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Running trails & routes
United States
Massachusetts
Berkshire County
Pittsfield

Cheshire Reservoir loop from Western District HQ

Hard

2.7

(18)

34

runners

Cheshire Reservoir loop from Western District HQ

01:48

17.5km

40m

Running

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: January 17, 2026

Waypoints

A

Start point

Bus stop

Get Directions

8.89 km

Cheshire Reservoir

Lake

B

17.5 km

End point

Bus stop

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Way Types & Surfaces

Way Types

17.4 km

< 100 m

Surfaces

17.0 km

222 m

141 m

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Elevation

Elevation

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

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Weather

Powered by Foreca

Today

Monday 6 July

21°C

16°C

49 %

Additional weather tips

Max wind speed: 17.0 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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Description

If you're looking for a substantial workout on a scenic route, the Cheshire Reservoir loop from Western District HQ delivers. This is a difficult 10.8 miles (17.5 km) jogging route with a modest 118 feet (36 metres) of elevation gain, typically taking around 1 hours and 47 minutes to complete. It's an excellent choice for experienced joggers seeking a long, steady run with beautiful natural vistas.

What to expect on Cheshire Reservoir loop from Western District HQ

This route largely follows the Ashuwillticook Rail Trail, a wide, paved path that offers outstanding views of the Cheshire Reservoir, the winding Hoosic River, and surrounding wetlands. You'll jog through the picturesque Hoosic River Valley, nestled between the impressive Mount Greylock and Hoosac Mountain Ranges. While the terrain underfoot is generally flat and even, the sheer distance makes this a challenging jog, best suited for those who are comfortable with longer runs. Keep an eye out for abundant wildlife as you pass by the reservoir's natural shorelines.

Planning your visit

The Ashuwillticook Rail Trail is known for its accessibility, with parking and restrooms available at various points along its length. While the specific "Western District HQ" starting point isn't detailed, expect well-maintained access. Given the length of the route, consider starting earlier in the day to allow ample time and to enjoy the cooler temperatures, especially during warmer months.

Trail details

  • Distance: 10.8 miles (17.5 km)
  • Elevation gain: 118 feet (36 metres)
  • Difficulty: difficult
  • Estimated time: 1 hours and 47 minutes

Nearby routes

Moderate

1

Stony Ledge Trail – Mount Greylock State Park

00:36h

5.30km

140m

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