Princess Anne, one of the most historic and picturesque small towns on the Eastern Shore, was settled in the 1600s at the headwaters of the Manokin River. The town, established in 1733, was named after King George II’s daughter. History buffs, antique lovers, and anyone seeking the authentic Eastern Shore will enjoy exploring our quaint and historic town. Step back in time as you walk our graceful, tree-lined streets and brick sidewalks amongst carefully preserved Colonial, Federal and Victorian houses, churches and gardens. Unique shopping and dining experiences include the Washington Hotel, which has been serving travelers and townsfolk for over 200 years. And, as the county seat, Princess Anne is the ideal starting point for day trips around the Lower Eastern Shore.