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Have fun at Bousquet's Oktoberfest

Oktoberfest at Bousquet

Bousquet Mountain 101 Dan Fox Road, Pittsfield, MA

Join us for our annual bavarian celebration with free admission, and various tasting packages available! Sample from 24+ craft beers and ciders while enjoying scenic foliage chairlift rides offered at the start of the event. Our vintage-inspired commemorative glassware is available while supplies last, so lock in your tasting package and get ready for a day of […]

Belong Berkshires, Family Friendly, Food and Drinks, Outdoor Event

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Horses at Hilltop benefit

Horses at Hilltop

Hilltop Orchards, home of Furnace Brook Winery 508 Canaan Road, Richmond, MA

Come celebrate a new community partnership and the wonderful, rescued equines from Berkshire HorseWorks at Hilltop Orchards. Come learn the stories of Spirit, Gunnar, William, Elektra, 007,  and Zephyr as you interact up close and personal with them. There will be opportunities to groom, take a walk through the orchards, or simply sit in the […]

Family Friendly, Food and Drinks, Outdoor Event

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Gladys Allen Brigham Center benefit at Proprietor's Lodge

Party on the Patio

The Proprietor's Lodge 22 Waubeek Road, Pittsfield, MA
$30 – $50

A benefit beer and wine tasting for the Gladys Allen Brigham Community Center. Silent auction, live auction, raffle and swag bags for our VIP guests. All proceeds go to support the Brigham Center's families and children.

Benefits and Galas, Food and Drinks

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Harvest Festival at Berkshire Botanical Gardens
Harvest Festival

Harvest Festival

Berkshire Botanical Garden 5 West Stockbridge Road, Stockbridge, MA
Free – $15

Celebrate fall at one of the Berkshires’ most beloved traditions! Every October, the Garden’s 24-acre grounds are transformed into a lively celebration of community, culture, the natural world, and the region’s agricultural heritage. This year’s Harvest Festival features: * Family-friendly activities: pony rides, hay maze and hay jump, hayrides, face painting, haunted house, petting zoo, square dancing, and more […]

Belong Berkshires, Family Friendly, Festivals, Food and Drinks, Outdoor Event

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Harvest Festival at Berkshire Botanical Gardens
Harvest Festival

Harvest Festival

Berkshire Botanical Garden 5 West Stockbridge Road, Stockbridge, MA
Free – $15

Celebrate fall at one of the Berkshires’ most beloved traditions! Every October, the Garden’s 24-acre grounds are transformed into a lively celebration of community, culture, the natural world, and the region’s agricultural heritage. This year’s Harvest Festival features: * Family-friendly activities: pony rides, hay maze and hay jump, hayrides, face painting, haunted house, petting zoo, square dancing, and more […]

Belong Berkshires, Family Friendly, Festivals, Food and Drinks, Outdoor Event

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Competitive puzzling at Hot Plate
Competitive Puzzling Night at Hot Plate

Competitive Puzzling Night at Hot Plate

Hot Plate Brewing Co. 1 School Street, Pittsfield, MA

This fall, Hot Plate is introducing a new recurring Puzzle Night on alternating Tuesdays (the ones when we don’t have trivia). Thanks to our friends from the Berkshire Athenaeum, who are helping supply us with 500-piece puzzles, we’re inviting teams and individuals to compete to see who can complete their puzzles first, and there will be […]

Belong Berkshires, Food and Drinks

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