Book a Bed and Breakfast in Chester

During your stay at The Oaks Waterfront, you'll be close to St. Michaels Winery. Free breakfast, free WiFi in public areas and free self-parking are available.

During your stay at Parsonage Inn, you're just a quick walk from Chesapeake Bay Maritime Museum. Features include free breakfast, free WiFi in public areas and free self-parking.

During your stay at Hummingbird Inn, you're just a quick walk from Avalon Theatre. Enjoy features like free breakfast, free WiFi in public areas and free self-parking. Some of the pet-friendly amenities that this property offers include food and water bowls, an off-lead area and pet-sitting services.

During your stay at Flag House Inn, you're just a quick walk from U.S. Naval Academy. Features include free breakfast and free WiFi in public areas, plus meeting rooms.

During your stay at George Brooks House B&B, you'll be within walking distance of Chesapeake Bay Maritime Museum. Free breakfast, free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as food and water bowls.

During your stay at Laurel Grove Inn on the South, you'll be close to Broad Creek Marsh. Features include free breakfast and free self-parking, plus a snack bar/deli.

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.

During your stay at The Inn at Tacaro Estate, you'll be close to Upper Yough River. Free breakfast, free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as food and water bowls.

The free breakfast at Robert Morris Inn gets high marks from our customers. During your stay, you're just a quick walk from Oxford Museum. 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.

During your stay at Black Walnut Point Inn, you'll be close to Tilghman Watermen’s Museum. Free breakfast, free WiFi in public areas and free self-parking are available.

During your stay at Inn at Horn Point, you're just a quick walk from Spa Creek. You'll find features such as free WiFi in public areas and free self-parking, plus concierge services.

During your stay at The Annapolis Inn, you're just a quick walk from U.S. Naval Academy. You'll find features such as free breakfast and free WiFi in public areas, plus 2 meeting rooms.