Cheap Holidays to Chestertown

Our customers tell us that they can't get enough of the helpful staff at Red Roof Inn & Suites Chestertown. During your stay, you'll be within walking distance of Washington College. You'll find features such as free WiFi in public areas and free self-parking, plus laundry facilities.

Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Chestertown. During your stay, you'll be within walking distance of Washington College. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.

During your stay at The Lodge at Great Oak Landing, you'll be close to Pooles Island Light. Free WiFi in public areas, free self-parking and 3 bars are available.

Historic Inns of Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a bar.

Our customers tell us that they can't get enough of the helpful staff at Sagamore Pendry Baltimore. During your stay, you're just a quick walk from Fell's Point Visitor Center. Free WiFi in public areas, 2 bars and a restaurant are available. This property offers pet-friendly amenities, such as food and water bowls.

Annapolis Waterfront Hotel, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. 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.