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Routes
Road cycling routes
United States
Massachusetts
Berkshire County
Adams

Ashuwillticook Rail Trail Head – Cheshire Reservoir loop from Adams

Routes
Road cycling routes
United States
Massachusetts
Berkshire County
Adams

Ashuwillticook Rail Trail Head – Cheshire Reservoir loop from Adams

Hard

4.8

(5732)

15,265

riders

Ashuwillticook Rail Trail Head – Cheshire Reservoir loop from Adams

03:07

61.2km

1,030m

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 26, 2025

Waypoints

A

Start point

Bus stop

Get Directions

1

1.96 km

Trail end

Highlight • Trail

End of trail at a T intersection

Tip by

2

2.81 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

3

25.3 km

Mount Greylock

Highlight • Summit

Mount Greylock is the tallest peak in Massachussets. On a clear day, you can see up to 90 miles in the distance.

At the peak, there is a visitor center, restrooms and a scenic viewing area.

Tip by

4

26.7 km

Rockwell Road

Highlight (Segment) • Cycleway

5

47.8 km

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

6

50.0 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

B

61.2 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

31.7 km

15.8 km

7.89 km

5.92 km

< 100 m

Surfaces

59.5 km

1.76 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 (1,050 m)

Lowest point (220 m)

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Weather

Powered by Foreca

Today

Friday 26 June

26°C

16°C

56 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

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Description

If you're looking for a challenging road cycling adventure in the Berkshires, the Ashuwillticook Rail Trail Head – Cheshire Reservoir loop from Adams delivers. This difficult 38.1-mile (61.2 km) road cycling route packs in 3370 feet (1027 metres) of climbing, taking roughly 3 hours and 6 minutes to complete. It's a fantastic option for experienced cyclists ready to tackle significant elevation gain after enjoying the smooth rail trail sections.

What to expect on Ashuwillticook Rail Trail Head – Cheshire Reservoir loop from Adams

This route offers a dynamic ride, starting with the perfectly smooth, paved surface of the Ashuwillticook Rail Trail, which winds through the Hoosic River valley. You'll enjoy picturesque views of mountains and forests, with glimpses of old mill buildings near Adams. The journey then transitions to the more demanding sections around the tranquil Cheshire Reservoir, where you'll encounter the significant elevation gain that earns this loop its difficult rating. Keep an eye out for wildlife like osprey and herons along the reservoir, and enjoy changing scenery from wetlands to dense forests. This loop is best suited for confident road cyclists who appreciate both scenic, flat stretches and challenging climbs.

Planning your visit

The loop begins from the Ashuwillticook Rail Trail Head in Adams, where parking is available. While the rail trail itself is accessible, the full loop's difficulty means you should be prepared for a substantial workout. The best time to cycle this route is during the warmer months when conditions are optimal for road cycling. Always carry enough water, especially on warmer days, as the climbs can be strenuous.

Trail details

  • Distance: 38.1 miles (61.2 km)
  • Elevation gain: 3370 feet (1027 metres)
  • Difficulty: difficult
  • Estimated time: 3 hours and 6 minutes

Nearby routes

Easy

5.0

118

Ashuwillticook Rail Trail

01:47h

44.0km

200m

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