Pittsfield Parties Events

Aquanett LIVE at Proprietor's Lodge

The Proprietor's Lodge - Lakefront Events, Dining & Venue 14 Mar 2026

‘90s Nation: Alternative Rock

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 21 Feb 2026

Shredfest Rewind: 80's Day + Bank Slalom

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 7 Mar 2026

Red & White Valentines Day Party 🔥

Tavern at the A 14 Feb 2026

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

Clock Tower Artists' Studios and Gallery 17 Feb 2026

3rd Annual Night of Dreams Gala 2026

Berkshire Hills Country Club 8 May 2026

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

Methuselah Bar and Lounge 17 Feb 2026

10x10 Real Art Party (RAP) Call for Art and Drop-off

Clock Tower Business Park 7 Feb 2026

DJ on the Deck Après Ski Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 14 Feb 2026

Après Ski Party at Bousquet

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 21 Feb 2026

The Flannel Kings DEBUT at The Proprietor’s Lodge!

The Proprietor's Lodge - Lakefront Events, Dining & Venue 7 Mar 2026

Deal Me In - Casino Night to Benefit The Christian Center

193 Robbins Ave, Pittsfield, MA 10 Apr 2026

SKI-BR Day w/ Pabst Blue Ribbon

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 14 Mar 2026

Sanctum Gallery Grand Opening (Invitation for Love)

148 North St Pittsfield Ma 01201 14 Feb 2026

DJ on the Deck Après Ski Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 14 Mar 2026

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

Thistle and Mirth 26 Feb 2026

Queer Crafting @WANDER hosted by Rainbow Seniors

WANDER Berkshires 28 Feb 2026

Queer Crafting @WANDER hosted by Rainbow Seniors

WANDER Berkshires 14 Feb 2026

SPINDLE (music bingo) w/ DJ Pup Daddy - Awesome 80s

Hot Plate Brewing Co. 11 Feb 2026

Live Music with Jack Waldheim

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 16 Feb 2026

Paint & Sip

Tavern At The A 11 Apr 2026

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

Methuselah Bar and Lounge 16 Feb 2026

SHYNE RETURNS TO Tavern at The A!!!!

Tavern at the A 7 Mar 2026

Bring Your Own Vinyl w/ DJ Pup Daddy

Hot Plate Brewing Co. 27 Feb 2026

Paint & Sip

Proprietor's Lodge 11 Feb 2026

Berkshire Book Con: A Celebration of Reading & Writing

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 18 Apr 2026

"STRIKING OUT CANCER IN THE BERKSHIRES "!! /Joe Adee & The Lug Nuts

Proprietor's Lodge 21 Feb 2026

Open House

74 1st St, Pittsfield, MA, United States, Massachusetts 01201 24 Feb 2026

Breaking Out of the Mid-Winter Blues IV

75 North Street , Pittsfield, MA, United States, Massachusetts 01201 22 Feb 2026

Anti-Valentine's Day Party | Teen Programming

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 13 Feb 2026

THE COLLAB Artist Showcase: Live, Loud & Local

WANDER Berkshires 27 Feb 2026

Cards and Karaoke

Country Club of Pittsfield - Berkshires 21 Mar 2026

Puppi Pryde Presents: The Next Gen Showcase

WANDER Berkshires 10 Feb 2026

Bousquet Beach Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 17 Feb 2026

Brian Benlien at the Polish Falcons Pittsfield

Polish Falcons of America Nest 580 28 Feb 2026

All Over the Map Returns to Bei- Tempi!!!!

Bei Tempi - Good Times 21 Feb 2026

Men's Indoor Cornhole Tournament

172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201 7 Mar 2026