Great Barrington Challenge Ride

West Stockbridge, Massachusetts

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The southwestern corner of Massachusetts abounds with elegant villages and fertile farmland, with views of gently rounded Mount Everett, the second-highest mountain in the Berkshires with an elevation of 2, 602 feet, in the distance. The classic New England villages of West Stockbridge and Alford, along with the handsome commercial town of Great Barrington, add variety to the serenely rural area. And, if you like antiques, you’re in the right place—the villages of Sheffield and South Egremont boast the highest concentration of antiques shops (most of them in handsome wooden, stone, or brick houses about 200 years old) in the state. Though the Great Barrington Challenge travels along the valley ways between mountains, there’s still more than 3, 500 feet of climbing to conquer along this scenic half-century route.
Road Biking Massachusetts

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Road Biking Massachusetts

by Tom Catalini (Falcon Guides)

The southwestern corner of Massachusetts abounds with elegant villages and fertile farmland, with views of gently rounded Mount Everett, the second-highest mountain in the Berkshires with an elevation of 2, 602 feet, in the distance.

The classic New England villages of West Stockbridge and Alford, along with the handsome commercial town of Great Barrington, add variety to the serenely rural area. And, if you like antiques, you’re in the right place—the villages of Sheffield and South Egremont boast the highest concentration of antiques shops (most of them in handsome wooden, stone, or brick houses about 200 years old) in the state. Though the Great Barrington Challenge travels along the valley ways between mountains, there’s still more than 3, 500 feet of climbing to conquer along this scenic half-century route.

©  Tom Catalini/Falcon Guides. All Rights Reserved.

Activity Type: Road Biking
Nearby City: West Stockbridge
Distance: 52.5
Trail Type: Loop/Lollipop
Skill Level: Moderate to Difficult
Riding Time: 3 to 4 hours
Trailhead Elevation: 900 feet
Top Elevation: 1,100 feet
Local Contacts: Discover the Berkshires Visitors Center, Pittsfield Visitors Center
Driving Directions: Directions to Great Barrington Challenge Ride

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Apr 2018