The Best Trail Running Routes in Boston

Following the 25-mile route of the old New Haven Railroad Framingham & Lowell line, the Bruce Freeman Rail Trail is a scenic and historic rail trail that spans eight communities in Massachusetts: Lowell, Chelmsford, Westford, Carlisle, Acton, Concord, Sudbury, and Framingham....

Franklin Park is a favorite among Boston runners for several reasons. At around 500 acres it offers a variety of trails, each offering a unique running experience. Whether you prefer paved paths for a smooth jog or rugged trails for a more challenging workout, Franklin Park has options to suit every runner's preference....

Whipple Hill provides an easy escape from the bustle of Boston life. Situated in Lexington, just outside the city centre, it's part of the larger Middlesex Fells Reservation, which encompasses several hills, trails, and natural landscapes....

Nestled close to downtown Boston and offering exceptional views of it, Arnold Arboretum is a great spot for a run. There's some satisfying - but not overly long - climbs, namely up to Peters Hill and Bussey Hill, and the possible addition for Hemlock Hill for those with the requisite energy....

The area around the Middlesex Fells Reservoir, located just north of Boston, provides a tranquil escape into nature. The area lies close to Boston city centre but is pleasantly quiet. The Middlesex Fells Reservation is a vast expanse of woodlands, hills, and rocky outcrops, with the reservoir itself being its centerpiece....

World's End in Boston is a runner's paradise and is popular with local joggers of all levels. First and foremost, its stunning natural beauty creates an inspiring backdrop for your run....

Northeast of Boston city centre is a collection of green spaces, including the Beaver Brook North Reservation, Rock Meadow Conservation Area, and Lone Tree Conservation Area. This lovely running loop passes through those three areas, and also visits the area surrounding Wellington Hill, just to the north of Concord Avenue....

If you are looking for a long and rewarding trail run 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....