Appalachian Trail: Gulf Road to Cheshire, MA
Watch for black bears along this 7.1-mile leg that features woodlands and a worthy side trip to the glacial leftovers of Cheshire Cobbles.
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Shelters: None

Trail Facts
- Distance: 11.5
Waypoints
WPT030
Location: 42.5477676391602, -73.1481475830078
View from The Cobbles
WPT037
Location: 42.5615348815918, -73.1547470092774
AT turns W @ E Main St.
WPT039
Location: 42.5620498657227, -73.1566009521484
Ice Cream shop on trail. Also next to Rail-to-Trail paved bicycle trail
WPT038
Location: 42.5617828369141, -73.155517578125
AT follows East Main W onto Main St.
WPT001
Location: 42.562084197998, -73.15771484375
Chesire Cheese Memorial on corner of Church St. and School St. AT follows School St. to the N, passing a hiker kiosk before turning L. A Cheshire cat peeks around the giant cheese memorial
ZZZ024
Location: 42.4824333190918, -73.1789855957031
AT leaves High St. into forest; parking; trailhead
DSCF6727
Location: 42.5623321533203, -73.1576995849609
ZZZ040
Location: 42.5626335144043, -73.1601028442383
St. Mary of the Assumption on Church St.: 2 rooms for hikers and limited parking (ask permission first)
WPT001
Location: 42.5623016357422, -73.157600402832
AT turns E onto School St.
WPT027
Location: 42.5164680480957, -73.160514831543
Water. Side trail leads .2 mi. E to Crystal Mtn. Campsite
WPT031
Location: 42.5496482849121, -73.1474304199219
Blue blaze to white rock cliff
WPT036
Location: 42.5575180053711, -73.1552352905274
AT follows Furnace Hill Rd.
WPT032
Location: 42.5505332946777, -73.1477661132812
View of Cheshire Mtn.
WPT029
Location: 42.5393676757812, -73.1463851928711
Unmarked trail
WPT028
Location: 42.5227508544922, -73.1553344726562
Gore Pond
DSCF6727
Location: 42.5623321533203, -73.1576995849609