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Blue Hills Skyline Trail: Out-and-Back

Hiking Trail

Hard
15.26 mi
4,273 ft
Quite a challenging hike for the outskirts of Boston!

If you are looking for a long and rewarding hike near Boston, Massachusetts, you might want to check out the Blue Hills Skyline Trail. This 15.2-mile out-and-back trail takes you across the Blue Hills Reservation, a state park with more than 125 miles of trails and diverse ecosystems. You can also make it a loop by following other trails in the park. The trail starts at the Willard Street parking area and follows the blue blazes across the reservation. You will encounter varied terrain and fantastic views of Eliot Tower and the Boston Skyline. The trail summits a number of hills, including Hancock Hill, Hemingway Hill, Wolcott Hill and Great Blue Hill at an altitude of 635 feet - the highest point in the reservation. You will also pass by swamps, ponds, marshes, meadows, and forests along the way. The trail is considered hard and requires some rock scrambling and steep climbs. It takes an average of 8 hours to complete, so make sure to bring enough water, snacks, and layers. The trail is open year-round and is dog-friendly, but make sure to keep your pup on a leash. The Blue Hills Skyline Trail is a great option for experienced hikers who want to challenge themselves and experience some of the best views and nature in Massachusetts. Sources: Conversation with Bing Chat Written by FATMAP Official
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Strava Routes

Route and Elevation

Segments

NameDistanceElev. Diff.Avg. Grade
Wampatuck Rd Climb0.61 mi187 ft5.8%
Wampatuck Rd Climb0.24 mi135 ft10.5%
Chickatawbut Rd Climb0.74 mi217 ft5.5%
Randolph Ave Climb0.55 mi299 ft10.3%
SKYLINE! Randolph to Hillside S1.32 mi-285 ft-0.5%
Blue Hill River Rd Climb0.20 mi167 ft15.4%
Unquity Rd Climb0.37 mi299 ft15.2%
Blue Hill River Rd Climb0.26 mi226 ft16.5%
Blue Hills River Road Hill0.24 mi361 ft27.7%
Blue Hill River Rd Climb0.33 mi236 ft13.4%
Unnamed Rd Climb0.20 mi138 ft12.9%
Chickatawbut Rd Climb0.55 mi325 ft11.2%