Tolland 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.

When you stay at The Cornell Inn, Lenox in Lenox, you'll be in the historical district, within a 15-minute walk of The Bookstore and Lenox Library.

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.

Located in East Canaan, Locust Tree Bed and Breakfast LLC is within a 5-minute drive of Lawrence Field and Beckley Furnace Industrial Park.

When you stay at Lakehouse Inn in Lee, you'll be on a lake, within a 5-minute drive of Berkshire Mountain Country Store and Animagic Museum of Animation.

When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.

A stay at Chambery Inn places you in the heart of Lee, a 4-minute drive from Lee Premium Outlets and 6 minutes from The Mount.

With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Lime Kiln Farm Wildlife Sanctuary and Thom Reed UFO Monument Park.

A stay at 33 Main places you in the heart of Lenox, steps from The Bookstore and Lenox Library.

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.

Located in Granby, Truman Gillet House Bed & Breakfast is within a 10-minute drive of Lost Acres Vineyard and Enders State Forest.

When you stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 5-minute drive of Greenock Country Club and Lee Library.