FATMAP by Strava

Blue Hills Skyline Trail: Out-and-Back


Quite a challenging hike for the outskirts of Boston!

Hiking Severe

25 km
1.1 km
1.1 km
6-7 hrs
Low Point
18 m
High Point
186 m
Blue Hills Skyline Trail: Out-and-Back Map

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: https://www.mass.gov/location-details/hiking-in-blue-hills https://www.theoutbound.com/massachusetts/hiking/hike-the-skyline-trail-at-blue-hills Conversation with Bing Chat



Hiking challenging trails where simple scrambling, with the occasional use of the hands, is a distinct possibility. The trails are often filled with all manner of obstacles both small and large, and the hills are very steep. Obstacles and challenges are often unexpected and can be unpredictable.

Medium Exposure

2 out of 4

The trail contains some obstacles such as outcroppings and rock which could cause injury.


2 out of 4

Away from help but easily accessed.

Best time to visit

between April and November


  • Picturesque
  • Forestry or heavy vegetation