Hillsmere Shores, United States offers 1 beach perfect for sunbathing, surfing, swimming, and more. Hillsmere Shores, Maryland, United States, is known for its proximity to the Chesapeake Bay and the nearby historic city of Annapolis. The best time to travel to Hillsmere Shores, United States, is in late spring (May to early June) when the average air temperature is around 70-75°F and the water temperature is approximately 65-70°F. Sandee provides detailed maps, photos, and reviews from fellow beachgoers to help you Choose Your Beach™ and plan your perfect beach vacation!