Best 4 Star Hotels in Chestertown

Annapolis Waterfront Hotel, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Harbor. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at The Inn at Chesapeake Bay Beach Club. During your stay, you're just a quick walk from Chesapeake Bay. Free WiFi in public areas, free self-parking and a full-service spa are available.

During your stay at this holiday home, you're just a quick walk from Patterson Park. Features include free WiFi in public areas and free self-parking, plus laundry facilities. The holiday home offers free WiFi and a kitchen.

During your stay at this apartment building, you're just a quick walk from Patterson Park. Free WiFi in public areas is available. A kitchen and 4 bathrooms are available in the apartment.