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Cheshire Reservoir – Trail start loop from Pittsfield

Cheshire Reservoir – Trail start loop from Pittsfield

Moderate

2.7

(28)

riders

Cheshire Reservoir – Trail start loop from Pittsfield

01:40

38.0km

360m

Road cycling

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

Last updated: January 16, 2026

Waypoints

Start point

Train Station

Get Directions

8.64 km

Onota Lake

Highlight • Lake

A stunning view awaits as you pedal over Onota Lake on the Dan Casey Memorial Drive. It's owned by the City of Pittsfield, so it's open to the public for swimming and water sports.

Tip by

22.2 km

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, appreciating the serenity of Cheshire Reservoir as a highlight of their cycling experience.

Tip by

22.4 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 goes past the Cheshire Reservoir and then on past the Hoosic River. It has particularly good views.

Tip by

30.9 km

Trail start

Highlight • Trail

Has bathroom and bike repair stand

Tip by

37.8 km

Joseph Scelsi Intermodal Transportation Center

Highlight • Rest Area

The Joseph Scelsi ITC exemplifies the journey of many train stations across the US. From grand historical structures to modern intermodal centers, they reflect the evolution of transportation needs and preferences.
The seasonal "Berkshire Flyer" offers a glimpse into the past, reminding us of the charm and romance associated with train travel.

Tip by

38.0 km

End point

Train Station

Way Types & Surfaces

Way Types

25.3 km

10.1 km

2.01 km

488 m

< 100 m

Surfaces

37.5 km

541 m

Elevation

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

Highest point (390 m)

Lowest point (300 m)

Weather

Today

Tuesday 26 May

25°C

8°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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

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Cheshire Reservoir – Trail start loop from Pittsfield

Onota Lake