Top 30 Best Outdoor adventure 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.

West Stockbridge is a charming institution located at 47 Albany Road in the picturesque town of West Stockbridge, Massachusetts.

Welcome to No Comply Foods, your go-to destination for a unique culinary experience in the heart of Great Barrington, Massachusetts.

Camp Wagalot, located at 21 East Street in Stockbridge, Massachusetts, is a unique institution dedicated to providing a fun and social environment for dogs.

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.

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.

Mountain Meadow Preserve: Your Gateway to Nature's Splendor Welcome to Mountain Meadow Preserve, a captivating natural haven straddling the Massachusetts-Vermont border.

Monument Mountain Reservation Parking is a convenient parking area located at 546 Stockbridge Road in Great Barrington, Massachusetts.

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.

Ice Glen Trail is a unique park located in Stockbridge, Massachusetts, United States. Visitors can enjoy a challenging hike through a glacial ravine, navigating giant boulders while surrounded by old pine and hemlock trees.

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

Monument Mountain Reservation/Flag Rock Trailhead Location: Great Barrington, Massachusetts 01230, United States Type: Park Discover the majestic beauty and rich history of Monument Mountain Reservation, a cherished natural landmark in the heart of the Berkshires.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts.

Welcome to the Goodrich Memorial Foot Bridge, a charming historical site nestled in the picturesque town of Stockbridge, Massachusetts.

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

Welcome to Laura Lookout Tower Nestled in the serene beauty of Stockbridge, Massachusetts, Laura Lookout Tower offers an unforgettable experience for nature lovers and adventure seekers alike.

Welcome to Turn Park Art Sculptures, a unique art gallery nestled in the scenic heart of the Berkshires at 2 Moscow Road, West Stockbridge, Massachusetts.

Welcome to Ashley House, a captivating museum and tourist attraction located at 117 Cooper Hill Road, Sheffield, Massachusetts.

The Mary V. Flynn Trail is a scenic park located at 31 Park Street in Stockbridge, Massachusetts, United States.

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.

Welcome to Maple Hill Wildlife Management Area Parking, your convenient gateway to the breathtaking natural beauty of West Stockbridge, Massachusetts.

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.

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

Tanglewood Main Lot is a spacious parking facility located in Stockbridge, Massachusetts, United States.

Williams River Wildlife Management Area is a beautiful park located in West Stockbridge, Massachusetts, United States.

Eden Hill Summer Day Camp at Berkshire Country Day School offers a fun and enriching summer experience for children in Stockbridge, Massachusetts.