Massachusetts · MA
Trails Near Cheshire
17 named trails within about 25 miles of Cheshire, Massachusetts, nearest first — with maps, distances, and elevation profiles.
About trails near Cheshire, Massachusetts
17 named trails lie within about 25 miles of Cheshire, covering 57.5 miles in total. 13 of them are tagged for hiking and 1 for mountain biking.
The closest is Ashuwillticook Rail Trail, about 0.2 miles away. 17 of them lie within 10 miles of town. The longest nearby is Ashuwillticook Rail Trail, at 28.0 miles. These trails fall in Berkshire County.
What the trails near Cheshire are like
By length, 5 are under a mile, 10 run 1 to 5 miles, and 2 are 5 miles or longer. 1 is a loop, ending where it starts; the longest is Bradley Farm Trail, at 2.1 miles.
Of the 17 with measured elevation, Red Gate Trail climbs the most, about 1,045 ft, and 2 gain 1,000 ft or more.
All 17 trails, nearest first
Browse by county
Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt .