Hillsborough Recreational Rail Trail Loop
Hillsborough Recreational Rail Trail Loop
4.8
(1870)
8,125
riders
01:28
19.6km
90m
Cycling
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…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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14.4 km
Highlight • Cycleway
Tip by
19.6 km
End point
Parking
Way Types & Surfaces
Way Types
7.97 km
5.37 km
2.96 km
2.05 km
1.24 km
Surfaces
10.4 km
9.21 km
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Elevation
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Weather
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Today
Friday 8 May
14°C
1°C
13 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
The trail is largely unpaved, featuring a mix of packed earth, dirt, gravel, crushed stone, and significant sections of loose sand. Its multi-use nature, shared with ATVs and snowmobiles, can further contribute to the uneven and challenging surface conditions.
While the komoot tour suggests a touring bicycle, the challenging terrain with loose sand and uneven surfaces makes it difficult for standard touring or hybrid bikes. Mountain bikes with aggressive tires are highly recommended for a more enjoyable experience, as many cyclists find themselves walking sections with less suitable bikes.
Given the trail's unpaved and multi-use nature, it's best to avoid early spring (mud season) and periods immediately following heavy rain when sections can become very soft or muddy. Late spring, summer, and early autumn generally offer the most favorable conditions, though loose sand can be present year-round.
Specific parking areas are typically available in the towns it connects: Hillsborough, Deering, and Bennington. It's advisable to check local town websites or trail maps for designated parking lots near the trailheads.
Yes, the trail is generally dog-friendly. However, as a multi-use trail shared with ATVs, snowmobiles, and horses, it's crucial to keep dogs on a leash and under control for their safety and the safety of other trail users. Please also remember to clean up after your pet.
No, there are typically no permits or entrance fees required to access the Hillsborough Recreational Rail Trail Loop. It is a public recreational trail.
The trail offers scenic views as it winds along the Contoocook River, passing through rural and wooded landscapes. As a re-purposed railway, you'll encounter historic remnants of the former Boston and Maine Railroad, including visible old rails and trestle bridges. You'll also pass the Bennington Depot, adding to the historical appeal. The primary highlight is the Hillsborough Recreational Rail Trail itself.
Yes, the route also passes through sections of the Peterborough and Hillsborough Railroad and Deering River Road, offering potential connections or variations for longer rides.
The trail connects the communities of Hillsborough, Deering, and Bennington. You can find cafes, pubs, and restaurants in these towns, particularly Hillsborough, which is the largest of the three. It's a good idea to plan your stops in advance, especially in the smaller towns.
The komoot tour estimates this 19.5 km (12.1 mile) loop takes approximately 1 hour and 28 minutes to complete on a touring bicycle. However, due to the challenging and often sandy terrain, your actual time may vary, especially if you are on a less suitable bike or choose to walk certain sections.
Given the challenging and unpaved surface, we recommend bringing a mountain bike or a bike with wide, aggressive tires. Carry plenty of water, snacks, a repair kit, and a map or GPS device. Sunscreen and insect repellent are also advisable, especially during warmer months.