What are the top free Events happening in Pittsfield?

Here are the top free Events in Pittsfield:: - Queer Crafting @WANDER hosted by Rainbow Seniors is happening on Sat 28 Feb 2026 from 12:00 PM onwards at WANDER Berkshires, Pittsfield - Q-MoB Board/Leadership Team Meeting (Pittsfield, MA) is happening on Sun 22 Feb 2026 from 3:00 PM onwards at Downtown Pittsfield - NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA) is happening on Mon 16 Feb 2026 from 6:00 PM onwards at Methuselah Bar and Lounge, Pittsfield

What are the Events happening in Pittsfield This Weekend February 20-22 2026?

Here are the Events happening this weekend February 20-22 2026 in Pittsfield:: - The Little Mermen & The Princess Pals: Disney Sing Along is happening on Fri 20 Feb 2026 from 7:00 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - 10 by Satch: The Music of Louis Armstrong is happening on Fri 20 Feb 2026 from 7:30 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield - ‘90s Nation: Alternative Rock is happening on Sat 21 Feb 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - Day of Play with the Berkshire Museum is happening on Sat 21 Feb 2026 from 10:30 AM onwards at Berkshire Athenaeum, Pittsfield - Paint 'n Sip is happening on Fri 20 Feb 2026 from 6:00 PM onwards at 444 North St, Pittsfield, MA, United States, Massachusetts 01201

What Events are happening in Pittsfield Today February 16 2026?

Here are the Events happening today February 16 2026 in Pittsfield:: - Free President's Day Bubble Show at Berkshire Community College (11:00AM Show) is happening on Mon 16 Feb 2026 from 11:00 AM onwards at Berkshire Community College, Pittsfield - 3rd Annual Winter Festival at Clapp Park is happening on Mon 16 Feb 2026 from 10:00 AM onwards at Clapp Park, Pittsfield - Beaver Detectives at Canoe Meadows is happening on Mon 16 Feb 2026 from 4:00 PM onwards at Canoe Meadows Wildlife Sanctuary, Pittsfield - NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA) is happening on Mon 16 Feb 2026 from 6:00 PM onwards at Methuselah Bar and Lounge, Pittsfield

What are the top Events happening in Pittsfield?

Here are the top Events in Pittsfield:: - Bay State Games - Alpine Skiing is happening on Sun 15 Mar 2026 from 8:30 AM onwards at 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 - Free President's Day Bubble Show at Berkshire Community College (11:00AM Show) is happening on Mon 16 Feb 2026 from 11:00 AM onwards at Berkshire Community College, Pittsfield - The Little Mermen & The Princess Pals: Disney Sing Along is happening on Fri 20 Feb 2026 from 7:00 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - Beyond The Wall Performs Dark Side of the Moon is happening on Sat 14 Mar 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - Aquanett LIVE at Proprietor's Lodge is happening on Sat 14 Mar 2026 from 8:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield - Days of Play at Berkshire Community College is happening on Tue 17 Feb 2026 from 10:30 AM onwards at Berkshire Community College, Pittsfield - Kristin Key: The Camp Kristin Tour is happening on Fri 27 Mar 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - 10 by Satch: The Music of Louis Armstrong is happening on Fri 20 Feb 2026 from 7:30 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield - ‘90s Nation: Alternative Rock is happening on Sat 21 Feb 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - Orleans in Pittsfield is happening on Fri 11 Sep 2026 from 7:30 PM onwards at The Colonial Theatre, Pittsfield

What are the Events happening in Pittsfield this February 2026?

Here are the Events happening in Pittsfield in February 2026 :: - Free President's Day Bubble Show at Berkshire Community College (11:00AM Show) is happening on Mon 16 Feb 2026 from 11:00 AM onwards at Berkshire Community College, Pittsfield - The Little Mermen & The Princess Pals: Disney Sing Along is happening on Fri 20 Feb 2026 from 7:00 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 - Days of Play at Berkshire Community College is happening on Tue 17 Feb 2026 from 10:30 AM onwards at Berkshire Community College, Pittsfield - 10 by Satch: The Music of Louis Armstrong is happening on Fri 20 Feb 2026 from 7:30 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield - ‘90s Nation: Alternative Rock is happening on Sat 21 Feb 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

All Events in Pittsfield, Today and Upcoming Events in Pittsfield

AllEvents · 2026-02-16T22:38:04+00:00

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Events in Pittsfield

Sun, 15 Mar, 2026 - 08:30 AM

Bay State Games - Alpine Skiing

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

30+ Interested
Mon, 16 Feb, 2026 - 11:00 AM

Free President's Day Bubble Show at Berkshire Community College (11:00AM Show)

