Briarcliff Motel

Westerlind on Main Street offers a curated collection of stylish, high-quality outerwear and clothing amidst a visually appealing shopping experience.

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

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

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

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

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

At this charming small bakery, indulge in divine pastries and breads that transport you to a Parisian boulangerie, where every bite is a delight.

Nestled in a former bank building, Rubiner's is a chic destination for cheese lovers, showcasing over 125 artisanal varieties alongside gourmet bites and fine wines.

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.