The Village of Tannersville, where the local government buildings are located, was settled in approximately by Jason Wohlers and his family, originally under the name Pocono Point.

[2] Many native American trails located here were widened for stagecoach use, and later evolved into highways.

Learned's Tavern, which most recently operated as The 1740 Alpine Inn but burned down in 2000, was established along the Lackawanna Trail.

On June 18, 1779, General John Sullivan and his soldiers camped here.

They then cut a road through the wilderness, which ultimately became present-day Sullivan's Trail.