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Routes
Road cycling routes
United States
New Hampshire
Cheshire County
Keene

Walpole loop

Moderate

2.6

(16)

86

riders

Walpole loop

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

A

Start point

Parking

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1

20.3 km

Walpole

Highlight • Settlement

Walpole is a charming small town located in the Connecticut Valley of southwestern New Hampshire. The town is listed on the National Register of Historic Places and has a well-preserved historic district.

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58.8 km

End point

Parking

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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

Elevation

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

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.

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Frequently Asked Questions

What is the difficulty level of the Walpole loop for road cycling?

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.

Where can I park to access this cycling route?

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.

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

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.

Are there any permits or fees required to cycle on these roads?

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.

What kind of scenery can I expect along the Walpole loop?

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.

Does the route intersect with any other trails?

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.

Is the Walpole loop suitable for beginners?

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.

Are dogs allowed on the Walpole loop?

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.

Are there any places to stop for food or drinks along the way?

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.

What historical sites or landmarks are near the route?

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.

How long does it typically take to complete the Walpole loop?

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.

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