Great Barrington, Massachusetts
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Berkshire Comfort Inn & Suites Blog

Things to do in the Berkshires

Visitors to the Berkshire Mountains in Massachusetts will never be at a loss for things to do. Discover a wealth of wonderful attractions that will delight young and old alike. Wintertime means great skiing at such family-friendly destinations as Catamount Ski Area and Ski Butternut. Summer brings out music lovers who flock to Tanglewood for memorable outdoor concerts. Anytime of year is perfect to visit Hancock Shaker Village, a beautifully restored and authentic-looking Shaker village.

Great Barrington Dining

If you’re looking for a hearty meal in Great Barrington, Massachusetts, look no further than the Barrington Brewery & Restaurant. This unique dining spot features a casual atmosphere, hearty pub-style food and a sunny outdoor beer garden. Touted by Zagat, Frommer’s, AAA, and Bon Appetit, the Barrington Brewery serves up a menu of delicious soups and salads, sandwiches, and burgers and also offers a kids menu. Using an innovative, solar-energy hot water system to distil their wares, the brewery’s regular menu of creative, handcrafted beers includes a tasty Berkshire Blond, thirst-quenching Hopland Pale Ale and rich Black Bear Stout. Seasonal brews on tap now include the light and refreshing Old World Mild, a hops-infused ESB and the dark, malty Old Pluto. Make sure to try a Brewer’s Taste of five different beers before you decide on a pint! The Barrington Brewery & Restaurant serves food Monday-Thursday, 11:30am-9:30pm; Friday-Saturday, 11:30am-10pm; Sunday 11:30am-9pm. Visit for more information.

Great Barrington’s Top Restaurant – Castle Street Cafe

Head to Castle Street Café to experience casually elegant dining, an easygoing crowd and an extensive pub menu at Great Barrington’s top restaurant. With live jazz music on Friday and Saturday nights, this dining mainstay in the historic downtown area is a smart choice for a delicious evening out on the town.

Ideal for couples, friends and private parties, this unique eating establishment is a favorite of locals and visitors alike. Castle Street Cafe has received rave reviews in Yankee Magazine, The New York Times and The Boston Globe, and for good reason. A dependable American-French bistro, this innovative restaurant blends classic dishes with contemporary preparation, resulting in a lighter meal all around. Chef Ballon serves up fine dishes made with local ingredients along with traditional favorites from around the world. Tantalizing menu items will thrill the taste buds and include dishes such as sautéed wild striped bass, breast of duck with black currant sauce and rack of lamb with fresh rosemary.

Located at 10 Castle Street in downtown Great Barrington, Castle Street Café is open six nights a week for dinner. Don’t miss this lively restaurant on weekend nights, when jazz musicians transform the space into somewhat of a modern speakeasy.