Benefit Fundraiser for Sally Tiska Rice

The Proprietor's Lodge - Lakefront Events, Dining & Venue 18 Jan 2026

Magic Tree House: Showtime with Shakespeare

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 14 Feb 2026

Youth Group Game Night

172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201 24 Jan 2026

Candlelight Yoga with Taylor

On Pointe Barre & Fitness Studio 23 Jan 2026

BOF's 3rd Annual Community Sing-Along

St. Stephen's Parish, Pittsfield MA 10 Jan 2026

XWA RUMBLE ROYALE

Masonic Temple Association 24 Jan 2026

Even It Up comes to The Parkside!!

Parkside Restaurant 24 Jan 2026

The Refrigerators

The Proprietor's Lodge - Lakefront Events, Dining & Venue 6 Feb 2026

Music Bingo (CASH PRIZES!!)

Berkshire Hills Country Club 23 Jan 2026

Rev Tor’s 14th Annual Dead of Winter Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 7 Feb 2026

Power Yoga w/ Amanda

On Pointe Barre & Fitness Studio 10 Jan 2026

FOOTPRINTS

Unitarian Universalists of Pittsfield (Mass.) 13 Jan 2026

Barre + Frequency: Barre & Sound Bath Experience

740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201 16 Jan 2026

Jazz Vespers Returns!

74 1st St, Pittsfield, MA, United States, Massachusetts 01201 4 Feb 2026

SheJumps | WILD SKILLS Junior Ski Patrol | MA

101 Dan Fox Dr 24 Jan 2026

Women's Annual New Year's party

172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201 10 Jan 2026

Q-MoB Easy Hike: Sacred Way Trail @ Canoe Meadows (Pittsfield, MA)

Mass Audubon Canoe Meadows Wildlife Sanctuary 17 Jan 2026

Paint 'n Sip at Dottie's with Diane Firtell

444 North St, Pittsfield, MA, United States, Massachusetts 01201 16 Jan 2026

Bring Your Own Vinyl w/ DJ Pup Daddy

Hot Plate Brewing Co. 23 Jan 2026

2026 Freedom Fund Awards

Berkshire Hills Country Club 24 Jan 2026