Photo of Trail Running Routes in Massachusetts

The Best Trail Running Routes in Massachusetts

Explore Trail Running Routes

Top 9 trail running routes in Massachusetts

1

Bruce Freeman Rail Trail

Moderate
15.09 mi·
263 ft
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....
2

Franklin Park

Easy
3.25 mi·
226 ft
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....
3

Cape Cod Rail Trail

Moderate
22.85 mi·
411 ft
The Cape Cod Rail Trail (CCRT) is a paved pathway that runs 25 miles one-way from South Dennis to Wellfleet, according to [CapeCodBike Guide.com](https://www.capecodbikeguide.com/railtrail.asp). The trail is renowned for its scenery and beauty as it tours the small communities and countryside found on Cape Cod....
4

The Geology Trail at Whipple Hill

Easy
2.41 mi·
362 ft
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....
5

Arnold Arboretum

Easy
3.42 mi·
418 ft
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....
6

The Rock Circuit Trail at Middlesex Fells

Easy
3.87 mi·
703 ft
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....
7

Boston Harbor Islands World's End Loop

Easy
4.37 mi·
342 ft
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....
8

Beaver Brook and Rock Meadow Loop

Easy
6.2 mi·
419 ft
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....
9

Blue Hills Skyline Trail: Out-and-Back

Hard
15.26 mi·
4,273 ft
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....