5.0
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No traffic touring bike trails in Cheshire County, New Hampshire, are primarily found within the scenic Monadnock Region, characterized by its wooded landscapes, lakes, and ponds. The terrain features extensive rail trails, offering varied surfaces from gravel and dirt to paved sections, suitable for touring cyclists. This region provides a mix of natural beauty and historical landmarks, with routes often following former railway lines through tranquil settings. The landscape includes views of wetlands and Mount Monadnock, providing diverse scenery for…
Last updated: April 24, 2026
4
riders
42.0km
03:47
130m
130m
Cycle the 26.1-mile Ashuelot Recreational Rail Trail, a moderate route through New Hampshire's scenic river valleys and historic covered bri
3
riders
45.0km
03:24
220m
220m
The Ashuelot Rail Trail Loop offers a moderate 28-mile touring cycling adventure through varied terrain, historical bridges, and river views

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2
riders
21.3km
02:00
110m
110m
Cycle the Fort Hill Recreational Rail Trail, a moderate 13.2-mile (21.3 km) route in Hinsdale, New Hampshire, with 371 feet of elevation gai
3
riders
64.1km
05:59
430m
430m
Cycle the challenging 39.8-mile Cheshire Recreational Rail Trail, gaining 1420 feet through varied New Hampshire landscapes.
1
riders
52.4km
05:00
470m
470m
Cycle the challenging 32.6-mile Cheshire Recreational Rail Trail, featuring varied terrain, historic bridges, and scenic views.
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Popular around Cheshire County
Sawyer's Crossing Covered Bridge is a beautiful bridge that takes Sawyers Crossing Road over the Ashuelot River. It was constructed in 1859 to replace an older bridge that was built in 1771. It was listed on the National Register of Historic Places in 1978.
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The West Swanzey Covered Bridge takes Main Street over the Ashuelot River. It was constructed in 1832 and is one of the last remaining covered bridges in New Hampshire that was built in the 19th century. The bridge was listed on the National Register of Historic Places in 1980.
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Sawyer's Crossing Covered Bridge is a beautiful bridge that takes Sawyers Crossing Road over the Ashuelot River. It was constructed in 1859 to replace an older bridge that was built in 1771. It was listed on the National Register of Historic Places in 1978.
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The Troy Train Depot is an old rail station from the now defunct B&M Rail line. The depot is found on the Cheshire Recreational Rail Trail. There are some informational plaques on the outside of the building providing some background on the railroad that used to run through the area.
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I did take my road bike along here - 25 mm tires. There's mud, and crushed gravel, and a wooded bridge (see pic). So it is doable - if you need to do it. You won't be going 20 mph, and wider tires would be better (30mm+) but it's better than the road, which is kind of narrow at this point.
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The Fort Hill Recreational Trail is a 9-mile long multiuse trail that is built along the old Boston and Maine Railroad. The surface is crushed stone and gravel, so it is not suitable for road bikes.
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The Troy Train Depot is an old rail station from the now defunct B&M Rail line. The depot is found on the Cheshire Recreational Rail Trail. There are some informational plaques on the outside of the building providing some background on the railroad that used to run through the area.
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The Cheshire Rail Trail is a 42-mile long multiuse trail. The path is made of packed gravel and crushed rock, so it is best suited for a bike with thicker tires. The path is fully off-road, so it is a perfect option for a relaxed ride.
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Cheshire County offers 20 dedicated no-traffic touring cycling routes. These routes range in difficulty, with 2 easy, 15 moderate, and 3 difficult options, ensuring there's a suitable ride for various skill levels.
The region is well-known for its rail trails. Popular options include the Ashuelot Recreational Rail Trail, offering over 42 km of scenic riding, and the Fort Hill Recreational Rail Trail, which spans over 21 km. The extensive Cheshire Rail Trail also provides significant car-free cycling opportunities.
Yes, the Cheshire Recreational Rail Trail is a significant long-distance option, with segments reaching over 64 km. This trail, along with the 42.4-mile Cheshire Rail Trail mentioned in regional research, provides extensive car-free touring through varied landscapes.
You can expect a mix of surfaces, primarily gravel and dirt, especially on the rail trails. Some sections, particularly near urban centers like Keene, may be paved. The routes often traverse wooded landscapes, wetlands, and offer views of natural features like Mount Monadnock.
Many routes offer access to natural beauty. You might pass by serene bodies of water like Lily Pond, Spofford Lake, or Goose Pond. For those interested in views, highlights like Mount Monadnock Summit or Thoreau's Seat are nearby, offering stunning vistas of the Monadnock Region.
Yes, the Ashuelot Rail Trail Loop is a notable option, providing a moderate 45 km circular route. This allows cyclists to experience varied scenery without retracing their path.
The Monadnock Region, where Cheshire County is located, is beautiful year-round. Spring and fall offer pleasant temperatures and stunning foliage, making them ideal. Summer is also popular, though trails can be busier. Winter cycling is possible, but conditions may vary, with some trails potentially covered in snow or ice.
Many of the rail trails, especially those with smoother surfaces or shorter segments, are excellent for families. The generally flat gradients of rail trails make them accessible for riders of all ages and abilities, providing a safe, car-free environment for family outings.
The no-traffic touring cycling routes in Cheshire County are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the peaceful, car-free environment, the scenic beauty of the Monadnock Region, and the well-maintained rail trails that make for enjoyable, immersive rides.
While specific accessibility details for each route vary, the nature of rail trails often means they have gentler gradients and wider paths, making them more accessible than traditional trails. Portions of the Cheshire Rail Trail near Keene are paved, which can further enhance accessibility for different types of bikes and users.
Yes, many of the rail trails pass through or near charming towns and villages in Cheshire County. These communities often offer opportunities to find cafes, restaurants, and other amenities for refreshments and rest stops, particularly in larger towns like Keene or Walpole.


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