4.9
(6432)
6,659
riders
02:54
62.0km
560m
Road cycling
Cycle the Fitzwilliam loop, a moderate 38.6-mile (62.0 km) racebike route with 1841 feet (561 metres) of gain, taking under 3 hours.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
5.67 km
Highlight • Bridge
Tip by
32.5 km
Highlight • Settlement
Tip by
62.0 km
End point
Parking
Way Types & Surfaces
Way Types
33.6 km
19.4 km
9.10 km
Surfaces
43.6 km
18.5 km
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Elevation
Highest point (410 m)
Lowest point (140 m)
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This route was planned by komoot.
The Komoot data suggests this route takes approximately 2 hours and 54 minutes to complete. However, this is an estimated moving time and can vary based on your fitness level, speed, and how often you stop to enjoy the scenery or highlights.
Komoot rates the Fitzwilliam loop as moderate. While sections, particularly south of Keene towards Fitzwilliam, are generally smoother, the route includes varied terrain and some unpaved segments that can be challenging. It requires good fitness, especially given the distance of over 60 km and an elevation gain of around 561 meters.
Given the varied terrain, which includes gravel, packed earth, and potentially sandy or rougher sections, a hybrid bike or a gravel bike is generally recommended. While some experienced road cyclists might manage with 25mm wheels, mountain bikes are better for certain rougher parts. The route primarily uses sections of the Cheshire Rail Trail, which is known for its mixed surfaces.
While specific parking areas for the Fitzwilliam loop aren't detailed, you can typically find public parking in the towns along the route, such as Keene or Fitzwilliam, which offer access points to the Cheshire Rail Trail. It's advisable to check local town websites for designated parking areas near trailheads.
The route features a mix of terrain. You'll encounter gravel, packed earth, and some sandy sections. The segment between Walpole and Keene is largely hard-packed gravel, while the portion south of Keene towards Fitzwilliam is mostly gravel. Be prepared for potential rougher patches, large rocks, or areas affected by erosion, especially if you venture off the main, smoother sections.
The route offers picturesque New Hampshire scenery, including wooded landscapes and natural rock formations. You'll pass through charming towns like Fitzwilliam and Keene. Notable highlights include the historic Sawyer's Crossing Covered Bridge and the settlement of Fitzwilliam itself. The section between Keene and Fitzwilliam is particularly known for its remote feel and natural beauty.
The best seasons for cycling this route are typically spring, summer, and fall. Fall offers stunning foliage views. During winter, sections of the Cheshire Rail Trail are used by snowmobilers, which can make cycling difficult or impossible. Always check local weather conditions before heading out.
Yes, the route utilizes and connects with several other trails. It primarily follows sections of the Cheshire Recreational Rail Trail and also passes through segments of the Ashuelot Recreational Trail, Wantastiquet-Monadnock Trail, and the Monadnock Recreational Rail Trail, among others. These connections offer opportunities to explore further.
While the route primarily follows sections of the Cheshire Rail Trail, which is generally dog-friendly, specific regulations for the entire loop can vary. It's best to keep dogs on a leash and ensure they are comfortable with the varied terrain and distance. Always practice Leave No Trace principles.
No, there are generally no permits or entrance fees required to cycle the Fitzwilliam loop or its constituent rail trail sections. The route is not entirely within the Monadnock Reservation, so typical park fees do not apply to the cycling route itself. However, if you plan to visit specific attractions or parks along the way, check their individual requirements.
Yes, the route passes through or near several towns, including Keene and Fitzwilliam. Keene, being a larger town, offers numerous options for cafes, pubs, and restaurants where you can refuel or relax. Fitzwilliam also has local establishments. These towns are good spots to plan a break during your ride.