Skyline Trail This is the most difficult of the trails on the western side of the Middlesex Fells Reservation.
The nearly 7-mile path follows the outer perimeter of the Reservation and is mostly through woods but also travels to the top of several rocky viewpoints towards the city and the reservoirs below.
There are spectacular views of Boston and the surrounding area. Most of the Skyline trail is in wooded landscape, with several steep ascents to rocky outcrops. Proper footwear and clothing required.
Tips: From Boston get off I-93 at exit 33 and head north on the Fellsway until you see the entrance for the parking area.