The 6-mile segment from Pleasure Bay to UMASS in South Boston is our favorite section of the Boston waterfront for running. Includes Castle Island, Carson Beach, JFK Library, UMASS Boston campus.
In the 1980s, the old orange line trolley was put underground. The result is a beautiful running path that starts in the heart of Back Bay and continues all the way to Forest Hills, 4 miles one-way.
A great tour of Boston's Back Bay. Includes the Commonwealth Ave. Mall, Public Garden, State House, and a jaunt along the river. Captures so much of Boston in one run!
A tour of Boston's lovely South End, which is easily accessible from Back Bay or downtown hotels. Brownstone lined streets, pleasant, historic squares and parks, and main streets lined with restaurants and boutiques.
Another classic run that includes Boston's history and the water. Run up to the Bunker Hill Monument, and then enjoy the Harborwalk past the USS Constitution and along the water. Near downtown and river paths.
The Freedom Trail is a 3-mile route around the city of Boston and Charlestown, that marks some of Boston’s most famous historic landmarks.
Fabulous running across the Harbor in East Boston, adjacent to Logan Airport. 2+ miles of gorgeous waterfront paths, then 2+ miles along the East Boston Greenway through Bremen Street Park to Constitution Beach. 10 mins from downtown on the Blue Line.
Great waterfront running on Winthrop Shores Drive, and then the best run you'll ever do around a waste treatment plant, using a 2.5 mile perimeter loop around Deer Isle with 360° ocean views. Do in sections or combine for nearly 8 miles.
The Boston Harbor Islands National Park features 34 islands and 35 miles of undeveloped shoreline. Spectacle Island is the most run-able, with 5 miles of trails. Deer Island, accessible by land, has a 2.6 mile path with great views.