5.0
(1)
19
riders
9
rides
Touring cycling around Hinsdale, Illinois, is characterized by its extensive network of trails and generally gentle terrain. The region features a blend of suburban tranquility and natural beauty, with routes often traversing lush forest preserves and alongside waterways like Salt Creek. Minimal elevation changes make the area suitable for a wide range of cycling abilities. These well-maintained paths provide diverse experiences through green landscapes.
Last updated: May 17, 2026
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
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

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7
riders
24.7km
01:40
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
3
riders
67.9km
04:37
770m
770m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Hinsdale
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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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 trail is a pleasant, peaceful hike through the woods along a number of waterfalls.
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The Native Americans of the region used to call the West River "Wantastiquet" which means "waters of the lonely way”. The Wantastiquet Trail is connected to both the mountains and the West River. This path was an important link that connected Fort Drumner and the Green Mountains.
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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 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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Ashuelot Rail Trail is a 21.5 mile long multiuse trail. The path is built on an old railroad right of way. The trail is a mix of concrete, crushed gravel and dirt. It is a fairly easy path and is great for a family bike ride.
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The terrain around Hinsdale is predominantly gentle, featuring minimal elevation changes, which makes it suitable for a wide range of cycling abilities. You'll find well-maintained paths often traversing lush forest preserves and alongside waterways. While most routes are easygoing, some may include small hills or unpaved sections, offering variety for more experienced riders.
Yes, Hinsdale's extensive trail networks and gentle terrain are well-suited for family cycling. Many paths are paved and offer a relaxed experience. For example, the Fort Hill Recreational Rail Trail is a moderate 13.2-mile route along a former railway line, providing a pleasant ride for families.
Hinsdale's touring cycling routes often lead through picturesque landscapes. You'll encounter extensive trail networks, lush forest preserves, and scenic paths alongside waterways like Salt Creek. These areas provide opportunities to enjoy natural beauty and spot local wildlife, enhancing your cycling experience.
Yes, for those seeking a longer challenge, Hinsdale offers several options. The Ashuelot Rail Trail Loop is a moderate 28.0-mile path with varied scenery. For a more difficult and extensive ride, consider the Cheshire Rail Trail loop from Brattleboro, which spans 42.3 miles with significant elevation gain.
While cycling around Hinsdale, you can discover several interesting points. Near some routes, you might find highlights like the Wantastiquet–Monadnock Trailhead or enjoy a View of Vermont from Wantastiquet Mountain Stone Post. Other notable spots include the historic Madame Sherri House, offering a glimpse into the region's past.
There are 8 touring cycling routes available around Hinsdale. These routes offer a mix of moderate and difficult experiences, catering to various skill levels and preferences.
The touring cycling routes in Hinsdale are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the well-developed and interconnected trail system, the gentle terrain, and the beautiful natural landscapes found within the forest preserves and along waterways.
Yes, there are several loop options for touring cyclists. For instance, the Ashuelot Rail Trail Loop provides a moderate 28.0-mile circular path. Another option is the Black Mountain Trailhead – West River loop from Brattleboro, a 15.5-mile trail through wooded areas.
For a more challenging experience, the Cannon Hill – Round Hill loop from Brattleboro is a difficult 42.5-mile route with significant elevation changes, offering a demanding ride for advanced touring cyclists.
Yes, Hinsdale's cycling network includes routes that utilize former railway lines, providing relatively flat and scenic paths. The Fort Hill Recreational Rail Trail is a prime example, offering a moderate 13.2-mile ride along such a path.
Many routes in the Hinsdale area incorporate natural waterways into their scenery. The Ashuelot Rail Trail Loop, for instance, provides varied scenery and often follows the course of a river. Similarly, the Black Mountain Trailhead – West River loop from Brattleboro leads through wooded areas and along the West River.


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