This popular loop trail crosses several summits offering panoramic views. The highlight of the hike is Great Blue Hill, the highest peak on the Atlantic coast south of Maine. The North Skyline Trail begins at Reservation Headquarters. Follow the blue blazes up the woodland lane across from the front porch. Turn right on the footpath 50 yards away from the headquarters. An alternative is starting from the South Skyline which begins on Hillside St., 200 yards south of Reservation Headquarters in the direction of Houghtons Pond.
Parking: In the designated spaces across the street from the Reservation Headquarters (695 Hillside Street, Milton).