Biking in the Monadnock region is a great way to explore the area's natural beauty and history. The region is home to a variety of rail trails that have been converted to biking and pedestrian paths, including the Cheshire Rail Trail, the Ashuelot Rail Trail, and the Granite State Rail Trail. These trails offer miles of scenic, car-free routes for cyclists of all levels, with opportunities to spot wildlife, visit historic sites, and take in stunning views of the Monadnock Mountains. Whether you're looking for a leisurely ride or a challenging workout, the Monadnock region's rail trails offer a safe and enjoyable way to experience the outdoors.
photo of a wide flat trail next to a lake

Monadnock Recreational Rail Trail

7.5 miles from Webster St in Jaffrey to the NH-MA state line

walk, bike, ride horseback, snowmobile, and cross-country ski

Visit Mason Railroad Trail website
photo of a trail going under a bridge

Ashuelot Recreational Rail Trail

21.5 miles from Keene Cheshire Rail Trail to Hinsdale Northfield Road/NH 63

walk, bike, cross-country ski, ride horseback, snowmobile

Visit Mason Railroad Trail website
picturesque photo of stone arch bridge surrounded by green foliage

Cheshire Recreational Rail Trail

42 miles through Fitzwilliam, Keene, Marlborough, Swanzey, Troy, Walpole, and Westmoreland
walk, bike, ride horseback, snowmobile, cross-country ski

Visit Mason Railroad Trail website
photo of flat trail through tall thin green trees

Hillsborough Recreational Rail Trail

8 miles through Hillsborough, Deering, and Bennington walk, bike, snowmobile, ride horseback, cross-country ski
Visit Mason Railroad Trail website