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Road cycling routes

Berkshire County

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Cheshire

Road cycling routes

Berkshire County

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Cheshire

Hard

4.6

(2072)

16,675

riders

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Cheshire

04:09

86.0km

1,180m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: November 19, 2025

Waypoints

A

Start point

Bus stop

1

226 m

Cheshire Reservoir

Highlight • Lake

Cheshire Reservoir captivates riders with its tranquil beauty. The scenic reservoir, nestled in the Berkshires, offers stunning views along the route. Cyclists can enjoy a peaceful ride surrounded by nature, …

Tip by

2

24.7 km

Plainfield Pond

Highlight • Lake

Plainfield Pond in Massachusetts offers a calm retreat for visitors and cyclists. Surrounded by wooded landscapes, the pond provides a peaceful setting for a bike ride break. The scenery includes …

Tip by

3

72.2 km

Ashuwillticook Rail Trail Head

Highlight • Cycleway

Here's the Trail Head of the Ashuwillticook Rail Trail. The trail is perfectly smooth and easy to use for families.

Tip by

4

73.1 km

Trail end

Highlight • Trail

End of trail at a T intersection

Tip by

B

86.0 km

End point

Bus stop

Way Types & Surfaces

Way Types

43.4 km

21.9 km

16.1 km

4.57 km

< 100 m

Surfaces

83.8 km

2.19 km

138 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 (660 m)

Lowest point (170 m)

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Weather

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Today

Thursday 22 October

16°C

1°C

0 %

Additional weather tips

Max wind speed: 18.0 km/h

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