Westerlind

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.

A serene riverside park with a short, easy trail, scenic views, benches, and historic plaques perfect for a peaceful stroll.

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.

Briarcliff Motel is a retro-chic motor lodge updated with modern comforts and stunning mountain views, perfect for those seeking a cozy getaway in the Berkshires.

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

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.

In an old bank with a massive vault, this chic Great Barrington spot offers 125+ curated cheeses, charcuterie, wine, sandwiches, and local delicacies.

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.

Steam Noodle Cafe delivers a cozy taste of Asian-fusion comfort with standout noodles, hearty bone broth, and vibrant street food-inspired dishes in Great Barrington.

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.