Top 30 Best Berkshires getaway in Massachusetts

Welcome to Felton Lake Dam, a hidden gem nestled in the serene landscapes of Lee, Massachusetts. Located at 0 Washington Mountain Road, our site offers a unique blend of natural beauty and engineering marvel.

Welcome to Mount Hope Farm, a serene and picturesque retreat nestled in the heart of the Berkshires at 1439 Green River Road, Williamstown, Massachusetts.

Welcome to Noepel Shelter, your serene escape nestled in the heart of New Ashford, Massachusetts.

Welcome to The Pines Trailhead, your gateway to nature's beauty in the heart of Dalton, Massachusetts. Located on High Street, our park offers a serene escape from the hustle and bustle of everyday life.

Welcome to Sandwash Reservoir Dam, a serene and picturesque destination nestled in the heart of the Berkshires on Washington Mountain Road, Lee, Massachusetts.

Welcome to October Mountain Shelter, your ultimate destination for a serene getaway nestled in the heart of the Berkshires.

Welcome to Glen Meadow Loop, a serene and picturesque park located in the heart of Adams, Massachusetts. Nestled amidst the natural beauty of the Berkshires, our park offers a peaceful retreat for visitors of all ages.

Welcome to The Small Mansion at Chase Hill, a charming retreat nestled in the heart of North Adams, Massachusetts.

Welcome to Walkaway House, your home away from home located in the heart of North Adams, Massachusetts. Nestled at 165 East Main Street, our charming establishment offers a warm and inviting atmosphere for both locals and visitors alike.

Welcome to Tanglewood Bachrach Lot, your convenient and reliable parking solution in the charming town of Stockbridge, Massachusetts.

Welcome to Picnic Table by Farmington River, a serene and picturesque park nestled in the heart of Sandisfield, Massachusetts.

Welcome to Hot Point Scenic Overlook, a stunning natural park located in the heart of Clarksburg, Massachusetts.

Welcome to Campsite 65, your serene getaway nestled in the heart of nature at New State Forest Road, Granville, Massachusetts.

Welcome to Raycroft Outlook Trailhead, a hidden gem nestled in the serene landscapes of Florida, Massachusetts.

Welcome to Doctor Sax House, your charming retreat nestled in the heart of Lenox, Massachusetts.

The Inn at Freeman Elms Farm B&B is a charming and welcoming lodging establishment located in the picturesque town of New Marlborough, Massachusetts.

Conroy's Bed & Breakfast is a charming lodging establishment located at 11 East Street in the picturesque town of Stockbridge, Massachusetts, United States.

Father Tom Campsite is a charming campground, lodging, and park located at 6 Main Street in the scenic town of Cheshire, Massachusetts, United States.

Welcome to Thunderbolt Trail Head, a breathtaking gateway to adventure nestled in the scenic beauty of Adams, Massachusetts. Located on Thiel Road, this charming park offers outdoor enthusiasts a perfect escape into nature.

The Weathervane Motel is a charming lodging establishment located at 475 U.S. 7 in Lanesborough, Massachusetts, United States. This cozy motel offers comfortable accommodations for travelers looking to explore the beautiful Berkshires region.

Klondike Campground, located at Massachusetts 8 in Otis, Massachusetts, is the perfect destination for outdoor enthusiasts looking to immerse themselves in nature.

The Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts.

Upper Goose Pond Cabin is a charming wilderness retreat nestled in the heart of Lee, Massachusetts. This rustic lodging offers a tranquil escape from the hustle and bustle of city life, surrounded by the natural beauty of the Berkshire Mountains.

Taggart House is a unique institution located at 18 Main Street in the charming town of Stockbridge, Massachusetts. As a health center, Taggart House offers a range of services aimed at promoting wellness and holistic healing.

North Plain Farm is a charming institution nestled in the picturesque town of Great Barrington, Massachusetts. Located at 342 North Plain Road, this family-owned farm offers a serene and idyllic setting for visitors to experience the beauty of rural life.

The Floor Store, located at 12 Main Street in West Stockbridge, Massachusetts, has been a trusted source for quality floor coverings for over 35 years.

Welcome to Brothers Trail, your serene escape nestled in the heart of the Berkshires on Richmond Mountain Road, Lenox, Massachusetts.

Welcome to Camp Arrow Wood, your premier destination for outdoor adventure and relaxation in the heart of the Berkshires!

Welcome to Rockwell Pond, a serene oasis nestled in the heart of Williamstown, Massachusetts. As a premier tourist attraction in the picturesque Berkshires, Rockwell Pond offers visitors a tranquil escape from the hustle and bustle of everyday life.

Welcome to Thunderbolt Lodge, a serene and picturesque park nestled in the heart of Adams, Massachusetts. Located in the scenic Berkshires, Thunderbolt Lodge offers a perfect blend of natural beauty and outdoor adventure for visitors of all ages.