Berkshire Community College

87+ Interested
Fri, 20 Feb, 2026 - 07:00 PM

The Little Mermen & The Princess Pals: Disney Sing Along

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

6+ Interested
Sat, 14 Mar, 2026 - 07:30 PM

Beyond The Wall Performs Dark Side of the Moon

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

126+ Interested
Sat, 14 Mar, 2026 - 08:00 PM

Aquanett LIVE at Proprietor's Lodge

The Proprietor's Lodge - Lakefront Events, Dining & Venue

139+ Interested
Tue, 17 Feb, 2026 - 10:30 AM

Days of Play at Berkshire Community College

Berkshire Community College

35+ Interested
Fri, 27 Mar, 2026 - 07:30 PM

Kristin Key: The Camp Kristin Tour

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

6+ Interested
Fri, 20 Feb, 2026 - 07:30 PM

10 by Satch: The Music of Louis Armstrong

The Proprietor's Lodge - Lakefront Events, Dining & Venue

43+ Interested
Sat, 21 Feb, 2026 - 07:30 PM

‘90s Nation: Alternative Rock

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

44+ Interested
Fri, 11 Sep, 2026 - 07:30 PM

Orleans in Pittsfield

The Colonial Theatre
Mon, 16 Feb, 2026 - 10:00 AM

3rd Annual Winter Festival at Clapp Park

Clapp Park

44+ Interested
Sat, 09 May, 2026 - 07:00 PM

The Lovin' Spoonful in Pittsfield

The Colonial Theatre

6+ Interested
Sat, 28 Feb, 2026 - 06:00 PM

Bianchi/Barbarotta Foundation 12th Annual Beer Tasting

Berkshire Hills Country Club

66+ Interested
Sat, 07 Mar, 2026 - 12:00 PM

Shredfest Rewind: 80's Day + Bank Slalom

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

34+ Interested
Thu, 19 Feb, 2026 - 06:00 PM

10x10 Real Art Party 2026

Clock Tower Artists

40+ Interested
Tue, 17 Feb, 2026 - 06:00 PM

The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)

Clock Tower Artists' Studios and Gallery

USD 23
Sat, 18 Apr, 2026 - 05:00 PM

Rock & Bowl Fundraiser for Pittsfield Community Food Pantry

New Moon Lodge

41+ Interested
Sat, 21 Feb, 2026 - 10:30 AM

Day of Play with the Berkshire Museum

Berkshire Athenaeum

81+ Interested
Fri, 08 May, 2026 - 06:00 PM

3rd Annual Night of Dreams Gala 2026

Berkshire Hills Country Club

94+ Interested
Fri, 20 Feb, 2026 - 06:00 PM

Paint 'n Sip

444 North St, Pittsfield, MA, United States, Massachusetts 01201

16+ Interested
Tue, 17 Feb, 2026 - 07:00 PM

Vinyl Night w/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM

Methuselah Bar and Lounge

8+ Interested
Sat, 04 Apr, 2026 - 07:30 PM

Four Sticks: The Music of Led Zeppelin

111 South St., Pittsfield, MA, United States, Massachusetts 01201

8+ Interested
Fri, 10 Apr, 2026 - 06:00 PM

Deal Me In - Casino Night to Benefit The Christian Center

193 Robbins Ave, Pittsfield, MA

63+ Interested
Sat, 21 Feb, 2026 - 12:00 PM

Après Ski Party at Bousquet

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

17+ Interested
Sat, 07 Mar, 2026 - 08:00 PM

The Flannel Kings DEBUT at The Proprietor’s Lodge!

The Proprietor's Lodge - Lakefront Events, Dining & Venue

11+ Interested
Sat, 28 Mar, 2026 - 07:30 PM

Rev Tor’s 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

71+ Interested
Sat, 21 Feb, 2026 - 07:00 PM

Community Dinner with seeing rainbows

175 Wendell Ave, Pittsfield, MA 01201-6927, United States

9+ Interested
Fri, 01 May, 2026 - 07:30 PM

I’m Going To Graceland

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

12+ Interested
Tue, 31 Mar, 2026 - 08:00 AM

Youth Mental Health First Aid

Berkshire Innovation Center
Sat, 21 Feb, 2026 - 10:00 AM

RAD Women's Self Defense Training Certification

Allendale Shopping Center, 5 Cheshire Rd , Suite 119 , Pittsfield,MA 01201, Pittsfield, MA, United States, Massachusetts 01201

