May Events and Things to do in Pittsfield, MA

Men Seeking Men Speed Dating Ages 21+ | Enfield, CT | Powder Hollow Brewery
Fri, May 29, 7:00 PM
Enfield · Powder Hollow Brewery
Men Seeking Men Speed Dating Ages 21+ | Enfield, CT | Powder Hollow Brewery
Fri, May 29, 7:00 PM
Enfield · Powder Hollow Brewery
Crafters Sunday at Ruby Hill Farm - May 17, 2026
Today at 12:00 PM
Clinton Corners · Ruby Hill Farm
Crafters Sunday at Ruby Hill Farm - May 17, 2026
Today at 12:00 PM
Clinton Corners · Ruby Hill Farm
Sales end soon
Read with Ewe & Me at Wild Lea Farm
Friday at 11:00 AM
Staatsburg · 182 Schultz Hill Rd
Sales end soon
Read with Ewe & Me at Wild Lea Farm
Friday at 11:00 AM
Staatsburg · 182 Schultz Hill Rd
Sunday Meditation at Spa State Park
Sun, May 24, 11:00 AM + 1 more
Saratoga Springs · 37 Roosevelt Dr
Sunday Meditation at Spa State Park
Sun, May 24, 11:00 AM + 1 more
Saratoga Springs · 37 Roosevelt Dr
Sales end soon
2026 Gifts of Love Golf Tournament Presented by PeoplesBank
Tomorrow at 10:00 AM
Avon · Golf Club of Avon, Country Club Road, Avon, CT, USA
Sales end soon
2026 Gifts of Love Golf Tournament Presented by PeoplesBank
Tomorrow at 10:00 AM
Avon · Golf Club of Avon, Country Club Road, Avon, CT, USA
Paint & Sip at QUARTERS BAR
Fri, May 29, 6:30 PM
Saratoga Springs · 183 Ballston Ave
Paint & Sip at QUARTERS BAR
Fri, May 29, 6:30 PM
Saratoga Springs · 183 Ballston Ave
PMP Certification Weekend Classroom Training in Poughkeepsie, NY
Tue, May 26, 9:00 AM
Lake Katrine · 701 Grant Ave 1st floor
PMP Certification Weekend Classroom Training in Poughkeepsie, NY
Tue, May 26, 9:00 AM
Lake Katrine · 701 Grant Ave 1st floor
Almost full
Rochmon Record Club Listening Party: Led Zeppelin’s “Led Zeppelin II”
Tuesday at 7:00 PM
Saratoga Springs · Caffe Lena
Almost full
Rochmon Record Club Listening Party: Led Zeppelin’s “Led Zeppelin II”
Tuesday at 7:00 PM
Saratoga Springs · Caffe Lena
Almost full
Sawyer Fredericks
Friday at 8:00 PM
Saratoga Springs · Caffe Lena
Almost full
Sawyer Fredericks
Friday at 8:00 PM
Saratoga Springs · Caffe Lena
Almost full
MAY19- Paint n Sip Dozers
Tuesday at 6:00 PM
Ballston Spa · Dozer's
Almost full
MAY19- Paint n Sip Dozers
Tuesday at 6:00 PM
Ballston Spa · Dozer's
Simon Elijah: Nameless Album Release (Early Show)
Sat, May 23, 4:00 PM
Ballston Spa · 1401 Peaceable St
Simon Elijah: Nameless Album Release (Early Show)
Sat, May 23, 4:00 PM
Ballston Spa · 1401 Peaceable St
Sales end soon
Navigating the Intersection of Mental Illness & the Justice System
Tuesday at 6:00 PM
Avon · Town of Avon Senior Center
Sales end soon
Navigating the Intersection of Mental Illness & the Justice System
Tuesday at 6:00 PM
Avon · Town of Avon Senior Center
Going fast
Peak Jazz Series: The Levin Brothers
Thu, May 28, 7:00 PM
Saratoga Springs · Caffe Lena
Going fast
Peak Jazz Series: The Levin Brothers
Thu, May 28, 7:00 PM
Saratoga Springs · Caffe Lena
Simon Elijah: Nameless Album Release (Late Show)
Sat, May 23, 7:30 PM
Ballston Spa · 1401 Peaceable St
Simon Elijah: Nameless Album Release (Late Show)
Sat, May 23, 7:30 PM
Ballston Spa · 1401 Peaceable St
Simon Elijah: Nameless Album Release (Both shows)
Sat, May 23, 4:00 PM
Ballston Spa · 1401 Peaceable St
Simon Elijah: Nameless Album Release (Both shows)
Sat, May 23, 4:00 PM
Ballston Spa · 1401 Peaceable St
Tamil Sing Along by Machi Collective
Sat, May 30, 8:00 PM
Bloomfield · Naatiya Banquet Hall
Tamil Sing Along by Machi Collective
Sat, May 30, 8:00 PM
Bloomfield · Naatiya Banquet Hall
Momentum Series: Jay Collins & Northern Resistance
Fri, May 29, 8:00 PM
Saratoga Springs · Caffe Lena
Momentum Series: Jay Collins & Northern Resistance
Fri, May 29, 8:00 PM
Saratoga Springs · Caffe Lena
Super 400
Sun, May 31, 7:00 PM
Saratoga Springs · Caffe Lena
Super 400
Sun, May 31, 7:00 PM
Saratoga Springs · Caffe Lena
Sales end soon
Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place
Tuesday at 6:30 PM
Rhinecliff · Morton Memorial Library
Sales end soon
Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place
Tuesday at 6:30 PM
Rhinecliff · Morton Memorial Library

