Join us on our twenty-eighth Town Guide. Let’s explore Great Barrington, Massachusetts! Known for its boutiques, delicious restaurants, and endless outdoor recreation possibilities, Great Barrington is bustling with locals and tourists alike. Whether you’re looking to eat your way through town or cycle your way through, you’ve got plenty of great options. Let’s dig in!

Cover photo by: Berkshires.org

Where to Eat

If you’re looking for a little slice of France, head over to Bizalion’s Café and Market. At this French shop, you can find the best espresso, wine, and cheese in the area, perfect for putting together picnics or enjoying a quick afternoon bite. Open for late breakfasts and lunches, Bizalion’s is a stop you won’t want to miss.

What to do Outside

Stroll through Great Barrington’s historic downtown. Check out Main Street and Railroad Street, which is one of the oldest in the country. Stop by town hall and don’t forget about the Revolutionary War monument, marking the first armed fight against the British. Continue on to the riverwalk and enjoy the views.

What to do Inside

If your sweet tooth is calling you, take a look at Mielke Confections. Since 1961, this family-owned chocolate shop has been hand-dipping their desserts. From caramel to licorice to homemade fudge, we can smell this sweets shop from here. We understand if your eyes are bigger than your stomach here.

Where to Stay

Briarcliff Motel offers contemporary, dog-friendly lodgings with mountain views. While keeping some 60s charm, the motel has been fully revamped and is ready for guests with modern lifestyles and standards. This motel is perfect for families, solo travelers, and everyone in between.