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© 2026 Roaming.Camp · Data from NPS, Recreation.gov, BLM, USFS, NWS, and the FCC.Operating on ceded ancestral land.Photography via Unsplash.

Leave it better than you found it.

Hike

Cheshire Harbor Trail

Passes Mount Greylock

1.2 mi of trails · 794 ft climb · 3,488 ft high point

MA · OpenStreetMap contributors

About Elevation Highlights Map More hikes

About this hike

Cheshire Harbor Trail is a 1.2-mile trail network to Mount Greylock with views and nearby waterfalls.

Elevation

794 ft of gain and 47 ft of descent.

More hikes nearby

Ranked the same way, within twenty-five miles.

23 mi from you
Deerfield Ridge
- Summits Mount Snow
- Inside Green Mountain National Forest
- 1,986 ft of climbing
5.6 mi of trails · 1,986 ft climb · Very hard
Green Mountain National Forest · Camp 7 mi away

Elevation along the trail from the start. Source: USGS 3DEP.

Highlights

What the trail reaches, measured from the start.

Mount GreylockAlong the way
ViewpointAlong the way
Adams OverlookNearby
ViewpointNearby
ViewpointNearby
ViewpointNearby
WaterfallNearby
March Cataract FallsNearby
VistaNearby
WaterfallNearby
Robinson's PointNearby

Nearby reading

Mount Greylock State Reservation
Mount Greylock

Map

The route at the trailhead. Drag with two fingers, or hold a key to zoom.

Trail data: USFS, NPS, © OpenStreetMap contributors (ODbL). Elevation: USGS 3DEP via Mapzen terrain tiles. Nearby reading: Wikipedia. Download the trail and feature data.

At a glance

Length: 1.2 mi
Shape: Trail network
Gain: 794 ft
Descent: 47 ft
High point: 3,488 ft
Low point: 2,968 ft
Managed by: OpenStreetMap contributors
State: MA
Camps within 15 mi: 0
Trailhead: 42.6327° N · 73.1738° W

Get directions Open the map

22 mi from you

West Ridge

Summits Bald Mountain
Inside Glastenbury Wilderness
1,794 ft of climbing

7.1 mi one way · 1,794 ft climb · Very hard

Glastenbury Wilderness · Camp 8 mi away

Haystack Mountain

Summits Haystack Mountain
Inside Green Mountain National Forest

0.3 mi of trails · 253 ft climb · Very hard

Green Mountain National Forest · Camp 9 mi away

Bear Wallow

Summits Bald Mountain
Inside Glastenbury Wilderness
1,384 ft of climbing

1.6 mi one way · 1,384 ft climb · Very hard

Glastenbury Wilderness · Camp 13 mi away

Bald Mountain

Summits Bald Mountain
Inside Glastenbury Wilderness
1,374 ft of climbing

2.5 mi one way · 1,374 ft climb · Very hard

Glastenbury Wilderness · Camp 15 mi away

Keystone Arch Bridges Trail

Ends at a waterfall

2.2 mi one way · 386 ft climb

MA · Camp 8 mi away

Signal

Cell coverage here

VerizonLTE · Fair
AT&TNo signal
T-MobileLTE · Fair

FCC coverage data · signal varies in remote terrain

Weather

7-day forecast

Today71°58°Rain Showers Likely
Fri67°41°Mostly Sunny
Sat62°48°Mostly Sunny
Sun56°47°Rain Showers
Mon60°44°Partly Sunny
Tue59°43°Slight Chance Rain Showers
Wed61°46°Mostly Sunny

Today: Rain Showers Likely · wind 5 mph SW

National Weather Service · refreshed hourly

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