50+ Interested
Sun, 08 Mar, 2026 - 11:00 AM

Dale Derby Cardboard Box Race

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

10+ Interested
Thu, 26 Feb, 2026 - 07:00 PM

SPINDLE (music bingo) w/ DJ Pup Daddy - Golden Age of Hip Hop

Thistle and Mirth

5+ Interested
Sat, 28 Feb, 2026 - 06:00 PM

A Salute to the American Soldier a Military Musical- Presented by Wayne Soares

The Proprietor's Lodge - Lakefront Events, Dining & Venue

26+ Interested
Sat, 14 Mar, 2026 - 07:30 PM

Dark Side of the Moon performed by Beyond the Wall

Colonial Theatre

71+ Interested
Sat, 07 Mar, 2026 - 06:00 PM

Cosmic Bowling- STRIKE OUT GLIOBLASTOMA!

K&M Bowling

9+ Interested
Fri, 27 Feb, 2026 - 07:00 PM

Gateway Fiber Free Bowling Night

K&M Bowling

47+ Interested
Wed, 11 Mar, 2026 - 06:00 PM

Paint & Sip ( Sunshine Daisies Porch Leaner)

Proprietor's Lodge

USD 50
Sat, 28 Feb Onwards

Queer Crafting @WANDER hosted by Rainbow Seniors

WANDER Berkshires

Newly Added

|

Free
Sun, 22 Feb, 2026 - 03:00 PM

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

Downtown Pittsfield

Free
Sat, 21 Feb, 2026 - 08:00 PM

Full Burn Slides Into The A !!

Tavern at the A

42+ Interested
Tue, 10 Mar, 2026 - 05:30 PM

Quick & Easy Dinners | Community Education Workshop

1350 West St, Pittsfield, MA, United States, Massachusetts 01201
Fri, 20 Feb, 2026 - 10:00 AM

Winter Reading Olympics Read-In

Berkshire Athenaeum

5+ Interested
Mon, 16 Feb, 2026 - 04:00 PM

Beaver Detectives at Canoe Meadows

Canoe Meadows Wildlife Sanctuary

5+ Interested
Mon, 16 Feb, 2026 - 06:00 PM

NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA)

Methuselah Bar and Lounge

Free
Fri, 10 Apr, 2026 - 07:30 PM

Little Lies: A Tribute to Fleetwood Mac

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

48+ Interested

All Upcoming events

in Pittsfield

Events in Pittsfield

Events in Pittsfield

Bay State Games - Alpine Skiing

Free President's Day Bubble Show at Berkshire Community College (11:00AM Show)

The Little Mermen & The Princess Pals: Disney Sing Along

Beyond The Wall Performs Dark Side of the Moon

Aquanett LIVE at Proprietor's Lodge

Days of Play at Berkshire Community College

Kristin Key: The Camp Kristin Tour

10 by Satch: The Music of Louis Armstrong

‘90s Nation: Alternative Rock

Orleans in Pittsfield

3rd Annual Winter Festival at Clapp Park

The Lovin' Spoonful in Pittsfield

Bianchi/Barbarotta Foundation 12th Annual Beer Tasting

Shredfest Rewind: 80's Day + Bank Slalom

10x10 Real Art Party 2026

The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)

Rock & Bowl Fundraiser for Pittsfield Community Food Pantry

Day of Play with the Berkshire Museum

3rd Annual Night of Dreams Gala 2026

Paint 'n Sip

Vinyl Night w/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM

Four Sticks: The Music of Led Zeppelin

Deal Me In - Casino Night to Benefit The Christian Center

Après Ski Party at Bousquet

The Flannel Kings DEBUT at The Proprietor’s Lodge!

Rev Tor’s 30th Anniversary Jam

Community Dinner with seeing rainbows

I’m Going To Graceland

Youth Mental Health First Aid

RAD Women's Self Defense Training Certification

Dale Derby Cardboard Box Race

SPINDLE (music bingo) w/ DJ Pup Daddy - Golden Age of Hip Hop

A Salute to the American Soldier a Military Musical- Presented by Wayne Soares

Dark Side of the Moon performed by Beyond the Wall

Cosmic Bowling- STRIKE OUT GLIOBLASTOMA!

Gateway Fiber Free Bowling Night

Paint & Sip ( Sunshine Daisies Porch Leaner)

Queer Crafting @WANDER hosted by Rainbow Seniors

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

Full Burn Slides Into The A !!

Quick & Easy Dinners | Community Education Workshop

Winter Reading Olympics Read-In

Beaver Detectives at Canoe Meadows

NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA)

Little Lies: A Tribute to Fleetwood Mac

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