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Parks

Ashuwillticook Rail Trail

4.8 · 448 reviews
Serene and linear
Ashuwillticook Rail Trail, Ashuwillticook, Rail Trail, Cheshire, MA 01225, United States
Interesting facts
1

The trail's name translates to 'the pleasant river between the hills' in the indigenous language of the Mohican people.

2

The corridor was originally part of the Berkshire Branch of the Boston & Albany Railroad, which operated until the 1980s.

3

The trail features a dedicated spur that provides direct access to the base of Mount Greylock, the highest point in Massachusetts.

4

Portions of the path transition from dense forest canopy to open agricultural land, supporting diverse avian species including herons and osprey.

5

The path surface is a uniform 10-foot-wide asphalt, designed to meet Americans with Disabilities Act (ADA) accessibility standards.

Overview

The Ashuwillticook Rail Trail is a 13-mile paved recreational path converted from the former Boston & Albany Railroad corridor in Berkshire County, Massachusetts. It stretches through the towns of Cheshire, Lanesborough, Adams, and Pittsfield, connecting several historic mill villages. The name Ashuwillticook is derived from the Native American name for the South Branch of the Hoosic River, which the trail follows for much of its length. The route is entirely flat, making it accessible for walkers, cyclists, and mobility-impaired users. It passes through varied landscapes, including the Cheshire Reservoir, wetlands, and industrial heritage sites. The trail is managed by the Massachusetts Department of Conservation and Recreation as part of the state's park system.

Photo spot

The wooden bridge crossing near the Cheshire Reservoir during sunset.

Insider tips

Bring insect repellent during early summer months due to the proximity of wetlands.

Check the wind direction, as the trail's north-south orientation can create significant headwinds.

Carry a portable light if visiting near dusk, as the wooded sections lose visibility quickly.

What to avoid

Attempting to traverse the entire 13-mile stretch in one go without verifying your preferred trailhead parking capacity.

Good to know

Closed to motorized vehicles and snowmobiles; winter maintenance varies by section.

Etiquette

Cyclists must yield to pedestrians; keep to the right side of the path at all times.

Plan your visit
Typical visit
2-4 hours
Best time to visit
Autumn, specifically early October, for peak foliage viewing along the reservoir.
Address
Ashuwillticook Rail Trail, Ashuwillticook, Rail Trail, Cheshire, MA 01225, United States
42.489, -73.204
Get directions
Details
TerrainFlat, paved, and ADA-accessible
Rest AreasFrequent benches and trailside picnic clearings located in Adams and Cheshire

Frequently asked

Plan for about 2-4 hours to see the highlights.

The best time to visit is Autumn, specifically early October, for peak foliage viewing along the reservoir..

The wooden bridge crossing near the Cheshire Reservoir during sunset.

Close by you'll find Berkshire Museum, Springside Park, The Colonial Theatre: Berkshire Theatre Group.