luau Party ?

 Sat, 30 May at 07:00 pm Polish Falcons of America Nest 580

All White Summer Kick off Party

 Sat, 23 May at 08:00 pm 101 Restaurant & Bar

Dylan & Jamie’s Brews Before I Dos

 Sat, 06 Jun at 02:00 pm 33 Brickhouse Mtn Rd, Pittsfield

Community Drumming Circle

Sun, 07 Jun at 03:00 pm 75 North Street , Pittsfield, MA, United States, Massachusetts 01201

Remembrance Ceremony & Butterfly Release

 Sun, 31 May at 11:00 am Controy Pavilion, Lakeway Dr. Pittsfield, MA

GLOW PARTY WITH QUIESSENCE MEDSPA & DOLCE ROSE

 Sun, 17 May at 03:00 pm 305 North St USD 215

BEATTHESTREETS ALL STAR WEEKEND

Fri, 07 Aug at 12:00 am Dorothy Amos Park

VENDORS NEEDED FOR NEW TALK SHOW!

 Thu, 21 Aug at 07:00 pm Pittsfield,Massachusetts 01203 USD 29

Spring clean-up and more...

 Sat, 25 Apr at 09:00 am Springside Park

Annual summer picnic

Sat, 18 Jul at 11:00 am Onota Lake - Pittsfield, Mass.

Shred Day

 Sat, 16 May at 09:00 am Berkshire United Way

Q-MoB Board & Leadership Team Monthly Meeting (Pittsfield, MA)

 Sat, 15 Mar at 03:00 pm Unitarian Universalist Church of Pittsfield Free

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Pittsfield Free

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Pittsfield Area!

 Fri, 24 Apr Springside Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 10

Self-Care City Scavenger Hunt – Based on Hot Habits Series: Pittsfield Area

 Thu, 03 Oct at 01:00 pm *Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 0 to 23
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