Discover Wander Berkshires Events & Activities in Pittsfield, MA

Fall Candle Workshop
Thu, Sep 25, 6:00 PM
Mill's Tavern & Grille
Fall Candle Workshop
Thu, Sep 25, 6:00 PM
Mill's Tavern & Grille
SCDT's Hatchery Presents: WONDERLAND
Fri, Jun 13, 6:00 PM + 2 more
Northampton Community Arts Trust
SCDT's Hatchery Presents: WONDERLAND
Fri, Jun 13, 6:00 PM + 2 more
Northampton Community Arts Trust
NEW Queer Men's Intergenerational Mentoring Team @ UCC (Pittsfield, MA)
Tuesday at 6:00 PM + 12 more
110 South St
NEW Queer Men's Intergenerational Mentoring Team @ UCC (Pittsfield, MA)
Tuesday at 6:00 PM + 12 more
110 South St
Q-MoB Walking Group: Historic North Adams, MA
Sunday at 12:00 PM
Heart's Pace
Q-MoB Walking Group: Historic North Adams, MA
Sunday at 12:00 PM
Heart's Pace
Sales end soon
Pink Eggs & Glam Drag Brunch w/ RuPaul's Loosey LaDuca (Northampton, MA)
Sunday at 11:00 AM
The Hotel Northampton
Sales end soon
Pink Eggs & Glam Drag Brunch w/ RuPaul's Loosey LaDuca (Northampton, MA)
Sunday at 11:00 AM
The Hotel Northampton
Summer Seasonal Walk with Justin Wexler
Sat, Jul 12, 10:00 AM
Coxsackie Creek Grassland Preserve
Summer Seasonal Walk with Justin Wexler
Sat, Jul 12, 10:00 AM
Coxsackie Creek Grassland Preserve
Presentation Skills Masterclass Albany
Tue, Jun 17, 2:00 PM + 6 more
Albany
Presentation Skills Masterclass Albany
Tue, Jun 17, 2:00 PM + 6 more
Albany
Amherst Pride - R.I.P. Whodunnit? A Drag Production
Thu, Jun 12, 8:00 PM
The Drake
Amherst Pride - R.I.P. Whodunnit? A Drag Production
Thu, Jun 12, 8:00 PM
The Drake
Open Nursery Days
Fri, Jun 13, 10:00 AM + 1 more
274 Normung Rd
Open Nursery Days
Fri, Jun 13, 10:00 AM + 1 more
274 Normung Rd
The Grand Homes of McKnight Historic District: A Historic Homes Tour
Sun, Jun 22, 1:00 PM
Thompson Triangle
The Grand Homes of McKnight Historic District: A Historic Homes Tour
Sun, Jun 22, 1:00 PM
Thompson Triangle
Site Visit: Forge Project Collections & Wealth Redistribution
Fri, Sep 12, 10:00 AM
Taghkanic
Site Visit: Forge Project Collections & Wealth Redistribution
Fri, Sep 12, 10:00 AM
Taghkanic
Sales end soon
Small Hike, Big View
Sunday at 10:00 AM
Grafton Lakes State Park Way
Sales end soon
Small Hike, Big View
Sunday at 10:00 AM
Grafton Lakes State Park Way
2025 Bus Trip to Salem, MA
Sat, Oct 11, 6:00 AM
Yankee Trails
2025 Bus Trip to Salem, MA
Sat, Oct 11, 6:00 AM
Yankee Trails
Site Visit: Forge Project Collection & Exhibition Programs
Fri, Sep 26, 10:00 AM
Taghkanic
Site Visit: Forge Project Collection & Exhibition Programs
Fri, Sep 26, 10:00 AM
Taghkanic
Speed Dating With Wingman Of The Year: Springfield, MA
Wed, Jun 18, 7:00 PM
White Lion Brewing Company
Speed Dating With Wingman Of The Year: Springfield, MA
Wed, Jun 18, 7:00 PM
White Lion Brewing Company
Q-MoB Queer Men's Tea/Coffee Klatch @ Heart's Pace (N. Adams, MA)
Sunday at 10:00 AM + 6 more
Heart's Pace
Q-MoB Queer Men's Tea/Coffee Klatch @ Heart's Pace (N. Adams, MA)
Sunday at 10:00 AM + 6 more
Heart's Pace
Q-MoB Queer Men's Coffee Klatch @ ILSE Coffee (N. Canaan, CT)
Sun, Jun 22, 10:00 AM + 12 more
ILSE Coffee
Q-MoB Queer Men's Coffee Klatch @ ILSE Coffee (N. Canaan, CT)
Sun, Jun 22, 10:00 AM + 12 more
ILSE Coffee
The Flutter Express Round-Trip New York City Service
Thu, Oct 2, 6:00 AM
Yankee Trails
The Flutter Express Round-Trip New York City Service
Thu, Oct 2, 6:00 AM
Yankee Trails
QMoB Queer Men's Coffee Klatch @ Dottie's 1st Sundays (Pittsfield, MA)
Sun, Jul 6, 9:30 AM + 16 more
Dottie's Coffee Lounge
QMoB Queer Men's Coffee Klatch @ Dottie's 1st Sundays (Pittsfield, MA)
Sun, Jul 6, 9:30 AM + 16 more
Dottie's Coffee Lounge
Q-MoB Walking Group: Historic Hudson, NY
Sunday at 12:00 PM + 18 more
WYLDE Hudson
Q-MoB Walking Group: Historic Hudson, NY
Sunday at 12:00 PM + 18 more
WYLDE Hudson

