Blue Hills Reservation, Skyline Trail, Milton, MA

See more in our guide to 55 Amazing New England Hikes.

This 7,000-acre park has six color-coded paths totaling 125 miles. If you want a challenge, follow the Skyline Trail for 5.7 miles over Tucker and Buck hills.

Level: Moderate | Distance from Boston: 10 miles
Milton, MA, 617-698-1802, website.

Photo by Melissa Malamut

Photo by Melissa Malamut

hike icon Good for youngsters
hike icon Dogs welcome
hike icon Trails for two-wheelers
hike icon Bring the canoe/paddle board