Briarcliff Motel

Nestled in a charming restored house, this spot serves elevated American dishes and craft cocktails in a cozy yet lively atmosphere.

Discover a charming retail gem in Great Barrington, where a curated selection of wine, beer, and non-alcoholic drinks meets friendly, expert service.

Marjoram + Roux is a cozy gem in a chill town, serving fresh, delicious breakfast and lunch options like turkey BLTs and salads in a warm, inviting atmosphere.

Momma Lo's is a cozy spot in Great Barrington dishing out mouthwatering Southern-style BBQ, including tender pulled pork and flavorful jerk chicken, all complemented by friendly service.

This seasonal roadside gem serves up crave-worthy burgers and creative sandwiches amidst a sprawling lawn filled with picnic tables and fun games.

Mooncloud is a cozy cocktail haven in the Berkshires, renowned for its inventive drinks, delicious food, and friendly service that keeps spirits high.

Discover the charming Mahaiwe Performing Arts Center, a beautifully restored 1905 venue in Great Barrington that offers impressive acoustics and an intimate setting for concerts, operas, and classic films.

Familiar Trees is a cozy, curated haven in Great Barrington, boasting an eclectic mix of vintage and contemporary books, art, and unique finds.

Discover a cozy gem in Great Barrington where authentic Thai street food meets modern Asian-fusion takeout, featuring wholesome noodles and delightful bites.

Fluff Alpaca, a charming family-run shop, dazzles with a delightful selection of cozy alpaca clothing and accessories that are sustainably made and beautifully designed.