Blue Hills Skyline Trail
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Massachusetts
4.2 mi
Distance
520 ft
Gain
No conditions check on file for this trail yet — always verify current conditions before you go.
Why you'll love it
Blue Hills Skyline Trail
AI-suggested draft · review before you go
A challenging ridgeline trail in Blue Hills Reservation offering panoramic views of Boston and technical rocky terrain. This classic Massachusetts trail features steep climbs, exposed ledges, and rewarding summit views.
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