Gilded Age Christmas

Downtown Pittsfield Holiday Passport

LumiNAMA Holiday Lights Festival

North Adams, MA

LumiNAMA Holiday Lights Festival returns to brighten and celebrate downtown North Adams during the holiday season, as storefronts are illuminated with 20 different window displays.

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West Stockbridge Holiday Market

Winterlights @ Naumkeag

Stockbridge Main Street at Christmas

Pittsfield Festive Frolic — Wreath Art Auction

Nightwood @ the Mount

Lenox, MA

Music and light fill the woods at Edith Wharton's historic house with a celebration of the winter solstice and fire in the dark.

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Williamstown Holiday Walk 2023

Free Hot Chocolate and Photo Ops with the Grinch

Pittsfield, MA

At the downtown Festive Frolick, Otto’s Kitchen and Comfort (on the circle at the center of Pittsfield) will offer free hot chocolate and photo ops with the Grinch.

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Free Admission to the Festival of Trees

Pittsfield, MA

The Berkshire Museum will offer free admission to the Festival of Trees decorated by community members, local shops and institutions with ties to the community.

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Holiday First Fridays Artswalk

Pittsfield, MA

Art openings and exhibits fill the Festive Frolic in the Holiday First Fridays Artswalk, at the Unitarian Universalist Church of Pittsfield, Hotel on North, the Marketplace Cafe, and more.

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Theatrical Performance and Tea – A Christmas Carol

Unsilent Night in North Adams

Holiday Tree Lighting in Pittsfield

Holiday Weekend Concert with Johnny Irion

Titanic the musical (in HD)

Great Barrington, MA

Based on real people aboard the most legendary ship in the world, a new production focuses on the hopes, dreams, and aspirations of her passengers, who boarded with stories and ambitions.

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Joy Askew and Lauren Balthrop in concert

Egremont, MA

The Egremont Barn presents night of music with internationally acclaimed singer songwriters Joy Askew and Lauren Balthrop.

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BTW Berkshires