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Boston, MA: Blue Hills Skyline Trail Loop
On this 6-mile loop in Blue Hills Reservation, you'll see dense hardwoods, meadows, ponds, glacial leftovers, rocky hills, and sweeping views of Boston.
Location: 42.214565, -71.069885
Hop on blue-blazed Skyline Trail to Blue Hills Reservation
BSL002
Location: 42.212349, -71.092514
Swing R @ 2054 marker onto gravel road, then cross Hillside St.
BSL003
Location: 42.214352, -71.094101
Look for blue-blazed North Skyline Trail to L of park HQ building
BSL004
Location: 42.216999, -71.102669
Five Corners; bear R, staying on Skyline toward Great Blue Hill
BSL005
Location: 42.216148, -71.105515
Quick side trip: Bear R @ Y for beautiful picnic spots near two ponds; return to main trail and turn R for Woolcott Hill. Then it's a steep, rocky ascent of Great Blue Hill
BSL006
Location: 42.213585, -71.112663
Summit: Stone tower with views of skyline and harbor. Continue W on Skyline Trail .1 mi. to weather observatory (founded 1885) then retrace E on Skyline Trail for .05 mi. and turn R onto S. Skyline Trail
BSL007
Location: 42.212582, -71.112648
R onto blue-blazed S. Skyline Trail for rocky descent, then uphill through pines and past glacial remains
BSL008
Location: 42.212818, -71.096817
Cross Hillside St.; L then quick R through parking lot, following Skyline Trail; in .1 mi., when Skyline Trail goes L, continue straight on gravel road then bear L on paved Bugbee Path, heading uphill
BSL009
Location: 42.211018, -71.089905
L onto orange-blazed Massachuseuck Trail (where road widens); at next T-junction, go L onto Doe Hollow Path
BSL010
Location: 42.213081, -71.078980
Bear R, leaving Doe Hollow Path; continue on orange-blazed trail; gradual climb on loose rock and packed-dirt trail
BSL011
Location: 42.214684, -71.071587
R to rejoin Skyline Trail (blue and orange trails overlap) to trailhead