Cheshire Recreational Rail Trail
Cheshire Recreational Rail Trail
4.7
(7132)
7,496
runners
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
Start point
Parking
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8.61 km
Highlight (Segment) • Trail
Tip by
22.2 km
End point
Parking
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
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 %
Additional weather tips
Max wind speed: 5.0 km/h
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This route was planned by komoot.
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.
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.
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.
No, there are no permits or entrance fees required to access and use the Cheshire Recreational Rail Trail. It's a public recreational resource.
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.
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.
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.
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.
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.
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.
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.