Boba Train Cafe

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.

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.

A friendly spot in Great Barrington and NYC offering curated wines, beers, non-alc drinks, and expert guidance for every taste.

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.

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

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.

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

Shiro is a vibrant spot where you can dive into delicious ramen, sushi, and an extensive selection of Asian grocery items, all served with a family-friendly vibe.

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.