Eight Ponds Pass

Eight Ponds Pass is an ambitious yellow-blazed through-trail, envisioned to eventually run nearly 9 miles across Town conservation land, private parcels, Wildlands Trust property, and into Myles Standish State Forest, linking together eight ponds along the way. The Town's 2026 trail guide covers the completed eastern segment, roughly 4-5 miles from Beaver Dam Conservation Area to the Wildlands Trust headquarters on Long Pond Road, passing Little Island Pond, Great Island Pond, and Cotton Pond, crossing through Wildlands Trust's Emery East Preserve, and climbing a notably steep, rope-assisted hill near a former sand pit. This is a linear route, not a loop, so plan to stage a car at each end -- and pay close attention to the yellow blazes, since there are stretches on public roads and several spots where it's easy to wander off course.

Trail Notes

Official Town guide (V7, April 2026): Distance 4-5 miles (eastern segment covered in guide; full route ~8.7-9 miles when complete). Duration 2-3 hrs. Activity Level moderate. NEW to the 2026 guide edition -- not previously in our dataset. Full trail description and map at plymouth-ma.gov/facilities/facility/details/8pondspass-33.