Caroline County is a rural county located in the U.S. state of Maryland on its Eastern Shore. As of the 2020 census, the population was 33,293. Its county seat is Denton.

The Eastern Shore of Maryland is a part of the U.S. state of Maryland that lies mostly on the east side of the Chesapeake Bay. Nine counties are normally included in the region. The Eastern Shore is part of the larger Delmarva Peninsula that Maryland shares with Delaware and Virginia.