One of the most famous runs in the country. Run all the way from downtown to Newton! Sections on the Boston side and Cambridge side, with numerous bridges along the way, allowing for great loops.
waterfront Runs
As a result of the Big Dig project and development of the Seaport district, it's possible to run about 14 miles from Charlestown to the UMASS Boston. Most of it very pleasant along the water! We've detailed several sections
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.
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.
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.
