Top 30 Best Family friendly in Stockbridge, Massachusetts

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

Stockbridge Playground is a vibrant and family-friendly recreational institution located at 52 Main Street in the charming town of Stockbridge, Massachusetts, United States.

Stockbridge General Store is a charming and historic institution located in the heart of Stockbridge, Massachusetts. Situated at 40 Main Street, this beloved local spot offers a wide range of food, groceries, and household essentials.

Located in the charming town of West Stockbridge, Massachusetts, the Pleasant Valley Motel offers comfortable and affordable lodging for those looking to explore the beautiful Berkshires region.

Welcome to Stockbridge Skate Park, the premier destination for skateboarding enthusiasts in the heart 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.

The Backstage Grille is a cozy restaurant located at 109 Stockbridge Road in Great Barrington, Massachusetts. Offering delicious food options for dine-in or carry-out, with the convenience of curbside pickup available.

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

Franklin Dining Commons is a popular dining establishment located at 260 Stockbridge Road in Amherst, Massachusetts. This bustling restaurant offers a wide variety of delicious and freshly prepared dishes for breakfast, lunch, and dinner.

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.

Located in the charming town of West Stockbridge, Massachusetts, the Shaker Mill Inn offers a cozy and comfortable lodging experience. Situated at 2 Oak Street, this historic inn provides a peaceful retreat for guests looking to relax and unwind.

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.

The Constance is a charming lodging located at 11 Old Stockbridge Road in Lenox, Massachusetts. This historic institution offers cozy accommodations in a picturesque setting, perfect for a relaxing getaway in the heart of the Berkshires.

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

Papa Gino's is a popular pizza and Italian cuisine restaurant located at 370 Stockbridge Road in Lee, Massachusetts.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a cozy and modern lodging option located at 249 Stockbridge Road in the charming town of Great Barrington, Massachusetts.

The Public Market is a bustling food and grocery store located at 8 Main Street in West Stockbridge, Massachusetts. This local institution offers a wide variety of fresh produce, meats, dairy products, and pantry staples.

Williams & Sons Country Store is a charming and quaint establishment located in the heart of Stockbridge, Massachusetts.

Welcome to Monument Mountain Motel, a budget-friendly lodging option in the heart of Great Barrington, Massachusetts. Located in the beautiful Berkshire Mountains, our motel offers comfortable rooms and family-style amenities.

Marketplace Kitchen Table is a cozy cafe and restaurant located at 240 Stockbridge Road in Great Barrington, Massachusetts. They offer a variety of delicious dishes that are prepared and ready to be reheated and served.

Cafe Adam, Bar and Restaurant is a charming establishment located at 420 Stockbridge Road in Great Barrington, Massachusetts.

Once Upon a Table is a charming restaurant located at 36 Main Street in Stockbridge, Massachusetts. This cozy establishment offers a delightful dining experience with a menu filled with delicious dishes made from locally sourced ingredients.

Main Street Cafe is a charming eatery located at 40 Main Street in the picturesque town of Stockbridge, Massachusetts. This cozy restaurant offers a warm and inviting atmosphere where guests can enjoy delicious food and drinks.

Laurel Hill, located at 50 Main Street in Stockbridge, Massachusetts, is a picturesque park and popular tourist attraction. Visitors can enjoy the natural beauty of the area while exploring the various trails and properties that are open to the public.

Agaves Mexican Grill is a vibrant and authentic Mexican restaurant located at 389 Stockbridge Road in Great Barrington, Massachusetts.

AMICI is a charming Italian restaurant located at 5 Albany Road in West Stockbridge, Massachusetts. Known for its warm and inviting atmosphere, AMICI offers a wide range of delicious Italian dishes made with fresh, locally sourced ingredients.

Rio Cafe is a charming cafe and restaurant located at 403 Stockbridge Road in Great Barrington, Massachusetts.