Halloween With Skeeter Creek At The Proprietor’s Lodge Sat, 31 Oct at 08:00 pm 22 Waubeek Rd USD 23 FITNESS
The Shining @ Holiday Inn Sat, 31 Oct at 08:00 pm Holiday Inn & Suites Pittsfield-Berkshires by IHG USD 24 FITNESS
Mamma Mania: The American Tribute to ABBA Sun, 25 Oct at 02:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 MUSIC
Yesterday and Today: The Interactive Beatles Experience Fri, 16 Oct at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 MUSIC
The Boy Band Project Sat, 17 Oct at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 ENTERTAINMENT
Music Bingo to benefit Thanksgiving Angels! Sun, 25 Oct at 05:00 pm Berkshire Hills Country Club NONPROFIT
PMI-CPMAI® Weekend Training – Project in AI Certification in Pittsfield, MA Sat, 18 Apr at 09:00 am 437 North St USD 3,499 FITNESS
Become AI Project Ready – PMI-CPMAI Training Program in Pittsfield, MA Wed, 22 Apr at 09:00 am 437 North St USD 2,999 FITNESS
PERPETUAL’s Harvest Market Sat, 24 Oct at 12:00 pm PERPETUAL Cannabis Dispensary Pittsfield FREE FITNESS
Berkshire QueerArts Collective & Pride Art Exhibit Planning (Pittsfield, MA Wed, 26 Aug Lichtenstein Center for the Arts FREE ART
ThunderBeard: #1 Tribute to ZZ Top - Pittsfield, MA Fri, 06 Nov at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 MUSIC
2026 Berkshire County Special Needs Community Conference Wed, 21 Oct at 08:30 am Berkshire Innovation Center BUSINESS
13th Annual Party on the Patio Sun, 18 Oct at 05:00 pm 22 Waubeek Rd, Pittsfield, MA 01201-1432, United States PARTIES
Halloween Family Movie Night at Bousquet Sport Fri, 23 Oct at 05:30 pm 100 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 SPORTS
Pumpkin Extravaganza – Family Day at the Village Sat, 17 Oct at 11:00 am 1843 W Housatonic St, Pittsfield, MA, United States, Massachusetts 01201 TRIPS-ADVENTURES
Halloween Eve Vinyl Spins w/ DJ Pup Daddy - Spooky Tunes @ 45 RPM Fri, 30 Oct at 07:00 pm Hot Plate Brewing Co. COSTUME-PARTIES
Yes Darling Fri, 13 Nov at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 COMEDY
Candlelight: A Haunted Evening of Halloween Classics Fri, 30 Oct at 07:00 pm South Congregational Church CANDLELIGHT-CONCERTS
Early Access Movie Party – Sense and Sensibility Wed, 14 Oct at 07:00 pm 57 North St, Pittsfield, MA, United States, Massachusetts 01201 ENTERTAINMENT
The Polar Express with Santa Claus Sat, 12 Dec at 10:00 am 57 North St, Pittsfield, MA, United States, Massachusetts 01201 ART
Q-MoB Queer Men's Community Salon & Potluck @ UU Pittsfield Sun, 11 Jan at 03:30 pm Unitarian Universalist Church of Pittsfield FREE FITNESS
Aquanett LIVE at Proprietor's Lodge Sat, 21 Nov at 08:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue MUSIC
Silver Lake Halloween Show Sat, 24 Oct at 06:00 pm 67 East St, Pittsfield, MA 01201-5313, United States
The Brien Center Networking and Training Night - Free Event - Free CEUs Wed, 21 Oct at 05:00 pm Zucchini's Restaurant FREE FITNESS
Halloween Community Trick-or-Treat at On Pointe Barre Sat, 31 Oct at 10:30 am 740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201 KIDS
