ROAD SORTIES Scenic Roads

Chesapeake Country Scenic Byway

Chesapeake Country Scenic Byway is a State Scenic Byway in Maryland. Within Maryland it covers roughly 90 miles. The map below shows its route. Use “Plan a drive” to open it in the Road Sorties route planner — already routing along Chesapeake Country Scenic Byway with scenic roads turned on, ready to add your own stops.

This byway winds across Maryland's upper Eastern Shore, a flat landscape of farm fields, tidal creeks, and Colonial-era towns along the Chesapeake Bay. It passes through Chestertown and Chesapeake City, with their preserved waterfronts, and crosses the Chesapeake & Delaware Canal. Watermen's villages and broad bay views give the route its character.

Plan a drive on Chesapeake Country Scenic Byway →

What is a State Scenic Byway?

State Scenic Byways are roads a state has formally recognized for their scenic, natural, historic or cultural value — each state's own curated collection of drives worth taking slowly.

← All scenic roads in Maryland