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Road cycling routes

Cornish-Windsor Covered Bridge – Old Connecticut River Road loop from Cheshire Bridge

Road cycling routes

Cornish-Windsor Covered Bridge – Old Connecticut River Road loop from Cheshire Bridge

Moderate

3.5

(29)

89

riders

Cornish-Windsor Covered Bridge – Old Connecticut River Road loop from Cheshire Bridge

03:12

77.1km

560m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: August 18, 2026

Waypoints

A

Start point

Parking

1

1.93 km

Toonerville Trail along Black River

Highlight (Segment) • Trail

Toonerville Trail is a short, paved, multi-use trail that traverses along the Black River on an old railroad bed. This is a great place to keep an eye out for animals like kingfishers, ducks, and beavers as you ride along this trail.

Tip by

2

3.89 km

View of the Black River from the Toonerville Trail

Highlight • Viewpoint

3

47.9 km

Cornish-Windsor Covered Bridge

Highlight • Bridge

The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

Tip by

4

71.2 km

Old Connecticut River Road

Highlight (Segment) • Trail

It is worth taking the Old Connecticut River Road to pass through the riverside rural idyll. There are great views of the river all along its length, and a sense of space and calm.

Tip by

B

77.1 km

End point

Parking

Way Types & Surfaces

Way Types

40.9 km

19.8 km

12.7 km

3.71 km

< 100 m

< 100 m

Surfaces

76.8 km

240 m

< 100 m

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Elevation

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

Highest point (260 m)

Lowest point (90 m)

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Weather

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Today

Friday 9 October

17°C

4°C

21 %

Additional weather tips

Max wind speed: 20.0 km/h

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