5.0
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69
riders
23
rides
No traffic gravel bike trails in Cheshire County traverse a landscape characterized by rolling hills, picturesque valleys, and extensive New England woodlands. The region features numerous waterways and an extensive network of repurposed rail trails, providing varied terrain for gravel biking. These trails offer surfaces ranging from well-packed gravel to dirt, suitable for diverse skill levels. The topography includes significant elevation changes, particularly around prominent features like Mount Monadnock.
Last updated: April 24, 2026
15
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
59.4km
04:29
1,210m
1,210m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2
riders
22.8km
01:50
330m
330m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
31.4km
02:23
490m
490m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
73.2km
05:25
730m
730m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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There is a small green space near bridge that is a great place to stop for a snack or lunch.
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Harrisville is a charming small town centered around a historic 19th-century industrial mill complex. The town is frequently photographed as an example of picturesque New England.
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Fitzwilliam is a picturesque small town in Cheshire County and is home to the 16-acre Rhododendron State Park. It offers a historic feel and wonderful views, and is also listed on the National Register of Historic Places.
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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 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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A picturesque crossroads where you’ll find all the inhabitants’ mailboxes lined up in the middle, overlooking a picture perfect New England little white church.
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Cheshire County offers around two dozen dedicated no-traffic gravel bike trails. These routes provide a safe and scenic way to explore the region's diverse landscapes, ranging from moderate to difficult in challenge.
You'll find a varied terrain on Cheshire County's no-traffic gravel trails. Many routes utilize repurposed rail trails like the Cheshire Rail Trail and Ashuelot Rail Trail, featuring surfaces from well-packed gravel and crushed stone to dirt and even some rougher sections. Expect rolling hills, classic New England woodlands, and picturesque river valleys.
The spring, summer, and fall seasons generally offer the best conditions for gravel biking in Cheshire County. Spring brings lush greenery, while fall showcases stunning foliage. Summer provides warm weather, though some sections might be dusty. Winter riding is possible, but be prepared for snow and ice, especially on less maintained sections.
Yes, there are several excellent circular routes designed for no-traffic gravel biking. For example, the Halifax Village Center – Green River Covered Bridge loop offers a challenging ride with varied terrain. Another great option is the Grout Hill – Cock Hat Hill loop from Marlow, providing extensive views and a good workout.
Cheshire County's no-traffic gravel trails often lead you through beautiful natural settings. You might encounter the prominent Mount Monadnock Summit in the distance, or pass by serene waterways like the Ashuelot River. Historic covered bridges are also a charming feature of the region, particularly along the Ashuelot Rail Trail. Some routes may also offer glimpses of lakes such as Lily Pond or Spofford Lake.
Many sections of the rail trails, particularly the well-packed gravel parts of the Cheshire Rail Trail, are suitable for families looking for traffic-free cycling. These flatter, wider paths offer a safer and more relaxed experience. However, some routes listed in this guide are rated 'difficult' due to elevation and distance, so always check the route details before heading out with children.
Generally, dogs are permitted on leash on most rail trails and public lands in Cheshire County. However, specific rules can vary, so it's always best to check local regulations for the particular trail you plan to ride. Always ensure your dog is under control and clean up after them.
Parking is typically available at various access points along the major rail trails, such as the Cheshire Rail Trail and Ashuelot Rail Trail. Towns like Keene, Troy, and Fitzwilliam often have designated parking areas near trailheads. For specific routes, check the tour details on komoot, as many will indicate recommended starting points with parking.
The no-traffic gravel trails in Cheshire County are highly rated by the komoot community, with an average score of 5.0 stars. Riders frequently praise the peaceful, car-free environment, the scenic beauty of the New England woodlands, and the variety of terrain that keeps rides interesting. The extensive network of rail trails is often highlighted for its accessibility and historical charm.
Yes, Cheshire County offers several long-distance options for traffic-free gravel biking. The Cheshire Rail Trail itself spans 42 miles from Walpole to Fitzwilliam, providing a significant stretch of car-free riding. You can also combine sections of the Cheshire and Ashuelot Rail Trails for extended adventures. Routes like the Fitzwilliam – Troy Train Depot loop cover over 70 km, offering a substantial ride.
Absolutely. While this guide features many routes rated 'difficult' due to elevation and distance, the region also offers easier sections, particularly on the main rail trails. The Cheshire Rail Trail, for instance, has parts that are well-packed and relatively flat, suitable for beginners or those seeking a more relaxed ride. More challenging routes, like the Harrisville loop from Dublin, provide significant elevation gain for experienced riders.


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