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THURSDAY - SEPTEMBER 03, 2026

MONTHLY LGBTQ+ COMMUNITY POTLUCK
Pittsfield, 5pm-7pm

Join Rainbow Seniors + Berkshire Stonewall for our monthly community potluck — Bring something if you can. Come as you are if you can’t.  Wander Cafe, 34 Depot Street, First floor. 
Sit down. Share a meal. Stay awhile.  All are welcome.

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ELIZABETH FREEMAN AND THE NATURAL WORLD
Becket, 6-7pm

Join farmer, flower essence practitioner, and organizer, Sunder Ashni of Mumbet’s Freedom Farm for a journey inspired by the life and living legacy of liberation of Elizabeth Freeman. Utilizing the lens of the natural world, we will explore, lift up, and celebrate the inspired life of this beloved land steward, mother, friend, and community leader.

RSVP appreciated.

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FRIDAY - SEPTEMBER 04, 2026

SEPTEMBER 4 FIRST FRIDAYS AT FIVE
Pittsfield, 5 to 8 p.m .

The September 4 First Fridays at Five, presented by Mill Town Foundation, will feature live music and dance, art, family fun, shopping, food, and entertainment throughout downtown Pittsfield.

Persip Park, 175 North Street, 5 to 8 pm

- Misty Blues
- Beer garden with Hot Plate Brewing Co.

Rain location: Price Memorial A.M.E. Zion Church, 27 East Street

The Mobile Museum of Tolerance (MMOT) will offer an open-house experience featuring “What We Carry Forward: An Exploration of Art” from 5 to 7:30 pm at the South end of the road closure.

Palace Park, 122 North Street, 5 to 8 pm

Art in the Park: Jill McLean draws a large ink sketch of First Friday

Live Pottery Demo with Jim Horsford

Rain Location: Lichtenstein Center for the Arts, 28 Renne Avenue

Lichtenstein Center for the Arts, 28 Renne Avenue, 5 to 8 pm

- Berkshire Art Association presents TUNE IN, a biennial juried exhibit
- Paper Blooms with Paper Petals Artist Elizabeth Nelson

Rain Location: Lichtenstein Center for the Arts, 28 Renne Avenue

North Street in front of Crawford Square, 137 North Street

- Free Balloon Twisting with Andrew the Balloonatic

- Fitness professional, Aimee Marshall, hosts a Free (DROP-IN) Cardio Drumming Class from 5 to 6:30 pm

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SATURDAY - SEPTEMBER 12, 2026

SHEFFIELD FAIR
Sheffield, 11 a.m. - 4 p.m.

Celebrate the 25th Annual Sheffield Fair, a fun-filled day for kids and families where almost everything is free except for vendors food and wares. 

Enjoy animals, hayrides, magic, reptiles, face painting, games, music, vendors, and vehicles. At 1 PM, join the America 250 community reading of the Sheffield Resolves and visit the Historical Society’s A250 exhibit.  Sheffield Town Park 53-59 Frederic Lane Sheffield, MA 01257 SheffieldFair.com

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SATURDAY - SEPTEMBER 19, 2026

BERKSHIRE GARLIC FESTIVAL
Sheffield, 10am-3:30pm

The Sheffield Historical Society is thrilled to announce its annual Berkshire Garlic Festival, a new community tradition celebrating the rich agricultural heritage of the Berkshires.Held on the grounds of the Sheffield Historical Society, located at 159 Main Street. The Historical Society is cohosting the event with Greenagers. 

Admission to the Garlic Festival is free. Parking will be available nearby. All proceeds from vendor fees and donations support Sheffield Historical Society and Greenagers’ education programs. 

 

 

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FRIDAY - OCTOBER 02, 2026

A NIGHT AT THE CENTER
Great Barrington, 5 p.m.

Join us for Berkshire South’s signature fundraising celebration, a glamping-inspired evening where great food, live music, creativity, and community come together. This year, A Night at the Center celebrates everything Berkshire South represents: connection, belonging, and the extraordinary things that happen when a community gathers. Together, we’re investing in a stronger Berkshire South for generations to come. TICKETS: $250 per person Visit berkshiresouth.org/fallfundraiser for more information.

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