Uncle Tom's Trail was first constructed in 1898 by "Uncle" Tom Richardson. The five years following its construction, Uncle Tom led visitors on tours which included crossing the river upstream from the present day Chittenden Bridge, and then following his rough trail to the base of the Lower Falls. The tour was concluded with a picnic and a return trip across the river.

Today Uncle Tom's Trail is very different from the simple trail used by Mr. Richardson and his visitors. It is still, however, a very strenuous walk into the canyon. The trail drops 500 feet (150 m) in a series of more than 300 stairs and paved inclines.

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