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Road cycling routes
United States
Massachusetts
Berkshire County

The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute

Routes
Road cycling routes
United States
Massachusetts
Berkshire County

The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute

Moderate

4.9

(3522)

6,902

riders

The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute

03:30

72.4km

570m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: April 22, 2026

Tips

Includes a segment in which cycling is not permitted

After 566 m for 171 m

Waypoints

A

Start point

Parking

Get Directions

1

651 m

The Clark Art Institute

Highlight • Monument

Super great art museum with a lot of French impressionists like Auguste Renoir and Claude Monet. There are also many sculptures by Auguste Rodin.

Translated by Google •

Tip by

5.50 km

Green River Wildlife Management Area

Nature Reserve

3

8.18 km

Close to the confluence of the Ohio and Green rivers, this area features gently rolling green hills, contributing to its picturesque scenery. Committed to supporting fish, wildlife, and habitat conservation, it plays a role in maintaining the area's natural beauty.

Tip by

4

36.7 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

5

38.9 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

6

68.8 km

Hoosic River

Highlight • River

The beautiful Hoosic River runs through three states and is fed by streams from the Green Mountains of Vermont, the Taconics of New York and the lofty sides of Mount …

Tip by

B

72.4 km

End point

Parking

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Way Types & Surfaces

Way Types

28.5 km

20.7 km

17.8 km

5.05 km

283 m

222 m

Surfaces

67.3 km

3.31 km

1.80 km

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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 (440 m)

Lowest point (180 m)

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Weather

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Tuesday 14 July

32°C

17°C

-- %

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Description

If you're looking for a road cycling route that blends art, culture, and diverse terrain, The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute is a fantastic choice. This moderate 44.5-mile (71.6 km) ride packs in 1928 feet (588 metres) of climbing over roughly 3 hours and 29 minutes, offering a unique blend of challenging hills and serene rail trail sections. It's perfect for cyclists who want a varied experience, from cultural immersion to natural beauty, and are ready for some significant elevation gain.

What to expect on The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute

Starting from the cultural hub of the Clark Art Institute, you'll immediately be immersed in the picturesque Berkshires, with views of Williamstown and the Green Mountains. The initial sections around Williamstown feature the region's characteristic hilly terrain, demanding some effort with rolling farmland and woodland scenery. As you progress towards the Cheshire Reservoir, the route transitions dramatically onto the Ashuwillticook Rail Trail, a paved, largely flat path offering tranquil views of the reservoir and opportunities to spot wildlife. This diverse experience makes it ideal for riders who appreciate both a good climb and a scenic, relaxed cruise, combining the challenging roads near Williamstown with the easier rail trail.

Planning your visit

Parking is available at the Clark Art Institute, providing a convenient starting point for your ride. The region is known for its seasonal beauty, with autumn offering spectacular foliage, making it a best time to road cycle Williamstown MA. While the Ashuwillticook Rail Trail is universally accessible, be prepared for significant elevation changes on the roads around Williamstown. There are no specific permits or fees mentioned for this route, but always check local regulations before you go.

Trail details

  • Distance: 44.5 miles (71.6 km)
  • Elevation gain: 1928 feet (588 metres)
  • Difficulty: moderate
  • Estimated time: 3 hours and 29 minutes

Nearby routes

Easy

5.0

120

Ashuwillticook Rail Trail

01:47h

44.0km

200m

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