Cheshire Recreational Rail Trail
Cheshire Recreational Rail Trail
4.8
(6060)
12,801
riders
05:00
52.4km
470m
Cycling
Cycle the challenging 32.6-mile Cheshire Recreational Rail Trail, featuring varied terrain, historic bridges, and scenic views.
Last updated: February 26, 2026
Waypoints
Start point
Parking
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21.9 km
Highlight (Segment) • Trail
Tip by
52.4 km
End point
Parking
Way Types & Surfaces
Way Types
50.7 km
1.25 km
311 m
192 m
Surfaces
51.0 km
1.38 km
< 100 m
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Elevation
Highest point (260 m)
Lowest point (90 m)
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Weather
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Today
Friday 8 May
14°C
1°C
21 %
Additional weather tips
Max wind speed: 18.0 km/h
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This route was planned by komoot.
The trail primarily features a varied surface of gravel and dirt, including hard-packed gravel, crushed stone, cinder, sand, and packed earth. While some segments, particularly between Walpole and Keene, are hard-packed, other areas can be rough with large rocks, flooding, or erosion. You might also encounter soft or muddy spots.
The trail's difficulty ranges from easy to advanced. The section south of Keene, extending nearly 19 miles to Fitzwilliam, is generally smoother and less challenging. However, the northern section, especially between Walpole and Keene, is more difficult due to rocks, erosion, and steep inclines. Beginners should be prepared for varied conditions and consider starting on the southern segments.
Due to the varied and sometimes challenging surfaces, a mountain bike is generally recommended. While some cyclists have managed with road bikes equipped with 25mm wheels, you should be comfortable riding on dirt and gravel if choosing this option.
You'll experience abundant natural beauty, including wooded landscapes, natural rock walls, and water features like wetlands and Rockwood Pond. The trail also offers views of Mount Monadnock and passes through charming towns such as Troy and Fitzwilliam. A notable landmark is the impressive Cheshire Rail Trail Stone Arch Bridge over the Ashuelot River in Keene, built in 1863.
Yes, there is a break in the trail as it passes through the town of Keene, requiring cyclists to navigate through town before rejoining the rail path. In Keene, the Cheshire Rail Trail also connects to other local trails like the Jonathan Daniels Trail, the Appel Way Trail, and the Ashuelot Recreational Rail Trail. The route also passes through sections of the Wantastiquet-Monadnock Trail and various segments of the Cheshire Recreational Rail Trail.
The trail connects towns from Fitzwilliam to Walpole, offering various access points. You can find parking in towns like Keene, Troy, and Fitzwilliam, which also provide access to amenities. Specific parking areas are typically available at trailheads within these towns.
The trail offers different experiences throughout the year. While it's a multi-use trail enjoyed in various seasons, conditions can vary. Winter sees use by snowmobilers, cross-country skiers, and snowshoers. For cycling, spring through fall generally offers the most favorable conditions, though some sections can be muddy even without recent rain.
There is no mention of permits or entrance fees required to access the Cheshire Recreational Rail Trail for cycling.
The Cheshire Recreational Rail Trail is a multi-use trail, popular for various activities including hiking. While specific dog regulations are not detailed, multi-use trails in New Hampshire are generally dog-friendly, often requiring dogs to be on a leash. It's always a good idea to check local signage or town regulations for specific leash laws.
Yes, the trail provides opportunities to stop in towns such as Keene, Troy, and Fitzwilliam. These towns offer access to amenities like coffee shops, restaurants, and museums, allowing you to combine nature immersion with community exploration.
The entire 42-mile route, from Keene to Westminster, typically takes around 5 hours to complete by touring bicycle, depending on your pace and stops. The total duration for the route is approximately 18,020 seconds (about 5 hours).