 The state highway curves north through a swamp, within which the highway enters the city of Virginia Beach by crossing the Chesapeake and Albemarle Canal at its eastern end at the North Landing River.SR 165 heads northeast through farmland to the Virginia Beach municipal center in the Princess Anne area of Virginia Beach, within which the highway meets the western end of SR 149 (Princess Anne Road), which heads northeast toward the Virginia Beach Oceanfront.SR 165 continues northwest on two-lane Princess Anne Road through a rural area.