Sandisfield B&B

With a stay at Simsbury 1820 House in Simsbury (Simsbury Center), you'll be a 1-minute drive from Performing Arts Center at Simsbury Meadows and 13 minutes from Wampanoag Country Club.

With a stay at The Cornell Inn, Lenox in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Located in East Canaan, Locust Tree Bed and Breakfast LLC is a 4-minute drive from Land of Nod Vineyard and Winery and 7 minutes from Haystack Mountain State Park.

With a stay at Blackberry River Inn in Norfolk, you'll be within a 5-minute drive of Haystack Mountain State Park and Infinity Music Hall and Bistro.

With a stay at Lakehouse Inn in Lee, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.

With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.

With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Located in Housatonic, Granville House is within a 5-minute drive of Housatonic River and Art et Industrie.

Located in Great Barrington, The Barrington is within a 15-minute drive of Ski Butternut and Mission House.

With a stay at The Inn at Stockbridge in Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.

When you stay at Whistler's Inn Bed & Breakfast in Lenox, you'll be in the historical district, within a 5-minute drive of Wyndhurst Golf & Club and Tanglewood Music Center.

When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a 5-minute drive of Berkshire Botanical Garden and Norman Rockwell Museum.