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New Hampshire

Cheshire County

The best cycling routes in Cheshire County

5.0

(7)

120

riders

38

rides

Touring cycling routes in Cheshire County traverse a diverse landscape, ranging from tranquil lowlands and agricultural land to challenging hill ranges bordering the Peak District. The region features a mosaic of woodlands, lowland heath, and an extensive network of rivers and canals. Prominent natural features include the Sandstone Ridge, offering panoramic views, and areas like Macclesfield Forest with its reservoirs and rugged terrain. This varied topography provides a range of cycling experiences across the county.

Best touring cycling routes in…

Last updated: April 24, 2026

4

riders

#1.

Ashuelot Recreational Rail Trail

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

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Moderate

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

Moderate
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2

riders

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

Moderate

3

riders

Cycle the challenging 39.8-mile Cheshire Recreational Rail Trail, gaining 1420 feet through varied New Hampshire landscapes.

Hard

1

riders

Cycle the challenging 32.6-mile Cheshire Recreational Rail Trail, featuring varied terrain, historic bridges, and scenic views.

Hard

Cycle 18.4 miles (29.6 km) from Troy to Mount Monadnock State Park, a moderate touring route through scenic New Hampshire woodlands.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

5.0

(1)

7

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Cheshire County

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Cycling around Hinsdale

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Hiking Collection by

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Tips from the Community

mtm05005
January 12, 2024, Sawyer's Crossing Covered Bridge

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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AaronLavanchy
November 8, 2023, Stonewall Farm

Stonewall Farm is a nonprofit working farm located on more than 120-acres of pasture, wetlands, woods, and trails. It's open every day, year round and it's free of charge.

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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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mtm05005
October 17, 2023, Troy Train Depot

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 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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Frequently Asked Questions

How many touring cycling routes are available in Cheshire County?

Komoot offers over 30 touring cycling routes in Cheshire County, catering to various skill levels. You'll find a mix of easy, moderate, and challenging rides to explore the region's diverse landscapes.

What kind of terrain can I expect on touring cycling routes in Cheshire County?

Cheshire County offers a varied terrain for touring cyclists. You can expect tranquil lowlands, agricultural land, woodlands, and lowland heath, often interlaced with rivers and canals. The eastern part of the county borders the Peak District, featuring more challenging inclines and rugged terrain, particularly around areas like Macclesfield Forest and Tegg's Nose Country Park. The Sandstone Ridge also provides prominent features and panoramic views.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, Cheshire County has several easy touring cycling routes, including those that follow disused railway lines. These routes, such as sections of the Middlewood Way or Whitegate Way, often provide generally flat and accessible paths, ideal for a relaxed ride or for families. Overall, about 10% of the routes are considered easy.

What are the most challenging touring cycling routes in Cheshire County?

For experienced touring cyclists seeking a challenge, the eastern parts of Cheshire County, bordering the Peak District, offer more demanding routes with significant elevation changes. Approximately 25% of the touring cycling routes in the region are rated as difficult, providing a longer and more strenuous experience through varied terrain.

What natural features or landmarks can I see along touring cycling routes in Cheshire County?

Cheshire County's touring cycling routes pass by a wealth of natural features and landmarks. You might encounter the tranquil waters of the Dee Estuary, the dramatic moors of Cheshire's Peak District, or the scenic views from the Sandstone Ridge. Other notable spots include Macclesfield Forest with its reservoirs, Tegg's Nose Country Park, and ancient woodlands like those at Alderley Edge and Hare Hill. You can also explore highlights such as Mount Monadnock Summit or enjoy the serene Lily Pond.

Are there any circular touring cycling routes in Cheshire County?

Yes, Cheshire County offers various circular touring cycling routes. These allow you to start and finish at the same point, making logistics easier. For example, you can find picturesque loops like the Beeston Castle loop from Nantwich, which provides stunning views and tranquil scenery.

What do other touring cyclists say about cycling in Cheshire County?

The touring cycling routes in Cheshire County are highly rated by the komoot community, with an average score of 5.0 stars from more than 5 reviews. Cyclists often praise the varied terrain, the well-maintained infrastructure, and the scenic beauty of the region, from quiet country lanes to challenging hill climbs.

Can I find routes that follow disused railway lines in Cheshire County?

Yes, several disused railway lines in Cheshire County have been converted into excellent recreational trails for cycling. These include popular routes like the Middlewood Way, the Whitegate Way, and the Biddulph Valley Way, which offer traffic-free and generally flat paths, perfect for a smooth touring experience.

Are there any routes that incorporate canals or waterways?

Cheshire County is rich in waterways, and many touring cycling routes utilize the towpaths of its numerous canals and rivers, such as the Macclesfield Canal or River Dane. These routes often provide flat, scenic rides through the heart of the county's industrial heritage and natural beauty.

What is the best time of year for touring cycling in Cheshire County?

Cheshire County offers enjoyable touring cycling throughout much of the year. Spring and autumn provide pleasant temperatures and beautiful scenery with changing foliage. Summer is also popular, though some routes might be busier. Winter cycling is possible, especially on lower-elevation routes, but be prepared for colder, potentially wetter conditions, particularly in the Peak District areas.

Are there any specific routes that offer panoramic views?

For panoramic views, consider routes that traverse the Sandstone Ridge, which offers expansive vistas across the Cheshire Plain. Additionally, areas like Tegg's Nose, the second-highest point in Cheshire, provide breathtaking views overlooking Macclesfield Forest and extending to the Welsh hills and Liverpool on clear days.

Are there any long-distance touring cycling options in Cheshire County?

Yes, for those seeking longer tours, Cheshire County is home to the challenging 176-mile Cheshire Cycleway, which traverses the entire county. The region is also well-integrated into the National Cycle Network, providing numerous options for extended journeys and connecting routes.

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Check out more Cycling routes throughout Cheshire County below and find the perfect route in your destination.

Pisgah State ParkRhododendron State ParkMarlboroughTroyHinsdaleKeeneWest SwanzeyWinchesterMonadnock State ParkNorth WalpoleWalpoleBear Mountain State Forest

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