MD 335 heads north as two-lane undivided Hoopers Island Road on a high-level bridge across Fishing Creek, a strait between Tar Bay and the Honga River.

The state highway continues southeast where it crosses Wallace Creek before intersecting the western terminus of MD 336 (Lakesville Road) in the hamlet of Crossroads.

MD 335 turns north onto Golden Hill Road and enters a series of swamps that make up Blackwater National Wildlife Refuge.

The road passes by Harriet Tubman Underground Railroad National Historical Park and the Chesapeake Forest Lands, running through farmland.

[3] However, the first section of MD 335, from just north of the Blackwater River to 1 mile (1.6 km) south of Church Creek, was not improved until it was paved as a state-aid road by 1921.