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Cheshire Cobbles Loop route map
Difficulty: ModerateLoop
Massachusetts

Cheshire Cobbles Loop

Cheshire, Massachusetts

4.1 mi

Distance

1,010 ft

Elev. Gain

1h 51m

Est. Time

Loop

Route Type

Moderate

Difficulty

About This Trail

Cheshire Cobbles Loop is a loop trail in Berkshire County, Massachusetts. It is 4.1 miles long and gains 1,010 feet. It is in or next to Cheshire, Massachusetts.

From the trail data on this page.

Trail Conditions

Trail Conditions

Unknown

We have no current condition data for this trail. Check with the operator before you go, and submit a report below if you've been recently.

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Elevation Profile

Min:295 ft
Max:563 ft
Gain:308 ft
Loss:308 ft
Elevation profileA line rising and falling between 295 ft and 563 ft across 4.1 mi along the route, drawn from start to end.295 ft384 ft474 ft563 ft0.0 mi1.0 mi2.0 mi3.1 mi4.1 mi

Elevation at the labelled points along this route
PointDistance from startElevation
Start0.0 mi297 ft
High point1.6 mi563 ft
End4.1 mi297 ft

Trail Details

Route Type
Loop

Official sources & verification

Verify before you go

Where it is

Nearest town:
Cheshire, MA · in or next to town
County:
Berkshire County, MA

Nearest town and county from U.S. Census Bureau place records and county boundaries.

We display cached information from agency feeds. Hours, fees, permits, closures, fire restrictions, and conditions change without notice. Outdoors is not the permitting authority. Confirm current conditions for this trail using the links above before you go — you are responsible for compliance. Last verified by us: May 23, 2026. Our copy is more than a month old — please reconfirm with the agency before relying on it.Spot an error in our data?

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Legacy import — verify before navigating

Path geometry came from our pre-launch legacy database. Routes have not yet been re-verified against the operator and may differ from the actual trail.

Nearby Trails

More trails near Cheshire Cobbles Loop
Cheshire Cobbles via Appalachian Trail

Cheshire Cobbles via Appalachian Trail

2.1 mi
TrailDifficulty: Moderate
The Cobbles via Appalachian Trail

The Cobbles via Appalachian Trail

1.7 mi
TrailDifficulty: Moderate
Mount Greylock South Flank and Rounds Rock

Mount Greylock South Flank and Rounds Rock

7.6 mi
TrailDifficulty: Difficult
Bradley Farm Interpretive Trail

Bradley Farm Interpretive Trail

2.1 mi
TrailDifficulty: Easy
Rounds Rock Trail

Rounds Rock Trail

0.9 mi
TrailDifficulty: Easy
Cheshire Harbor Trail to Mount Greylock

Cheshire Harbor Trail to Mount Greylock

6.2 mi
TrailDifficulty: Difficult

Stay nearby

Campgrounds near this trail

More campgrounds

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