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Routes
Road cycling routes
United States
New Hampshire
Hillsborough County
Hudson

Hudson to Derry loop via Windham Rail Trail

Moderate

4.7

(2868)

17,347

riders

Hudson to Derry loop via Windham Rail Trail

02:26

58.9km

350m

Road cycling

This 36.6-mile road cycling loop connects the paved Windham and Derry Rail Trails, offering varied scenery and historical elements.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

20.7 km

Windham Depot Historic Railroad Site

Highlight • Historical Site

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 …

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2

22.7 km

Windham Rail Trail

Highlight (Segment) • 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 …

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B

58.9 km

End point

Parking

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Way Types & Surfaces

Way Types

31.6 km

13.3 km

13.2 km

795 m

< 100 m

Surfaces

57.7 km

978 m

247 m

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Elevation

Elevation

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Highest point (100 m)

Lowest point (40 m)

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Weather

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Tuesday 26 May

29°C

11°C

-- %

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This route was planned by komoot.

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Frequently Asked Questions

Is this route suitable for road bikes and beginners?

Yes, the core of this route utilizes the Windham Rail Trail and Derry Rail Trail, which are entirely paved and generally flat with minimal grades, making them excellent for road bikes and suitable for cyclists of all ages and abilities. However, be aware that connecting these rail trail sections to form a loop from Hudson or Nashua involves riding on public roads, which may have traffic and lack dedicated bike lanes.

Where can I park to access the rail trails on this route?

You can find accessible parking at key points along the rail trails. Good options include the Windham Depot in Windham and Hood Park in Derry. These spots provide convenient access to the paved sections of the route.

What kind of scenery and landmarks will I see along the way?

The route offers diverse scenery, including wooded areas, wetlands where you might spot wildlife, and historical elements like old stone walls and cellar holes. The Windham Rail Trail section is particularly scenic, passing through a farm pasture and an apple orchard. You'll also pass the Windham Depot Historic Railroad Site and a restored train station in Derry as you approach the town center.

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

Spring, summer, and fall are ideal for cycling this route. The paved rail trail sections are pleasant in warmer weather, and the wooded areas offer shade. Fall provides beautiful foliage. The 'Rainforest Ledge' in Windham offers natural air-conditioning during summer due to its shade and cool breezes.

Does this route connect with other trails?

Yes, the route primarily uses the Windham Rail Trail and Derry Rail Trail. It also briefly intersects with sections of the Salem Bike-Ped Corridor and the Rockingham Recreational Trail Fremont Branch.

Are dogs allowed on the Windham and Derry Rail Trails?

Generally, dogs are allowed on New Hampshire rail trails like the Windham and Derry Rail Trails, provided they are kept on a leash and owners clean up after them. Always follow local signage and regulations.

Do I need any permits or pay entrance fees to use these trails?

No, there are no permits or entrance fees required to access and cycle on the Windham Rail Trail or the Derry Rail Trail.

What are the main challenges or considerations for this loop?

The main consideration for this loop is that it's not a continuous, dedicated rail trail. While the Windham and Derry Rail Trails are excellent, connecting them from Hudson or Nashua requires riding on public roads. These road segments may have traffic and might lack dedicated bike lanes or shoulders, so be prepared for shared roadways.

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

As you approach Derry's downtown area on the Derry Rail Trail, the trail transitions to a more urban setting, offering access to shops, restaurants, and ice cream parlors. These provide good opportunities for refreshments.

What kind of wildlife might I see?

The route passes through wetlands and wooded areas, offering opportunities to spot local wildlife. You might see birds like herons and ducks, as well as turtles and other small animals.

How long is the continuous paved section of the rail trails?

The Derry Rail Trail is 3.6 miles long, and the Windham Rail Trail is 4.3 miles long. Combined, they offer approximately 8 miles of continuous paved rail trail in one direction, making for a pleasant 16-mile round trip on dedicated paths.

Nearby routes

Easy

5.0

83

Derry, Windham & Salem Rail Trail

01:21h

32.7km

190m

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