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Routes
Bike touring routes & trails
United States
New Hampshire
Cheshire County
Winchester

Ashuelot Rail Trail Loop

Moderate

2.6

(2)

70

riders

Ashuelot Rail Trail Loop

03:24

45.0km

220m

Cycling

The Ashuelot Rail Trail Loop offers a diverse touring cycling experience through New Hampshire's Monadnock region, following the scenic Ashuelot River. You'll pedal past historic covered bridges, like the West Swanzey Covered Bridge, and old railroad remnants, all while enjoying tree-lined paths and views of the river's class III and IV rapids. The terrain varies from smooth asphalt near Keene to rougher gravel, dirt, and sand further south, making it a true adventure for those who appreciate a changing landscape.

This moderate 28.0-mile (45.0 km) loop involves 728 feet (222 metres) of elevation gain and typically takes around 3 hours and 24 minutes to complete. A hybrid or gravel bike with wider tires is highly recommended due to the mixed surfaces, which can include rough patches, puddles, and loose gravel, especially after rain. Plan your visit by checking trail conditions and ensuring your bike is suitable for the varied terrain.

Beyond the ride itself, the Ashuelot Rail Trail is steeped in history, tracing the path of the former Ashuelot Railroad and featuring original granite mile markers and restored depots. It's also known for its wildlife, with moose sightings not uncommon in areas near West Swanzey. This route connects with the Cheshire Rail Trail, offering possibilities for even longer rides and making it a standout option for touring cyclists in the region.

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

Get Directions

1

1.31 km

Ashuelot Rail Trail

Highlight (Segment) • Trail

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.

Tip by

2

14.5 km

West Swanzey Covered Bridge

Highlight • Bridge

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.

Tip by

3

18.6 km

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.

Tip by

B

45.0 km

End point

Parking

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Way Types & Surfaces

Way Types

21.6 km

13.6 km

7.08 km

2.61 km

< 100 m

< 100 m

Surfaces

21.7 km

16.9 km

6.42 km

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Elevation

Elevation

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Weather

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Today

Friday 10 July

31°C

18°C

43 %

Additional weather tips

Max wind speed: 13.0 km/h

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Frequently Asked Questions

What kind of bike is best suited for the Ashuelot Rail Trail Loop?

The trail's surface varies significantly. While hybrid bikes are suitable for some sections, a gravel bike with at least 40mm tires or a mountain bike is highly recommended, especially for the rougher southern portions. Road bikes are generally not suitable due to sections with packed cinder, ballast, dirt, rough gravel, and potential mud or sand after rain.

What are the surface conditions like on the trail?

The surface changes along the route. The northernmost section in Keene starts with smooth asphalt. South of NH-101 in Keene, about five miles are improved stone dust. Further south, it transitions to packed cinder, ballast, dirt, and rougher gravel. You might encounter sandy, muddy, or even flooded areas, especially after heavy rains, as well as rooty sections and potholes.

What can I see along the Ashuelot Rail Trail Loop?

The route offers a mix of natural beauty and historical landmarks. You'll see the Ashuelot River, wetlands, forests, and rural landscapes. Notable historical features include several covered bridges like the West Swanzey Covered Bridge and Sawyer's Crossing Covered Bridge, old mills, abandoned industrial buildings, and original granite mile markers from the former Ashuelot Railroad corridor. The trail itself is largely the Ashuelot Rail Trail.

Is the Ashuelot Rail Trail Loop suitable for beginners?

The difficulty varies. The improved asphalt and stone dust sections near Keene are generally easy. However, the southern parts, with their rougher surfaces, present a moderate to advanced challenge. Beginners should be aware of these sections and consider a more robust bike. Heavy rains can make conditions significantly more difficult.

What is the best time of year to cycle this route?

Spring, summer, and fall generally offer the best conditions. Be aware that heavy rains in any season can make the rougher sections muddy and challenging. Winter cycling is possible but expect snow and ice, which would require appropriate gear and experience.

Are dogs allowed on the Ashuelot Rail Trail Loop?

Yes, dogs are generally allowed on the trail. Please ensure they are kept on a leash and that you clean up after them to maintain a pleasant experience for all users.

Do I need any permits or have to pay an entrance fee to use the trail?

No, there are no permits or entrance fees required to access and use the Ashuelot Rail Trail Loop.

Where can I park to access the Ashuelot Rail Trail Loop?

While specific parking areas are not detailed, the trail connects several towns including Keene, Swanzey, Winchester, and Hinsdale. You can typically find public parking in or near these towns that provide access points to the rail trail.

What kind of wildlife might I encounter on the trail?

The trail passes through diverse natural landscapes, including wetlands and forests. It's known to be 'moose territory,' so there's a chance to spot moose, along with other local wildlife.

Does the trail connect to other paths for longer rides?

Yes, the southern terminus of the Ashuelot Rail Trail is conveniently located near the Fort Hill Branch Rail Trail, allowing for extended cycling adventures. It is also part of the larger East Coast Greenway system.

Are there any amenities like cafes or pubs along the route?

The trail winds through charming historic towns like Winchester and Ashuelot, and connects to the city of Keene. You can typically find cafes, pubs, and other amenities in these communities, especially in Keene, Swanzey, and Winchester.

Nearby routes

Moderate

4

Ashuelot Recreational Rail Trail

03:47h

42.0km

130m

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