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Routes
Road cycling routes
United States
Massachusetts
Berkshire County
Pittsfield

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Western District HQ

Routes
Road cycling routes
United States
Massachusetts
Berkshire County
Pittsfield

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Western District HQ

Easy

2.7

(7)

24

riders

Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from Western District HQ

01:52

46.3km

160m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: January 14, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

6.69 km

U.S. Bicycle Route 7 — Cheshire Reservoir section

Highlight (Segment) • Cycleway

The U.S. Bicycle Route 7 (USBR 7) is a super good, north-south bike trail that follows the Western New England Greenway through Connecticut, Massachusetts, and Vermont. This section in Massachusetts …

Tip by

2

8.90 km

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

3

22.4 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

23.3 km

Trail end

Highlight • Trail

End of trail at a T intersection

Tip by

5

24.2 km

Ashuwillticool Trail

Highlight (Segment) • Trail

6

46.1 km

Trail start

Highlight • Trail

Has bathroom and bike repair stand

Tip by

B

46.3 km

End point

Bus stop

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Way Types & Surfaces

Way Types

44.2 km

1.40 km

344 m

271 m

< 100 m

Surfaces

41.2 km

5.04 km

< 100 m

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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 (310 m)

Lowest point (230 m)

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Weather

Powered by Foreca

Wednesday 6 May

18°C

9°C

-- %

Additional weather tips

Max wind speed: -- km/h

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Nearby routes

Easy

5.0

118

Ashuwillticook Rail Trail

01:47h

44.0km

200m

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