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Routes
Road cycling routes
United States
New Hampshire
Cheshire County
Keene

Fitzwilliam loop

Moderate

4.9

(6432)

6,659

riders

Fitzwilliam loop

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

A

Start point

Parking

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1

5.67 km

Sawyer's Crossing Covered Bridge

Highlight • Bridge

Sawyer's Crossing Covered Bridge is a beautiful bridge that takes Sawyers Crossing Road over the Ashuelot River. It was constructed in 1859 to replace an older bridge that was built …

Tip by

2

32.5 km

Fitzwilliam

Highlight • Settlement

Fitzwilliam is a picturesque small town in Cheshire County and is home to the 16-acre Rhododendron State Park. It offers a historic feel and wonderful views, and is also listed on the National Register of Historic Places.

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B

62.0 km

End point

Parking

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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

Elevation

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

Highest point (410 m)

Lowest point (140 m)

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to cycle the Fitzwilliam loop?

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.

What is the difficulty level of this cycling route?

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.

What type of bike is best suited for the Fitzwilliam loop?

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.

Where can I park to access the Fitzwilliam loop?

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.

What kind of terrain and surfaces can I expect on this route?

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.

What are some scenic highlights along the Fitzwilliam loop?

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.

What is the best time of year to cycle the Fitzwilliam loop?

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.

Does the Fitzwilliam loop intersect with other trails?

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.

Is the Fitzwilliam loop dog-friendly?

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.

Are there any permits or entrance fees required for this route?

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.

Are there places to eat or get coffee near the route?

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.

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