Hillsborough Recreational Rail Trail

Embark on the Hillsborough Recreational Rail Trail Loop for an easy touring bicycle ride spanning 12.2 miles (19.6 km). You will gain 306 feet (93 metres) in elevation, typically completing the route in about 1 hour and 28 minutes. This trail winds through rural and wooded landscapes, offering scenic views as it follows the Contoocook River. As you pedal, you will encounter historic remnants of the Boston and Maine Railroad, including old rails and trestle bridges. The unpaved surface can be loose and uneven in spots, so be prepared for varied terrain. Look for the Bennington Depot, a notable landmark along the way.

When planning your touring bicycle adventure on the Hillsborough Recreational Rail Trail Loop, be aware that it is a multi-use path. It is shared with ATVs, dirt bikes, snowmobiles, and horses, which can significantly degrade the surface. This means you might encounter loose and uneven sections throughout your ride. For the best experience, mountain bikes equipped with aggressive tires are highly recommended to handle these conditions. Standard touring or hybrid bikes may find the surface challenging, so choose your equipment wisely.

This route offers a unique cycling experience by connecting the towns of Hillsborough, Deering, and Bennington. Beyond the natural beauty, the trail provides a glimpse into the region's past, with visible historical elements from the former Boston and Maine Railroad. These remnants add a layer of historical interest to your journey, making it more than just a scenic ride. The trail's multi-use nature also means you will share the path with various other outdoor enthusiasts.