Monument Mountain Reservation

Nestled in Great Barrington, the Mahaiwe Performing Arts Center is a charming 1905 theater offering an intimate vibe and stellar acoustics for everything from classic films to live performances.

Pixie Boulangerie is a cozy spot dishing up flaky croissants, rustic breads, and seasonal pastries with authentic French flair.

Familiar Trees is a cozy gem in Great Barrington, blending vintage and contemporary books on art, design, and more with an eclectic selection of decorative objects.

Mooncloud is a cozy Great Barrington lounge known for inventive cocktails, local charcuterie, and a lively, intimate vibe with DJs.

Farnsworth Fine Cannabis offers a museum-quality, chic spot in Great Barrington with luxury cannabis products and a curated smoking accessory collection.

Family-run Indian spot in Great Barrington serving bold, spiced regional dishes with standout naan, mango lassi, and a cozy vibe.

Westerlind merges rugged outdoor gear with chic, stylish clothing, offering a unique selection of high-quality pieces for the fashionable adventurer.

Nestled in a scenic meadow, this seasonal roadside shack serves up gourmet burgers and sandwiches alongside lawn games and picnic tables for a perfect casual dining adventure.

Fluff Alpaca is a charming family-run boutique in Hudson, showcasing luxuriously soft alpaca clothing and accessories, perfect for every age and occasion.

This cozy spot in Great Barrington serves up delicious coffee and an ever-changing menu of fresh breakfast and lunch fare, with a chill vibe and friendly staff.