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.
A guide to some of Boston's most attractive neighborhoods for running. Downtown, explore the Back Bay and South end. Just west, we've outlined choice neighborhoods in Brookline, Newton, and Wellesley.