Craryville B&B

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

Located in East Chatham, Inn at Silver Maple Farm is within a 15-minute drive of Furnace Brook Winery at Hilltop Orchards and Mount Lebanon Shaker Village.

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

Located in Red Hook, Jenny's Country Manor is within a 15-minute drive of Red Hook Golf Club and Center for Performing Arts at Rhinebeck.

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

With a stay at The Inn at Stockbridge in Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Lenox Arts 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.

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.

Located in Clinton Corners, this bed & breakfast is in a rural location, within a 10-minute drive of Clinton Vineyards and Omega Institute.

With a stay at Inn at Pine Plains in Pine Plains, you'll be a 5-minute walk from The Stissing Center and 6 minutes by foot from Pine Plains Library.

With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.