2.6
(16)
86
riders
02:52
58.8km
850m
Road cycling
This moderate 36.5-mile (58.8 km) road cycling loop near Keene, New Hampshire, offers scenic views and a challenging 2802 feet of elevation
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
20.3 km
Highlight • Settlement
Tip by
58.8 km
End point
Parking
Way Types & Surfaces
Way Types
57.3 km
1.48 km
< 100 m
Surfaces
57.6 km
1.24 km
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Elevation
Highest point (420 m)
Lowest point (80 m)
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Weather
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Today
Saturday 9 May
11°C
1°C
98 %
Additional weather tips
Max wind speed: 9.0 km/h
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This route was planned by komoot.
The Walpole loop is considered a moderate road ride. While it's primarily on well-paved surfaces, the route includes significant elevation gain, totaling about 850 meters (2,789 feet). This means you should have a good fitness level to comfortably tackle the challenging climbs.
While the specific trailhead for the Walpole loop isn't detailed, you would typically look for parking in or around the town of Walpole or Keene, as the route connects these areas. Public parking lots in these towns are usually available for cyclists.
The best time of year for road cycling the Walpole loop is generally from late spring through early fall. During these months, the weather is most favorable, with pleasant temperatures and less chance of snow or ice, allowing for enjoyable rides through the scenic landscapes.
No, there are typically no specific permits or fees required for road cycling on public roads in New Hampshire, including the Walpole loop. You can enjoy the route freely.
You can expect diverse and picturesque scenery. The route often passes through open farmland and dense forests, offering views of lakes, rivers, and historical architecture. On clear days, you might even catch distant views of Mount Monadnock.
Yes, while primarily a road cycling route, the area features other paths. The route briefly touches sections of the Cold River Trail and Woods Road. The broader region also includes the Cheshire Rail Trail, which offers an alternative cycling experience with varied surfaces.
Given its moderate difficulty and significant elevation gain, the Walpole loop is not ideal for absolute beginners. Cyclists should have a good level of fitness and some experience with road cycling and climbs to fully enjoy this route.
As this is a road cycling route primarily on public roads, dogs are generally allowed if they are properly leashed and under control, following local regulations. However, cycling with a dog on a leash on a road bike can be challenging and is not recommended for safety reasons on a route with traffic.
The route passes through or near the town of Walpole, which is known for its local businesses. You can find cafes, pubs, and restaurants there to refuel during or after your ride.
The area between Keene and Walpole is steeped in history. While the road loop itself doesn't highlight specific sites, the broader region includes the historic Cheshire Rail Trail, which features a notable stone arch bridge over the Ashuelot River and passes through charming, historic towns.
On average, cyclists can expect to complete the 58.8-kilometer (36.5-mile) Walpole loop in approximately 2 hours and 52 minutes. This duration can vary based on your fitness level, speed, and any stops you make along the way.