Top 20 Best Skyline trail hikes in Massachusetts

Welcome to Blue Hills - Skyline Trail, a breathtaking natural escape located in the heart of Quincy, Massachusetts.

Welcome to Skyline Trail Parking, your convenient and reliable parking solution located in the heart of Milton, Massachusetts.

Welcome to Kitchamakin Hill, your serene escape nestled along the picturesque Skyline Trail in Quincy, Massachusetts.

Welcome to Nahanton Hill, your serene escape nestled along the picturesque Skyline Trail in Quincy, Massachusetts. At Nahanton Hill, we pride ourselves on offering a tranquil environment that invites you to unwind and reconnect with nature.

Panther Cave is a stunning park located on Skyline Trail in Medford, Massachusetts, United States. This institution offers visitors a peaceful and serene escape from the hustle and bustle of city life.

Evergreen Preserve is a picturesque institution located at 2410 Skyline Drive in Lowell, Massachusetts, United States.

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.

Prospect Hill Park - A Scenic Escape in Waltham, MA Nestled in the heart of Waltham, Massachusetts, Prospect Hill Park offers a serene getaway with breathtaking views of Boston's skyline.

Located at 34 Prospect Road in Andover, Massachusetts, the Charles W. Ward Reservation is a stunning park and tourist attraction that spans almost 15 miles of trails.

Located in Hingham, Massachusetts, World's End is a beautiful park and tourist attraction featuring rolling hills, rocky shorelines, and sweeping views of the Boston skyline.

Noanet Woodlands is a picturesque park and tourist attraction located on Powisset Street in Dover, Massachusetts, United States. Visitors can explore a network of trails that wind through almost 600 acres of woodlands, ponds, and former industrial sites.

Boston Harbor Islands State Park is a breathtaking natural oasis located in Hull, Massachusetts, United States. This park is a must-visit tourist attraction for nature lovers and outdoor enthusiasts.

Massport Harborwalk Park is a scenic waterfront park located in Boston, Massachusetts, United States.

Fort Heath Park is a picturesque park located in Winthrop, Massachusetts, United States. This historic park offers stunning views of the Boston skyline and the surrounding area.

Welcome to Moose Hill Farm Reservation, a stunning 347-acre park nestled in Sharon, Massachusetts, at 8 Fire Tower Road.

Welcome to Whitney and Thayer Woods Located on Howes Lane in the picturesque town of Cohasset, Massachusetts, Whitney and Thayer Woods offers a captivating blend of natural beauty and historical intrigue.

Welcome to Prospect Hill Park, a serene and historic oasis nestled in the heart of Somerville, Massachusetts. Located at 68 Munroe Street, our park offers a perfect escape from the hustle and bustle of city life.

Welcome to Rumney Marsh Reservation, a serene natural oasis located in Saugus, Massachusetts.

Pynchon Point is a picturesque park located in Agawam, Massachusetts, United States. This popular tourist attraction offers stunning views of the surrounding area, including the Connecticut River and the city skyline.

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

Welcome to Governor Hutchinson's Field Nestled in the charming town of Milton, Massachusetts, Governor Hutchinson's Field offers a serene escape with breathtaking views of the Neponset River marshes and the iconic Boston Harbor.

Peddocks Island Yurt #4: Your Unique Getaway in Hull, Massachusetts Nestled in the serene beauty of Hull, Massachusetts, Peddocks Island Yurt #4 offers a unique and unforgettable camping experience.

Welcome to Signal Hill Reservation, a tranquil oasis nestled in the heart of Greater Boston.

Welcome to Hewitts Cove, a serene park located on Wompatuck Road in Hingham, Massachusetts. Nestled within the Bouve Conservation Area, our park offers a picturesque half-mile trail that winds along the shoreline and through tranquil woods.