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Routes
Running trails & routes
United States
New Hampshire
Cheshire County
Keene

Cheshire Recreational Rail Trail

Hard

4.7

(7132)

7,496

runners

Cheshire Recreational Rail Trail

02:39

22.2km

150m

Running

Embark on the Cheshire Recreational Rail Trail for a challenging jogging experience that takes you through diverse New Hampshire landscapes. This difficult route spans 13.8 miles (22.2 km) and involves a total elevation gain of 502 feet (153 metres), typically taking about 2 hours and 39 minutes to complete. As…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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1

8.61 km

Cheshire Rail Trail

Highlight (Segment) • Trail

The Cheshire Rail Trail is a 42-mile long multiuse trail. It passes through beautiful wood land. It is completely off-road, so it is a great place for a peaceful run.

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22.2 km

End point

Parking

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Way Types & Surfaces

Way Types

18.8 km

2.54 km

886 m

Surfaces

18.8 km

1.79 km

912 m

622 m

104 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (260 m)

Lowest point (140 m)

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Weather

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Today

Saturday 9 May

11°C

1°C

96 %

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Max wind speed: 5.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Cheshire Recreational Rail Trail?

Parking is available at various points along the trail, especially in towns it passes through like Keene, Troy, and Fitzwilliam. Specific parking areas are often found near trailheads or town centers, providing convenient access for joggers.

Is the Cheshire Recreational Rail Trail dog-friendly?

Yes, the trail is generally dog-friendly. However, it's always best to keep your dog on a leash and be mindful of other trail users, as it's popular for various activities.

What is the best time of year to jog the Cheshire Recreational Rail Trail?

The trail offers different experiences throughout the year. Spring and fall provide pleasant temperatures and beautiful scenery, with ample shade in wooded areas. Summer is also great, but be prepared for warmer weather. In winter, it's popular for snowmobiling and cross-country skiing, so conditions for jogging might be challenging due to snow and ice.

Do I need a permit or pay an entrance fee to use the trail?

No, there are no permits or entrance fees required to access and use the Cheshire Recreational Rail Trail. It's a public recreational resource.

What is the terrain like on the Cheshire Recreational Rail Trail?

The terrain is quite varied. You'll find sections made of gravel, crushed stone, cinder, sand, and packed earth or dirt. Within Keene, some parts are paved. The southern section towards Fitzwilliam is generally smoother, while the northern part, especially north of Keene, can be rougher with large rocks and areas prone to flooding or erosion. Overall, many sections are mostly flat and straight with gradual hills.

What kind of scenery and landmarks can I expect along the trail?

You'll experience beautiful New Hampshire scenery, including wooded landscapes, natural rock walls, wetlands, and ponds. There are also views of Mount Monadnock. The trail passes through charming towns like Troy, with its old railroad depot, and Fitzwilliam, home to the Depot General Store. A notable landmark is the spectacular stone arch bridge over the Ashuelot River in Keene. You can explore the Cheshire Rail Trail highlight for more details.

Is the Cheshire Recreational Rail Trail suitable for beginner joggers?

The suitability for beginners depends on the section. The southern portion of the trail, particularly south of Keene towards Fitzwilliam, is generally smoother and less demanding. The northern part, however, can be more challenging due to rougher terrain and some steeper inclines. Beginners might prefer starting on the southern segments or the paved sections within Keene.

Does the trail connect with other paths?

Yes, the trail connects with several other paths. In Keene, it links to local trails like the Jonathan Daniels Trail, the Appel Way Trail, and the Ashuelot Recreational Rail Trail. The route also passes through sections of the Wantastiquet-Monadnock Trail and the Ashuelot Rail Trail.

Are there amenities like cafes or restrooms along the route?

The trail offers a unique blend of nature and town integration. While immersed in nature for long stretches, you'll find opportunities to stop in towns like Keene for amenities such as coffee shops, restaurants, and other services.

What activities are permitted on the Cheshire Recreational Rail Trail?

Beyond jogging, the trail is popular for a variety of activities including mountain biking, hiking, horseback riding, snowmobiling, and cross-country skiing in winter. It's a multi-use trail designed for diverse recreational enjoyment.

Are there any sections of the trail that are particularly challenging or easier?

Yes, the trail's difficulty varies significantly. The northern portion, especially between Walpole and Keene, can be more challenging due to rougher terrain, large rocks, and areas prone to flooding. In contrast, the southern section, heading towards Fitzwilliam, is generally smoother and considered less demanding, making it a good option for an easier experience.

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