md 366 begins at an intersection with us 13 business (market street) on the southern edge of pocomoke city. the state highway, marked as stockton road, turns south and then east to the intersection with us 13 (ocean highway). after crossing the federal highway, md 366 heads east as a two-lane undivided road, crosses town branch and passes newtown park. the state highway leaves the town of pocomoke city after the intersection with groton road and buck harbor road. after passing byrd road and crossing pilchard creek, md 366 enters the hamlet of goodwill, where the highway intersects lambertson road and holly swamp road. after leaving goodwill, the state highway meets unsigned md 703 (klej grange road). md 366 continues east through farmland, intersecting old mill road before entering the unincorporated village of stockton. within the village, the state highway intersects md 12 (snow hill road), where the name of md 366 changes to george island landing road. after passing greenbackville road, the state highway goes through a straight then performs an s-curve over the marshland of e.a. vaughn wildlife management area before meeting its eastern terminus at the entrance to the parking lot of george island landing on chincoteague bay.