Top 30 Best Massachusetts escape in Stockbridge, Massachusetts

The Stockbridge Country Inn is a charming bed and breakfast located at 26 Glendale Road in Stockbridge, Massachusetts.

Located at 30 East Street in Stockbridge, Massachusetts, The Inn at Stockbridge is a charming Georgian-style bed and breakfast nestled on six beautifully landscaped acres in the tranquil Berkshires.

Welcome to Stockbridge Cemetery, a historic and serene resting place located on Main Street in the picturesque town of Stockbridge, Massachusetts.

Welcome to West Stockbridge Town Park, a serene and picturesque haven nestled in the charming town of West Stockbridge, Massachusetts.

Welcome to Stockbridge Athletic Area, your premier destination for outdoor recreation and community gatherings in the heart of Stockbridge, Massachusetts.

Devonfield Inn is a charming lodging establishment located at 85 Stockbridge Road in Lee, Massachusetts, United States.

Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts.

Welcome to Titus Mansion Ruins, a captivating destination nestled in the heart of the Tyringham Valley at 264 Main Road, Tyringham, Massachusetts.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace.

The Kemble Berkshires is a historic lodging institution located at 2 Kemble Street in Lenox, Massachusetts, United States. Originally built in the 1880s for a U.S.

Gould Meadows is a charming park and tourist attraction located at 110B Interlaken Road in Stockbridge, Massachusetts, United States.

Olivia's Overlook is a stunning tourist attraction located in the beautiful town of West Stockbridge, Massachusetts, United States.

Welcome to Stevens Glen Trail Head, a serene and picturesque park located in the heart of the Berkshires at Lenox Road, West Stockbridge, Massachusetts.

Welcome to Naumkeag, a stunning museum, park, and tourist attraction nestled in the heart of Stockbridge, Massachusetts.

Housatonic Flats Reserve is a beautiful park located at 439 Stockbridge Road in Great Barrington, Massachusetts, United States.

Solid Rock Farm is a charming institution located at 16 East Stockbridge Lee Road in Stockbridge, Massachusetts.

Welcome to Glen Sault Memorial Park Nestled in the heart of the picturesque Berkshires, Glen Sault Memorial Park offers a serene retreat for nature lovers and families alike.

Welcome to Norman Rockwell's Grave, a serene and historic cemetery located in the picturesque town of Stockbridge, Massachusetts.

Welcome to Kwuniikwat Island, a serene and picturesque park located in Stockbridge, Massachusetts.

Welcome to Beachwood Beach, a serene and picturesque park nestled in the heart of Stockbridge, Massachusetts. Located in the charming Berkshires region, our park offers a perfect escape for nature lovers and outdoor enthusiasts.

Welcome to Inner Vision Studio, a unique art gallery and store nestled in the charming town of West Stockbridge, Massachusetts.

Welcome to Lakeside Bar & Grill, your premier destination for delicious dining in Lanesborough, Massachusetts.

Welcome to Charcoal Trail Trailhead, a serene escape nestled in the picturesque landscape of West Stockbridge, Massachusetts. Located at Michael H. Walsh Trail, our park offers a perfect starting point for nature enthusiasts and adventure seekers alike.

Welcome to Lower Bowker's Woods, a serene park located at 16-18 Glendale Middle Road, Stockbridge, Massachusetts. Nestled in the heart of the Berkshires, our park offers a tranquil escape for nature lovers and outdoor enthusiasts.

Tanglewood Suites is a charming lodging establishment located in Stockbridge, Massachusetts, United States.

Welcome to Card Pond Playground, your family-friendly destination nestled in the charming town of West Stockbridge, Massachusetts.

Welcome to The Constance, The Whitlock, & The Dewey by The Lenox Collection, your premier lodging destination nestled in the heart of Lenox, Massachusetts.

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts.

Welcome to Highwood Manor House, your quintessential retreat nestled in the heart of the Berkshires in Stockbridge, Massachusetts.

Jacob's Tanglewood Ranch is a charming lodging institution located at 560 Stockbridge Road in Lee, Massachusetts, United States.