Trail Races & Routes in Massachusetts

Explore 25 trail running and hiking routes across Massachusetts. 3 organized races and 22 training routes covering distances from 7.1 mi to 28.6 mi. Elevation gains range from 90 ft to 7,448 ft.

Route NameLocationDistanceElevation GainType
Falmouth Road Race Falmouth, Massachusetts 7.1 mi 208 ft race
Boston Marathon Wellesley, Massachusetts 26.2 mi 631 ft race
Cape Town Marathon Manuel F. Correllus State Forest, Massachusetts 27.0 mi 721 ft race
Blue Heron Trail MA 8.8 mi 90 ft route
Blue Heron Trail (MA) Norfolk County, Massachusetts 8.9 mi 157 ft route
Rutland State Park and Barre Falls Loop (MA) Worcester County, Massachusetts 10.9 mi 590 ft route
Floodwater Triple Crown (MA) Franklin County, Massachusetts 11.0 mi 2,454 ft route
Wachusett Mtn (MA) Worcester County, Massachusetts 11.1 mi 2,402 ft route
Mt Greylock, Thunderbolt Trail (MA) Berkshire County, Massachusetts 13.0 mi 3,543 ft route
Western Greenway (MA) Middlesex County, Massachusetts 13.8 mi 1,000 ft route
Monoosnoc Ridge Trail (MA) Worcester County, Massachusetts 14.6 mi 2,175 ft route
Blue Hills Skyline Trail (MA) Norfolk County, Massachusetts 14.9 mi 3,632 ft route
Mount Toby Loop (MA) Franklin County, Massachusetts 15.2 mi 2,660 ft route
The Worcester seven hill round (MA) Worcester County, Massachusetts 17.0 mi 1,856 ft route
Battle Road Trail (MA) Middlesex County, Massachusetts 18.9 mi 531 ft route
Long 7 Sisters 22 (MA) Hampshire County, Massachusetts 19.7 mi 5,716 ft route
Whitehall Upton Loop (MA) Middlesex County, Massachusetts 20.2 mi 1,514 ft route
Tully Trail MA 20.3 mi 2,216 ft route
Tully Trail (MA) Worcester County, Massachusetts 22.0 mi 2,753 ft route
Mount Greylock Round (MA) Berkshire County, Massachusetts 23.7 mi 5,828 ft route
Nashua River Rail Trail (MA, NH) Middlesex County, Massachusetts 24.5 mi 196 ft route
Ware River Rail Trail (MA) Worcester County, Massachusetts 25.6 mi 580 ft route
Tour du Greylock (MA) Berkshire County, Massachusetts 28.4 mi 7,448 ft route
Hancock Shaker Village Loop (MA) Berkshire County, Massachusetts 28.6 mi 5,761 ft route
Pittsfield Loop Pittsfield State Forest, Massachusetts 28.6 mi 5,761 ft route

Frequently Asked Questions

How many trail races are in Massachusetts?

There are 3 organized races and 22 self-supported routes available in Massachusetts.

What is the average elevation gain in Massachusetts?

The average elevation gain is 2,417 feet, with routes ranging from 90 to 7,448 feet.

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