Chesapeake Bay Oceanfront Hotels

The free breakfast at Best Western Plus Holiday Sands Inn & Suites gets good marks from our customers. Free WiFi in public areas, free self-parking and a gym are available. This property offers pet-friendly amenities, such as an off-lead area.

Stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking and a marina. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels Museum are located nearby. Discover genuine guest reviews for Inn at Perry Cabin along with the latest prices and availability – book now.

Our customers tell us that they can't get enough of the helpful staff at Annapolis Waterfront Hotel, Autograph Collection. 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.

The free breakfast at Comfort Suites Chincoteague Island Bayfront Resort gets good marks from our customers. Free WiFi in public areas, free self-parking and a free manager's reception are available.

Our customers tell us that they enjoy the pool at Hyatt Regency Chesapeake Bay. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us they enjoy Hilton Garden Inn Kent Island's good location. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.

Stay at this motel in Princess Anne. Enjoy free WiFi, premium TV channels and housekeeping. Popular attractions Hytche athletic Center and Bordeleau Winery are located nearby.

Our customers tell us that they enjoy the helpful staff at Anchor Inn. Enjoy features like free WiFi in public areas, plus a marina and a snack bar/deli.

Stay at this 3.5-star B&B in Cape Charles. Enjoy free breakfast, free WiFi and free parking. Popular attractions Cape Charles Beach and Cape Charles Museum & Welcome Center are located nearby. Discover genuine guest reviews for Fig Street Inn along with the latest prices and availability – book now.

Great Oak Manor features free breakfast, WiFi in public areas and self-parking.

During your stay at Inn at Huntingfield Creek, you'll be close to Rock Hall Harbor. Free WiFi in public areas, free self-parking and a full-service spa are available.

Stay at this 3-star hotel in Tilghman. Enjoy free breakfast, free WiFi and free parking. Our guests praise the clean rooms in their reviews. Popular attractions Phillips Wharf Environmental Center and Tilghman Watermen’s Museum are located nearby. Discover genuine guest reviews for Knapps Narrows Marina & Inn along with the latest prices and availability – book now.

Stay at this 3-star beach inn in Sherwood. Enjoy free WiFi, free parking and a marina. Popular attractions Phillips Wharf Environmental Center and Tilghman Watermen’s Museum are located nearby. Discover genuine guest reviews for Lowes Wharf Marina Inn along with the latest prices and availability – book now.

Stay at this motel in Rock Hall. Enjoy free WiFi, free parking and an outdoor pool. Popular attractions Rock Hall Harbor and Waterman’s Museum are located nearby.

The free breakfast at Robert Morris Inn gets high marks from our customers. You'll find features such as free WiFi in public areas and free self-parking, plus a restaurant. This property offers pet-friendly amenities, such as food and water bowls.