Boba Train Cafe

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

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

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.

Prairie Whale serves farm-fresh, farm-to-table American fare with creative twists in a cozy, rustic spot with a lively bar and seasonal menu.

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.

Monument Mountain offers a thrilling mix of steep trails, stunning 360-degree vistas, and a dash of literary history in the Berkshires, making it a must-visit hike.

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.

For over 40 years, Guido's Fresh Marketplace in the Berkshires has been the go-to spot for local, high-quality produce, meats, and gourmet offerings, where the friendly staff ensure a delightful shopping experience.

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 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.