Mutts Gone Nuts: Santa Paws Sat, 12 Dec at 02:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 ART
BOOsquet Halloween Party Fri, 30 Oct at 07:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 HALLOWEEN-PARTIES
Trunk or Treat Halloween Celebration Thu, 22 Oct at 05:00 pm Parking Lot at 75 S Church St, Pittsfield, MA 01201-6121, United States KIDS
The Light Before Christmas with Trek Track Collective Sat, 28 Nov at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 MUSIC
Halloween Glow Barre Party Fri, 23 Oct at 06:00 pm 740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201 PARTIES
Committed Basketball Academy Basketball Clinic Sun, 11 Oct at 10:00 am 16 Melville Street, Pittsfield, MA, United States, Massachusetts 01201 CONTESTS
The Polar Express for $1 Fri, 11 Dec at 10:00 am 57 North St, Pittsfield, MA, United States, Massachusetts 01201 ART
50 Shades Of Pink The Assignment Of A KingsDaughter Sat, 17 Oct at 02:00 pm Hotel on north FREE FITNESS
Q-MoB Beauty & Beast Garden Tour @ Lake Pontoosuc (Pittsfield, MA) Sat, 17 Oct at 03:00 pm 81 Hancock Rd FREE FITNESS
Joe Adee & The Lug Nuts "Live " @ Polish Falcon Club Pittsfield MA Sat, 14 Nov at 07:00 pm Polish Falcons of America Nest 580 NONPROFIT
Fall-themed Cupcake Decorating | Community Education Workshop Sat, 07 Nov at 10:45 am 1350 West St, Pittsfield, MA, United States, Massachusetts 01201 WORKSHOPS
New Years Eve Party POLISH FALCONS Pittsfield Thu, 31 Dec at 05:30 pm Polish Falcons of America Nest 580 NEW-YEAR
Class of 1996 — 30th Combined High School Reunion Sat, 28 Nov at 07:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue WORKSHOPS
The Light Before Christmas: Trek Track Collective Sat, 28 Nov at 07:30 pm Colonial Theatre - Pittsfield TRIPS-ADVENTURES
Berkshire LGBTQ-Welcoming Health Provider Roundtable (Pittsfield, MA) Thu, 29 Oct at 05:30 pm Downtown Pittsfield FREE HEALTH-WELLNESS
Third Annual New Moon T.O.W. Veterans Dinner and Resources Fair Sat, 14 Nov at 05:00 pm Pittsfield, Massachusetts FESTIVALS
BCC Players and WAM Theatre Presents "The World of Louisa May" Thu, 10 Dec at 07:00 pm 1350 West St, Pittsfield, MA, United States, Massachusetts 01201 ART
A Night Out in Pittsfield | Dinner with New Friends: Small Town Edition Fri, 04 Sep Restaurant of the Week USD 29 FITNESS
Q-MoB Queer Men's Coffee Klatch @ Wander (Pittsfield, MA) Sat, 07 Nov at 10:00 am WANDER Berkshires FREE NONPROFIT
Berkshire LGBTQ+ Community Potluck @ Wander Berkshires (Pittsfield, MA) Thu, 03 Apr at 05:30 pm WANDER Berkshires FREE FITNESS
The Little Mermen & The Princess Pals: Disney Sing Along Sat, 21 Nov at 02:00 pm Colonial Theatre - Pittsfield
Save the Date - Freedom Fund Awards Ceremony 2027! Sat, 23 Jan at 06:00 pm Holiday Inn, 1 West St., Pittsfield, MA
Berkshire Inclusive Crafting Group @ Funky Phoenix (Pittsfield, MA) Tue, 07 Apr Affordable Bike Repair at The Funky Phoenix FREE FITNESS
QMoB Queer Men's Coffee Klatch @ Dottie's 1st Sundays (Pittsfield, MA) Sun, 03 Sep at 10:30 am Dottie's Coffee Lounge FREE FITNESS
Monday Mahjong Group | All Ages Programming Mon, 28 Sep 1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201