In-Between Two Hills - The Ashuwillticook Rail Trail

One could easily spend an entire day cruising along the Ashuwillticook Rail Trail— that’s pronounced ash-oo-will-ti-cook for those getting tongue-tied. This converted railroad track paves a smooth 11.2-mile path through the towns of Cheshire, Lanesborough, and Adams. With trailheads in each town, it makes for a fun day to hop on and off, enjoy food, peruse the shops while also escaping into the beauty of the Berkshire Hills.

Winding along through the Hoosic River Valley, boasting views of Mt. Greylock and the Hoosac Mountains, the Ashuwillticook Rail Trail is universally accessible and boasts amazing scenery year-round. Managed by the Massachusetts Department of Conservation, families, and people of all abilities enjoy this community trail. 

A favorite spot of the Massachusetts Audubon Society, large and lanky Great Blue Heron and other wildlife slink through the adjacent Cheshire Reservoir wetlands and Hoosic River banks. Fishermen cast for bass, yellow perch, and northern pike. 

Shaded paths provide respite from the summer sun and leaf turning views in the autumn. An easy grade to the trail provides perfect conditions for biking, rollerblading, and cyclists, skaters, walkers, runners, and cross-country skiers of all ages. 

Jump on the trail just off Route 8 on Berkshire Mall Road in Lanesborough, on Farnams Crossing in Cheshire, at Church Street in Cheshire, Harmony Street in Adams and the Adams Town parking lot off Hoosac Street.