All Upcoming events

• Sat, 24 Jan Onwards

  Queer Crafting @WANDER with Rainbow Seniors

  WANDER Berkshires

  Newly Added

  |

  Free
• Fri, 11 Sep, 2026 - 07:30 PM

  Orleans in Pittsfield

  The Colonial Theatre
• Sat, 21 Feb, 2026 - 07:30 PM

  ‘90s Nation: Alternative Rock

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

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

  Aquanett LIVE at Proprietor's Lodge

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

  76+ Interested
• Thu, 15 Jan, 2026 - 08:00 PM

  Pride Night w/ DJ Pup Daddy - The Best Songs of 2025

  Methuselah Bar and Lounge

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

  Bianchi/Barbarotta Foundation 12th Annual Beer Tasting

  Berkshire Hills Country Club

  60+ Interested
• Sun, 18 Jan, 2026 - 03:00 PM

  Benefit Fundraiser for Sally Tiska Rice

  The Proprietor's Lodge - Lakefront Events, Dining & Venue
• Sat, 14 Feb, 2026 - 02:00 PM

  Magic Tree House: Showtime with Shakespeare

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

  64+ Interested
• Fri, 09 Jan, 2026 - 09:30 PM

  Capricorn Bashment w/ DJ Champ

  BB's Hot Spot

  15+ Interested
• Fri, 23 Jan, 2026 - 07:00 PM

  Bring Your Own Vinyl w/ DJ Pup Daddy

  Hot Plate Brewing Co.

  13+ Interested
• Sat, 07 Feb, 2026 - 06:00 PM

  Miracles for Miles Dance Marathon $1000 prize

  Berkshire Hills Country Club

  USD 29
• Fri, 23 Jan, 2026 - 06:00 PM

  Candlelight Yoga with Taylor

  On Pointe Barre & Fitness Studio

  23+ Interested
• Sat, 10 Jan, 2026 - 12:30 PM

  Queer Crafting @ Wander with Rainbow Seniors

  W A N D E R Berkshires

  6+ Interested

  |

  Free
• Sat, 14 Feb, 2026 - 09:00 PM

  Red & White Valentines Day Party 🔥

  Tavern at the A

  32+ Interested
• Sat, 24 Jan, 2026 - 09:00 PM

  Even It Up comes to The Parkside!!

  Parkside Restaurant

  45+ Interested
• Fri, 06 Feb, 2026 - 08:00 PM

  The Refrigerators

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

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

  Four Sticks: The Music of Led Zeppelin

  111 South St., Pittsfield, MA, United States, Massachusetts 01201
• Sat, 10 Jan, 2026 - 12:00 PM

  DJ on the Deck Après Ski Party

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

  32+ Interested
• Sat, 07 Feb, 2026 - 07:30 PM

  Rev Tor’s 14th Annual Dead of Winter Jam

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

  135+ Interested
• Sat, 10 Jan, 2026 - 07:45 AM

  Power Yoga w/ Amanda

  On Pointe Barre & Fitness Studio
• Tue, 13 Jan, 2026 - 07:00 PM

  FOOTPRINTS

  Unitarian Universalists of Pittsfield (Mass.)

  18+ Interested
• Sun, 11 Jan, 2026 - 09:15 AM

  Cardio Kickboxing (8-week series: Jan. 4th - Feb. 22nd)

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

  6+ Interested
• Fri, 16 Jan, 2026 - 06:00 PM

  Barre + Frequency: Barre & Sound Bath Experience

  740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201

  22+ Interested
• Sat, 24 Jan, 2026 - 07:00 PM

  Youth Group Game Night

  172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201
• Sat, 10 Jan, 2026 - 05:30 PM

  Women's Annual New Year's party

  172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201

  25+ Interested
• Sat, 17 Jan, 2026 - 02:00 PM

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

  Mass Audubon Canoe Meadows Wildlife Sanctuary

  Free
• Fri, 16 Jan, 2026 - 06:00 PM

  Paint 'n Sip at Dottie's with Diane Firtell

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

  7+ 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

  66+ Interested
• Sat, 24 Jan, 2026 - 05:00 PM

  2026 Freedom Fund Awards

  Berkshire Hills Country Club

  USD 109
• Sat, 07 Mar, 2026 - 12:00 PM

  Shredfest Rewind: 80's Day + Bank Slalom

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

  21+ 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

  7+ Interested
• Sat, 31 Jan, 2026 - 05:00 PM

  2026 Brett Haas Racing Party

  Polish Falcon Club

  USD 10
• Sun, 11 Jan, 2026 - 05:00 PM

  Celebration of Life for James Toner

  Dotties Coffee Lounge

  47+ Interested
• Tue, 03 Feb, 2026 - 05:30 PM

  Basic Dinner Party | Community Education Workshop

  1350 West St, Pittsfield, MA, United States, Massachusetts 01201
• Sat, 10 Jan, 2026 - 02:00 PM

  BOF's 3rd Annual Community Sing-Along

  St. Stephen's Parish, Pittsfield MA

  6+ Interested
• Mon, 12 Jan, 2026 - 04:15 PM

  Ballet Foundations (8-Week Series: Jan. 5th - Feb. 23rd)

  55 North St, Pittsfield, MA, United States, Massachusetts 01201
• Sat, 14 Mar, 2026 - 12:00 PM

  SKI-BR Day w/ Pabst Blue Ribbon

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

  26+ Interested
• Fri, 20 Mar, 2026 - 08:30 AM

  BERK12 Education Community Convening

  Berkshire Community College

  Free
• Thu, 22 Jan, 2026 - 07:00 PM

  SPINDLE (music bingo) w/ DJ Pup Daddy - Today's Hits

  Thistle and Mirth

  7+ Interested
• Sat, 24 Jan, 2026 - 05:00 PM

  XWA RUMBLE ROYALE

  Masonic Temple Association

  80+ Interested
• Wed, 14 Jan, 2026 - 07:00 PM

  SPINDLE (music bingo) w/ DJ Pup Daddy - Songs of the 2000s

  Hot Plate Brewing Co.

  13+ Interested
• Sun, 11 Jan, 2026 - 01:30 PM

  Tubing for Tikkun Olam

  Bousquet

  30+ Interested
• Sat, 14 Feb, 2026 - 01:00 PM

  Sanctum Gallery Grand Opening (Invitation for Love)

  148 North St Pittsfield Ma 01201

  226+ Interested
• Sat, 07 Feb, 2026 - 01:00 PM

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

  Clock Tower Business Park

  35+ Interested
• Fri, 23 Jan, 2026 - 07:00 PM

  Music Bingo (CASH PRIZES!!)

  Berkshire Hills Country Club

  131+ Interested