The Delafield Segment starts by heading north alongside Cushing Park Road on a paved path where it crosses Main Street and then intersects with the Wisconsin Veterans Memorial Walkway. The Trail then heads east on the walkway and crosses the north side of the Bark River and continues east to Genesee Street (CTH-C).
The segment turns south on Genesee Street and passes through downtown Delafield to Wells Street where it continues to the east and transitions to the Lake Country Recreational Trail.
It passes through a subdivision and offers views of 981-acre Nagawicka Lake. The lake lies in a preglacial valley, blocked in on the east and west by glacial drift.
The Trail continues eastward along the Lake Country Recreational Trail and skirts the southern edge of Naga-Waukee County Park.
The segment ends on the west side of STH-83 next to the Nagawaukee Park-and-Ride.