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Routes
Road cycling routes
United States
Connecticut
Northwest Hills Planning Region
Canaan

Gould Meadows – Barbieri Reservoir loop from Canaan Village Historic District

Routes
Road cycling routes
United States
Connecticut
Northwest Hills Planning Region
Canaan

Gould Meadows – Barbieri Reservoir loop from Canaan Village Historic District

Hard

4.6

(7118)

15,197

riders

Gould Meadows – Barbieri Reservoir loop from Canaan Village Historic District

04:40

103km

980m

Road cycling

Hard road ride. Very 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: November 26, 2025

Waypoints

A

Start point

Parking

Get Directions

1

3.01 km

View of the Housatonic River from U.S. Bicycle Route 7

Highlight (Segment) • Viewpoint

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 down the Rannapo Road and over the Housatonic River, where you have great views over the river. Then the road twists its way through the open countryside, sticking close to the river. It is a fantastic bike ride.

Tip by

2

10.6 km

Elizabeth Freeman Monument

Highlight • Monument

Elisabeth Freeman was the first slave to be freed by the court. Her case ended slavery in Massachusetts.

Translated by Google •

Tip by

3

48.0 km

From Richmond Mountain Road, there is a lovely view over Stockbridge Bowl, the name given to the lake that can be seen to the southeast. Sometimes also known as Lake Mahkeenac, it is a popular area for recreation including swimming, kayaking, fishing, power boating and sailing.

Tip by

48.7 km

Yokun South Ridge Reserve

Nature Reserve

51.2 km

Shadow Brook Farm Historic District

Nature Reserve

6

51.6 km

Gould Meadows

Highlight • Natural

Gould Meadows, a little off of Road 183, is a conservation property, owned by the Town of Stockbridge. It has a total of 95 acres of conservation land with 0.6 miles of public trails.

It is open to the public.

Tip by

7

61.4 km

Hawthorne Road runs along the shore of Stockbridge Bowl. It's original name is Lake Mahkeenac. Mahkeenac means 'home of the Mahekanus' and it was given this name by the Mahican Indians, a tribe of the Mohicans.

Tip by

8

72.8 km

Monument Mountain (nature reserve)

Highlight • Natural Monument

Monument Mountain is a nature reserve in Great Barrington, Massachusetts, is a geological home for different rocks and minerals that are natural to the area. There are a number of different trails and viewpoints within the reserve's boundaries that are worth exploring.

Tip by

9

78.3 km

Barbieri Reservoir

Highlight • Lake

The Barbieri Reservoir is a scenic lake right on Monument Valley Road. It's a nice spot to keep an eye out for geese, ducks, and other animals as you fly by on your ride.

Tip by

B

103 km

End point

Parking

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Way Types & Surfaces

Way Types

66.2 km

23.0 km

13.9 km

Surfaces

91.2 km

11.8 km

102 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 (430 m)

Lowest point (200 m)

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Weather

Powered by Foreca

Today

Wednesday 15 July

32°C

21°C

5 %

Additional weather tips

Max wind speed: 23.0 km/h

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Description

If you're looking for a serious road cycling challenge with rewarding scenery, the Gould Meadows – Barbieri Reservoir loop from Canaan Village Historic District is definitely worth your time. This difficult 64.0 miles (102.9 km) road cycling route packs in 3206 feet (977 metres) of climbing over roughly 4 hours and 40 minutes, making it a substantial day out for experienced riders.

What to expect on Gould Meadows – Barbieri Reservoir loop from Canaan Village Historic District

This route takes you on a journey through varied terrain, offering a mix of natural beauty and a good workout. You'll find a long, lovely stretch of waterside scenery as you cycle past the Barbieri Reservoir, providing tranquil views. The route also winds through forested areas, characterized by white pine and mixed hardwoods, before opening up to the open meadows of Gould Meadows. Here, you can expect wildflowers and expansive views of the Berkshire Mountains. While much of the route is well-paved, be prepared for some segments that might be unpaved or more challenging, especially given the significant elevation gain. This ride is best suited for cyclists with good fitness levels who are ready for a demanding day.

Planning your visit

Starting from the Canaan Village Historic District, you'll want to ensure you're well-prepared for this difficult, nearly five-hour ride. The Upper Housatonic Valley, where this loop is located, is renowned for its ideal cycling conditions, but always check the weather before heading out. While specific parking details for Canaan Village are not provided, planning for a full day of cycling means bringing plenty of water and nutrition. There are no specific warnings about permits or seasonal closures mentioned for this route, but it's always wise to check local conditions.

Trail details

  • Distance: 64.0 miles (102.9 km)
  • Elevation gain: 3206 feet (977 metres)
  • Difficulty: difficult
  • Estimated time: 4 hours and 40 minutes

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