Trends in Pittsfield

Explore more trends

Men Seeking Men Speed Dating Ages 21+ | Enfield, CT | Powder Hollow Brewery

Men Seeking Men Speed Dating Ages 21+ | Enfield, CT | Powder Hollow Brewery

Crafters Sunday at Ruby Hill Farm - May 17, 2026

Crafters Sunday at Ruby Hill Farm - May 17, 2026

Read with Ewe & Me at Wild Lea Farm

Read with Ewe & Me at Wild Lea Farm

Sunday Meditation at Spa State Park

Sunday Meditation at Spa State Park

2026 Gifts of Love Golf Tournament Presented by PeoplesBank

2026 Gifts of Love Golf Tournament Presented by PeoplesBank

Paint & Sip at QUARTERS BAR

Paint & Sip at QUARTERS BAR

PMP Certification Weekend Classroom Training in Poughkeepsie, NY

PMP Certification Weekend Classroom Training in Poughkeepsie, NY

Rochmon Record Club Listening Party: Led Zeppelin’s “Led Zeppelin II”

Rochmon Record Club Listening Party: Led Zeppelin’s “Led Zeppelin II”

Sawyer Fredericks

Sawyer Fredericks

MAY19- Paint n Sip Dozers

MAY19- Paint n Sip Dozers

Simon Elijah: Nameless Album Release (Early Show)

Simon Elijah: Nameless Album Release (Early Show)

Navigating the Intersection of Mental Illness & the Justice System

Navigating the Intersection of Mental Illness & the Justice System

Peak Jazz Series: The Levin Brothers

Peak Jazz Series: The Levin Brothers

Simon Elijah: Nameless Album Release (Late Show)

Simon Elijah: Nameless Album Release (Late Show)

Simon Elijah: Nameless Album Release (Both shows)

Simon Elijah: Nameless Album Release (Both shows)

Tamil Sing Along by Machi Collective

Tamil Sing Along by Machi Collective

Momentum Series: Jay Collins & Northern Resistance

Momentum Series: Jay Collins & Northern Resistance

Super 400

Super 400

Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place

Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place

Things to do around Pittsfield

Trends in Pittsfield

1. Mothers day brunch

2. Singles events

3. Stand up comedy

4. Paint and sip

5. Lgbt

6. Speed dating

7. Drag show

8. Open mic

9. Events near me

10. Bingo

11. Puppy yoga

12. Plant bingo lee ma