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Cross-Country Skiing in Chester, MA

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The KAB trail winds along the West branch of the Westfield River. Along the way you will see numerous "Keystone"... trailpeak.com

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When the snow flies, Notchview boasts some of the best cross-country skiing anywhere. In the warmer months this eno... trails.com

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An easy day hike that is good for the whole family Directions: The A.T. crosses Main Road 5 miles southeast of U... trailpeak.com

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Ski the scenic trails at this historic hillside resort located in the heart of the Berkshires in Western Massach... trailpeak.com

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Notchview

Great Barrington, MA

Renowned for its Nordic skiing, Notchview also entices year-round adventurers for hiking and birdwatching. thetrustees.org

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From its iconic red barn to elegant all e of maples leading to the main house, this lovely property is testame... thetrustees.org

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Petticoat Hill

Williamsburg, MA

Explore a forest that boasts a rich variety of hardwood species, passing stone walls and cellar holes that re... massvacation.com

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York Lake Pond Loop

Sandisfield, MA

An easy, scenic day time path. Directions: Southern Berkshires in Western Mass. For directions see www.mass.gov/... trailpeak.com

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4 out of 5 based on 1 ratings

There are trails that take you up to a fire tower on Moore's Hill, elevation 1,697 feet. They can be walked, sno... trailpeak.com

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A figure-eight trail, about 1 mile in length that runs through open field from the parking area and enters mixed... trailpeak.com

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Goat Peak

Holyoke, MA

Mt. Tom boasts an unparalleled view of the Connecticut Valley north and south, the Berkshire mountains to the we... trailpeak.com

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The Fitzgerald Lake Conservation Area is managed by the Broad Brook Coalition in cooperation with the Northampto... trailpeak.com

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You can explore the highlands of Windsor, MA, see great views of Mt. Greylock, hike through wet meadows and see ... trailpeak.com

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Dry Hill

Great Barrington, MA

Wander across more than 200 acres of forest and through a maze of thickets on a trail that traces a small broo... thetrustees.org

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Nestled in the Hoosic River Valley between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwil... trails.com

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Tyringham Cobble

Tyringham, MA

A geologic wonder, the Cobble was born from massive tectonic movements that shifted ancient strata, leaving a... massvacation.com

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Very popular swimming area and a beautiful gorge area! Lots of trails and old dirt roads that are great for hiki... trailpeak.com

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Chesterfield Gorge

Chesterfield, MA

This property, owned by the Trustees of Reservations, follows the east branch of the Westfield River on an old c... trailpeak.com

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