Princess Anne is well-known for its many historic buildings. The Teackle Mansion, located at 11736 Mansion St. in Princess Anne, is one of the leading tourism attractions in Somerset County.
The Princess Anne Main Street Partnership was created as a result of the Town receiving designation as a Maryland Main Street community. This organization, which is financially supported by the town government and grant funds, is undertaking a series of activities to promote the downtown, including assisting with façade improvement, publicizing the businesses through social media and the local press, supporting meaningful events, implementing heritage tourism initiatives which will attract visitors, and working to analyze the business space in the downtown and plan for the creative and profitable reuse of that space.
Several signature events occur each year and are well-known throughout the region. These include the Daffodil Show in April, Street Fest in May, the Christmas House Tour, and the well-known New Year’s Eve event, the Midnight Muskrat Dive.