May
S4
- Q-MoB NEW Garden Group: Spring Garden Walk, Plant Talk (Pittsfield, MA)
M5
T6
W7
T8
- Berkshire Transgender Rights Town Hall (Pittsfield, MA)
- Ruth P. Boraski Celebration Evening
F9
- Taconic Theatre present HADESTOWN: Teen Edition
- Flavourful Bites Food Truck
- Yacht Lobsters at The Colonial Theatre - May 24
- Big Yellow Taxi: The Music & Genius of Joni Mitchell
- Show all events
S10
- The Wailers: 2025 Natural Mystic 30th Anniversary
- Mother/Son Dance
S11
- Mother's Day Women's Running Race
- Onota Lake - Open Tournament
M12
T13
- EQUITY (poets creating conversation)
W14
- Bob Marley - Comedian
T15
- Eatza Pizza III
F16
- Dining in the Dark
S17
- Zion's 17th Annual Plant Sale
- Tails & Trails State Forest Run
- CT.S.W DOWNTOWN SHUTDOWN
S18
- Q-MoB Queer Eye Tour of Herman Melville's Arrowhead (Pittsfield, MA)
- Wisdom Keepers Dinner - Honoring our Elders in Recovery
- Berkshire Concert Choir Presents: This Shining Night
- PAINT & SIP
- Show all events
M19
T20
W21
- TRIVIA!!!
T22
F23
S24
- Yacht Lobsters
- Un Corazón Restaurado. Evento Cristiano Especial de Mujeres
- 5th WESTSIDE BLOCK PARTY
S25
- Next Gen Youth Pride
- Intro To Track & Field
M26
T27
W28
- Sea Glass Windows Relay for Life Fundraiser
T29
F30
S31
- Berkshire Bazaar Spring Fling
- Goblet 12 Year Anniversary with Black Pyramid, Tentacles, and Datura
- Remembrance Ceremony & Butterfly Release
Jun
S1
M2
T3
W4

Events in Pittsfield

Pittsfield's Most-Loved

13+

All Categories

The Wailers: 2025 Natural Mystic 30th Anniversary

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

Sat, 10 May
Pink Floyd’s The Wall: A Theatrical Concert Experience

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

Fri, 27 Jun
9th Annual Berkshire Pride Festival & Parade

The Common Park

Sat, 07 Jun
Next Gen Youth Pride

Burbank Park

Sun, 25 May
Berkshire Bazaar Spring Fling

Holiday Inn, 1 West St., Pittsfield, MA

Sat, 31 May
Flavourful Bites Food Truck

1 School Street, Pittsfield, MA, United States, Massachusetts 01201

Fri, 09 May

Artists on tour near Pittsfield

Yacht Lobsters at The Colonial Theatre - May 24

The Colonial Theatre

Fri, 09 May
Big Yellow Taxi: The Music & Genius of Joni Mitchell

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

Fri, 09 May
Dining in the Dark

400 Columbus Ave. Ext.

Fri, 16 May

Berkshire Transgender Rights Town Hall (Pittsfield, MA)

Unitarian Universalist Church of Pittsfield

Thu, 08 May
TRIVIA!!!

44 West St, Pittsfield, MA

Wed, 21 May
Mother's Day Women's Running Race

Berkshire Community College

Sun, 11 May

This Week

28th Apr - 4th May

Next Weekend

17th - 18th May

Next Week

5th - 11th May

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Taconic Theatre present HADESTOWN: Teen Edition

96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201

Fri, 09 May
Q-MoB Queer Eye Tour of Herman Melville's Arrowhead (Pittsfield, MA)

Herman Melville's Arrowhead

Sun, 18 May
Lucas Schaefer Book Signing & Custom Beer Release

1 School Street, Pittsfield, MA, United States, Massachusetts 01201

Wed, 11 Jun