The route heads back into farmland and intersects MD 19 (North Main Street), leaving the Church Hill area. MD 213 continues north through a mix of woods and farms. From here, the route turns northwest through more farmland before it passes some residences and businesses near the intersection with the western terminus of MD 544 (Mcginnis Road). Past the MD 544 intersection, the road continues through rural areas, but residences and businesses start to increase. MD 213 passes through Kingstown before crossing the Chester River on a drawbridge. Upon crossing the Chester River, MD 213 enters the town of Chestertown in Kent County, where the route heads northwest on Maple Avenue through residential areas. It intersects MD 289 (Cross Street) in the downtown area and turns north onto Washington Avenue at the intersection with Spring Avenue. Washington Avenue carries MD 213 north through residential neighborhoods and passes to the west of the University of Maryland Shore Medical Center at Chestertown and by Washington College. Past the college, the route gains a center left-turn lane and continues past business, intersecting MD 291 (Morgnec Road). Past this intersection, MD 213 continues through residential and commercial areas before it narrows back to a two-lane road. The road leaves Chestertown and becomes Augustine Herman Highway, which is named for Bohemian surveyor Augustine Herman. The road heads into farmland with residences along the west side of the road. MD 213 intersects MD 297 (Worton Road) and heads past more farm fields. The road turns northeast and intersects MD 561 (Hassenger’s Corner Road). It continues through more rural areas, consisting mostly of farms with some wooded areas before reaching Kennedyville, where MD 213 passes residences. In Kennedyville, the road crosses the Chestertown Branch of the Northern Line of the Maryland and Delaware Railroad at-grade. Upon leaving Kennedyville, MD 213 continues back into agricultural areas. The route makes a turn to the east, with an old bypassed segment remaining as unsigned MD 855. MD 213 intersects MD 298 (Browntown Road) and resumes northeast and east again. It intersects unsigned MD 449 (Shallcross Wharf Road), which connects to MD 444 (Kentmore Park Road), which MD 213 intersects a short distance later. From here, the route continues east and northeast through more farmland before heading into a mix of farms and woods. The route enters the town of Galena, where it becomes Cross Street.