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Cycling routes
United States
New Hampshire
Rockingham County

Derry

The best cycling routes around Derry

5.0

(23)

95

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18

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Family friendly cycle routes in Derry often follow river valleys and green landscapes, providing accessible cycling paths for various skill levels. The region features a mix of flat sections ideal for leisurely rides and gentle inclines that offer a moderate challenge. Touring cyclists can expect routes that traverse varied terrain, from urban paths to more rural settings.

Best touring cycling routes around Derry

  • The most popular touring cycling route is Rockingham Recreational Rail Trail Loop, a 50.5 miles (81.3…

Last updated: June 24, 2026

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riders

#1.

Rockingham Recreational Rail Trail Loop

81.3km

06:53

360m

350m

Cycle the challenging 50.5-mile Rockingham Recreational Rail Trail Loop, featuring diverse landscapes, historical sites, and varied terrain.

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Hard

4.0

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Cycle the 18.3-mile Derry and Windham Rail Trail Loop, a moderate, paved route through forests, wetlands, and historical sites.

Moderate
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Enjoy an easy 13.4-mile touring bicycle ride on the Londonderry Rail Trail and Derry Bike Loop, featuring flat paved paths through woods and

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Tips from the Community

heinrich1208
August 28, 2025, Windham Depot Historic Railroad Site

You want to ride this trail on a weekday as it is too crowded with pedestrians during weekends. Nice trail!

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Nice wetland views and the pavement was mostly smooth

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The Londonderry Rail Trail is a 4.5-mile multiuse trail. It is fully paved and well-graded, so it is not a difficult path. It is popular with cyclists, walkers and runners.

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mtm05005
December 13, 2023, Hood Park

Right off the Londonderry Rail Trail, Hood Park is a great place for a break. Right next to Hoods Pond, there is a beach facing the water so you can sit and take in the views. There are also some nice trails around the pond that are open to the public.

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mtm05005
November 23, 2023, Windham Depot

The Windham Depot was constructed in 1849 by the Manchester & Lawrence Railroad. The last train passed through the depot in August 1980. Today, the old depot buildings are still in place as well as an old blue caboose. There are some placards with information explaining what used to be in the area during the time of the railroad.

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mtm05005
November 23, 2023, Windham Rail Trail

The Windham Rail Trail is a 4-mile long multiuse trail. It is a popular spot for walkers, runners and cyclist. It is fully paved and completely traffic free, so it is a great option for an outing with the whole family.

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The Windham Depot was constructed in 1849 by the Manchester & Lawrence Railroad. The last train passed through the depot in August 1980. Today, the old depot buildings are still in place, as well as an old blue caboose. There are some placards with information explaining what used to be in the area during the time of the railroad.

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mtm05005
September 19, 2023, Windham Rail Trail

The Windham Rail Trail is a 4 mile long paved trail. It is a great traffic-free path, so you can get into a good rhythm. It is a shared-use path with pedestrians, so make sure that you are aware of other path users.

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Frequently Asked Questions

How many touring cycling routes are available in Derry?

Derry offers nearly 20 touring cycling routes, catering to various skill levels. These routes are highly rated by the komoot community, with an average score of 4.8 stars from over 50 reviews.

Are there easy or beginner-friendly touring bike trails in Derry?

Yes, Derry has a good selection of easy touring bike trails, with 11 routes specifically categorized as easy. These often follow rail trails and green landscapes, providing accessible cycling paths. An example is the Windham Depot – Windham Rail Trail loop from Derry, which is an easy 21.8 km ride.

What kind of terrain can I expect on Derry's cycling routes?

Derry's cycling routes feature varied terrain, from urban paths to more rural settings. You'll find a mix of flat sections ideal for leisurely rides and gentle inclines that offer a moderate challenge. Many routes utilize former rail trails, which typically provide smooth, relatively flat surfaces.

Are there family-friendly cycling routes in Derry?

Absolutely. Many of Derry's cycle routes are designed to be family-friendly, often following river valleys and green landscapes. These accessible paths are suitable for various skill levels, making them perfect for a day out with the family. Look for routes categorized as 'easy' for the most suitable options.

What are some scenic viewpoints or attractions I can see along the cycling routes in Derry?

Derry's cycling routes offer access to several scenic spots and attractions. You can enjoy views of Massabesic Lake, visit Hood Park, or explore the Windham Depot Historic Railroad Site. Many trails, like the Windham Rail Trail and Londonderry Rail Trail, are attractions in themselves, offering pleasant rides through natural settings.

Are there any circular bike routes in Derry?

Yes, Derry offers several circular bike routes, which are great for starting and ending your ride in the same location. An example is the Windham Depot – Windham Rail Trail loop from Windham Depot, an easy 20.7 km route that allows you to experience the area without retracing your steps.

What do other touring cyclists enjoy most about cycling in Derry?

The komoot community rates touring cycling in Derry highly, with an average score of 4.8 stars. Cyclists often praise the region's accessible rail trails, the mix of urban and rural scenery, and the variety of routes suitable for different abilities, from leisurely rides to more challenging tours.

What is the best season for cycling in Derry?

While cycling is possible year-round, the spring, summer, and autumn months generally offer the most pleasant conditions for touring in Derry. These seasons typically provide milder weather and more daylight hours, making for more enjoyable rides through the region's green landscapes.

Are there any moderate or challenging routes for experienced touring cyclists?

Yes, for more experienced touring cyclists, Derry offers 6 moderate and 2 difficult routes. These routes provide a greater challenge with longer distances and more significant elevation changes, allowing for a more demanding cycling experience while still enjoying the region's scenery.

Are there routes that pass by lakes or water bodies in Derry?

Many routes in Derry offer views of or pass near beautiful lakes. Notable lakes in the area include Massabesic Lake, Beaver Lake, and Big Island Pond. Some routes also provide specific viewpoints, such as the View of Massabesic Lake from the Londonderry Turnpike.

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