Fall Candle Workshop

Fall Candle Workshop

SCDT's Hatchery Presents: WONDERLAND

SCDT's Hatchery Presents: WONDERLAND

NEW Queer Men's Intergenerational Mentoring Team @ UCC (Pittsfield, MA)

NEW Queer Men's Intergenerational Mentoring Team @ UCC (Pittsfield, MA)

Q-MoB Walking Group: Historic North Adams, MA

Q-MoB Walking Group: Historic North Adams, MA

Pink Eggs & Glam Drag Brunch w/ RuPaul's Loosey LaDuca (Northampton, MA)

Pink Eggs & Glam Drag Brunch w/ RuPaul's Loosey LaDuca (Northampton, MA)

Summer Seasonal Walk with Justin Wexler

Summer Seasonal Walk with Justin Wexler

Presentation Skills Masterclass Albany

Presentation Skills Masterclass Albany

Amherst Pride - R.I.P. Whodunnit? A Drag Production

Amherst Pride - R.I.P. Whodunnit? A Drag Production

Open Nursery Days

Open Nursery Days

The Grand Homes of McKnight Historic District: A Historic Homes Tour

The Grand Homes of McKnight Historic District: A Historic Homes Tour

Site Visit: Forge Project Collections & Wealth Redistribution

Site Visit: Forge Project Collections & Wealth Redistribution

Small Hike, Big View

Small Hike, Big View

2025 Bus Trip to Salem, MA

2025 Bus Trip to Salem, MA

Site Visit: Forge Project Collection & Exhibition Programs

Site Visit: Forge Project Collection & Exhibition Programs

Speed Dating With Wingman Of The Year: Springfield, MA

Speed Dating With Wingman Of The Year: Springfield, MA

Q-MoB Queer Men's Tea/Coffee Klatch @ Heart's Pace (N. Adams, MA)

Q-MoB Queer Men's Tea/Coffee Klatch @ Heart's Pace (N. Adams, MA)

Q-MoB Queer Men's Coffee Klatch @ ILSE Coffee (N. Canaan, CT)

Q-MoB Queer Men's Coffee Klatch @ ILSE Coffee (N. Canaan, CT)

The Flutter Express Round-Trip New York City Service

The Flutter Express Round-Trip New York City Service

QMoB Queer Men's Coffee Klatch @ Dottie's 1st Sundays (Pittsfield, MA)

QMoB Queer Men's Coffee Klatch @ Dottie's 1st Sundays (Pittsfield, MA)

Q-MoB Walking Group: Historic Hudson, NY

Q-MoB Walking Group: Historic Hudson, NY

Things to do around Pittsfield

Trends in Pittsfield

1. Craft fairs

2. Stand up comedy

3. Singles events

4. Mothers day brunch

5. Sunshine sessions

6. Live music

7. Golf tournament

8. Free events this weekend

9. Bingo

10. Speed dating

11. Colonial theatre

12. Music bingo berkshire