Cheshire Harbor Trail
West Mountain Road, Adams, MA

Managed by

Town of Adams

Part of

Greylock Glen

Information

  • Dogs allowed - Leashed
  • Free
  • Parking
A view of a field from the trail.

A view of a field from the trail.

  • Public Land
  • Private Land
  • Bus Route
  • Trail
  • Major Trail

About Cheshire Harbor Trail

This trailhead for the Cheshire Harbor Trail will supply visitors with many options for an enjoyable day of outdoor recreation in the Berkshires. Numerous multi-purpose trails leave from this trailhead, offering different experiences at all times of the year.

The Cheshire Harbor Trail, a 6-mile cross-country-skiing and hiking trail, leaves directly from this trailhead and heads toward the summit of Mount Greylock. The first part of the trail is a flat, gravel path. Then, the trail quickly inclines as it continues toward the peak. Once at the top, visitors will access panoramic scenic views of Western Massachusetts. A lodge also sells food and drinks there, making the summit ideal for a lunchtime picnic.

For an easy hiking trail, visitors can travel on the Moser Farm Loop. This loop, which leads down to the Gould trailhead and back, is a family-friendly trail that ambles over small hills. Eventually, the trail reaches an open meadow with views of Mount Greylock rising in the west.

The Grass Hopper Trail, a small mountain biking loop, is also easily accessible from this trailhead. With high berms and small jumps, the trail is perfect for bikers of all ages hoping to improve their skills.

Parking is near the end of West Mountain Road. The trailhead also provides access to an unmaintained snowmobiling trail in the wintertime.

Town of Adams

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Address

West Mountain Road, Adams, MA

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Accessibility Assessment

Features
  • Accessible Parking
  • Adaptive Device Trail
  • Adaptive Equipment Trails (Mt. Biking and Skiing)

This site has a flat dirt parking lot, with some aggregate rocks larger than 2'' in diameter. There are two trails from this parking lot, the longer trail that leads up Greylock Mountain, and a shorter loop, which has a 48'' gap in a fence at the entrance. The Greylock trail is not accessible, as it is very steep and narrow. The shorter loop, which leads to the Lower Gould Trail, is covered with grass and mostly flat. However, the grass can grow tall making it difficult to traverse. Additionally, there are some fallen trees on the path that have been chopped to leave a 30'' narrow gap. The shorter loop is also available for mountain biking and wide enough to accommodate adaptive equipment. 

The 48'' gap for the entrance to the shorter loop.

The 48'' gap for the entrance to the shorter loop.

The narrow grass path for the shorter trail loop.

The narrow grass path for the shorter trail loop.

The dirt parking lot.

The dirt parking lot.

The grass trail that starts the Greylock summit.

The grass trail that starts the Greylock summit.

One of the fallen trees on the path.

One of the fallen trees on the path.

Clubs, Retail & Rentals

Looking to meet up with others for team sports or group activities? Check out our list of clubs, guides and leagues in the Berkshires on the Resources page. Our list of summer camps will help you plan an overnight or day camp adventure for your young ones.

We also link to an array of outdoor recreation retail shops for gear and rental facilities for equipment on the Gear page.

Resources Gear