Cheshire Rail Trail (Cheshire Branch Rail Trail)

Trail Map

Description Suggest an Edit

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone arch bridge over the Ashuelot River. There is a break in the trail through the town of Keene, and heading north, you can pick up the trail again at Island Street. The trail is used by hikers, mountain bikers (road bikes would have a tough time), snowmobilers, cross-country skiers and equestrians. In addition, you might see dog sleds in winter.

The trail travels through some beautiful New Hampshire scenery, including Rockwood Pond, a nice place to swim in summer. It also passes through some charming towns, such as Troy, where you'll find an old railroad depot, and Fitzwilliam, where you'll find the Depot General Store in Fitzwilliam Village.

Parking and Trail Access

Near the southern end of the trail, parking is available in the town of Fitzwilliam across from the State Line Store on Route 12.


State line to Troy

   August, 2015 by rlbalogh

From the Rte 12 state line south end to Troy is about 12.5 miles. Roadbed conditions vary wildly, from relatively hard pack dirt to rocky fire road to muddy, narrow path (with some soft here and there). Still, an enjoyable ride (saw a porcupine and two more

Cheshire Rail Trail

   January, 2015 by ljbarbeau

We love riding the sleds from Rindge / Pearly Pond to Troy for chinese food at Dragon Palace! read more

   August, 2014 by david.pringle.750

Actually I found this trail connects all the way down to Gardner, MA. by the Pearly Brook Reservoir (gate on Green Street entrance). The trail goes by Pearly and then crosses route 140. The trail is then paved along route 140 and then turns into unpaved more