Title: 5 Stars Hotels in Chesapeake Bay, United States of America from CA $186 - Find Cheap Chesapeake Bay Hotels With 5 Stars | Expedia.ca [Chesapeake Bay Travel Guide](https://expedia.ca/Chesapeake-Bay.dx6056980)[Hotels in Chesapeake Bay](https://expedia.ca/Chesapeake-Bay-Hotels.d6056980.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake Bay](https://expedia.ca/Chesapeake-Bay-Vacation-Rentals.d6056980.Travel-Guide-VacationRentals)[Flights to Chesapeake Bay](https://expedia.ca/Cheap-Flights-To-Chesapeake-Bay.d6056980.Travel-Guide-Flights)[Things to do in Chesapeake Bay](https://expedia.ca/Things-To-Do-In-Chesapeake-Bay.d6056980.Travel-Guide-Activities)[Chesapeake Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-Bay.d6056980.Car-Rental-Guide)[Chesapeake Bay Vacation Packages](https://expedia.ca/Chesapeake-Bay.d6056980.Destination-Travel-Guides) ![USS Wisconsin BB-64 featuring a marina](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33110-Uss-Wisconsin.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Chesapeake Bay, United States of America from CA $186 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chesapeake Bay 5 Star Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-10-05&endDate=2025-10-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake Bay 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12100/12067/7327d9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12100/12067/681e0017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12100/12067/63996bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/12100/12067/9e84c2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Washington Downtown Washington D.C. 9.0/10 Wonderful (2369) "Hotel was very clean and staff were very friendly. Area is very walkable and was pretty quiet considering location." CA $389 CA $513 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Washington-Hotels-W-Washington-DC.h12067.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/4a52295b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/fb1e1f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bethune Suite | View from room](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/82de9a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential 2-Bedroom Suite | Living area](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/730ddaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salamander Washington DC Southwest 9.4/10 Exceptional (1006) "Great location - quiet rooms " CA $371 CA $487 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Washington-Hotels-Salamander-Washington-DC.h1044257.Hotel-Information) ![1 bedroom, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/a1ea6b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/8b53a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/25df0cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Non Smoking (Constellation)](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/4f34ebea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Washington D.C. - The Wharf by IHG The Wharf 9.4/10 Exceptional (1006) "Great stay! Large room, comfortable bed and good food options." CA $317 CA $424 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Washington-Hotels-InterContinental-Washington-DC-The-Wharf.h16024166.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/cd5aebfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/62bfc325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/77c71160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/71e9d414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. 9.0/10 Wonderful (1062) "Great location near the national monuments" CA $375 CA $484 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Washington-Hotels-Sofitel-Washington-DC-Lafayette-Square.h856597.Hotel-Information) ![2 bars/lounges, lobby lounge, rooftop bar](https://images.trvl-media.com/lodging/27000000/26920000/26919200/26919134/w3839h2156x0y3-4a299ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/27000000/26920000/26919200/26919134/180d04c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LED TV, Netflix, iPod dock, offices](https://images.trvl-media.com/lodging/27000000/26920000/26919200/26919134/2aa86d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge, rooftop bar](https://images.trvl-media.com/lodging/27000000/26920000/26919200/26919134/9f980984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Washington, DC Downtown Washington D.C. 9.6/10 Exceptional (762) "Amazing property!" CA $510 CA $592 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Washington-Hotels-Conrad-Washington-DC.h26919134.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/20000/10400/10317/05c40c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/10400/10317/24837215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10400/10317/47184d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/10400/10317/97e268a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Washington Northwest 9.2/10 Wonderful (878) "Excellent hotel with great customer service " CA $501 CA $581 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Washington-Hotels-Park-Hyatt-Washington.h10317.Hotel-Information) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/41fa239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (First Lady Caroline Harrison)](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/ddbe0a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/5e4ee42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/47e40607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riggs Washington DC Downtown Washington D.C. 9.4/10 Exceptional (1424) "Great hotel !!" CA $283 CA $393 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Washington-Hotels-Riggs-Washington-DC.h37192042.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/8ec03773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/7d244de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/10587da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony, Harbour View | Balcony](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/cd1cdbe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Baltimore Harbor East 9.6/10 Exceptional (910) "My stay was amazing! Great hotel and staff." CA $682 CA $801 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78800000/78793300/78793229/7c8137cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78800000/78793300/78793229/35d3dfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Japanese cuisine ](https://images.trvl-media.com/lodging/79000000/78800000/78793300/78793229/f2b4d436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pendry Suite](https://images.trvl-media.com/lodging/79000000/78800000/78793300/78793229/c152f72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Washington DC - The Wharf The Wharf 9.2/10 Wonderful (362) "Wonderful hotel" CA $469 CA $600 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Washington-Hotels-Pendry-Washington-Dc-The-Wharf.h78793229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23500/23405/e1160801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23500/23405/d4b24ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/23500/23405/16fed97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23500/23405/710e36ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willard InterContinental Washington by IHG Downtown Washington D.C. 9.4/10 Exceptional (1001) "Great hotel " CA $487 CA $621 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Washington-Hotels-Willard-InterContinental-Washington.h23405.Hotel-Information) ![3 bars/lounges](https://images.trvl-media.com/lodging/82000000/81740000/81730200/81730156/012f153d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/82000000/81740000/81730200/81730156/w3291h3837x0y3-d5eb603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81740000/81730200/81730156/7727e921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81740000/81730200/81730156/50bf06f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Morrow Washington Dc, Curio Collection By Hilton Northeast 9.2/10 Wonderful (692) "Beautiful hotel and room, incredible and professional staff. Would be very happy to stay here again. " CA $176 CA $246 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Washington-Hotels-The-Morrow-Washington-Dc.h81730156.Hotel-Information) ![Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/4fa19413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/d5768add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/7d4838af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/d2191d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Watergate Hotel Northwest 8.8/10 Excellent (1031) "It’s Ama beautiful hotel" CA $347 CA $463 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Washington-Hotels-The-Watergate-Hotel.h13429.Hotel-Information) ![Presidential Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/15000000/14790000/14786700/14786677/ce57f5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/15000000/14790000/14786700/14786677/d931d0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, hot stone massages](https://images.trvl-media.com/lodging/15000000/14790000/14786700/14786677/w3837h2754x3y0-5e6b2782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/15000000/14790000/14786700/14786677/6d53bcdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Washington DC Downtown Washington D.C. 9.8/10 Exceptional (1000) "Gorgeous " CA $841 CA $975 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Washington-Hotels-Waldorf-Astoria-Washington-DC.h14786677.Hotel-Information) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/2d8e2556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/0065d481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/406672cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/49afa93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jefferson, Washington, DC Downtown Washington D.C. 9.8/10 Exceptional (971) "I’ve stayed in many luxury hotels. My stay at The Jefferson was the best I’ve ever experienced. Loved the privacy. It’s beautiful as well! " CA $622 CA $721 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Washington-Hotels-The-Jefferson.h26349.Hotel-Information) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/45fde7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/658d4a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/11ca06dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/a6c44038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Baltimore Fells Point 9.4/10 Exceptional (1002) "A fantastic hotel. Great location, pool, services, food, and rooms. One of our best hotel stays in years." CA $497 CA $641 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Baltimore-Hotels-Sagamore-Pendry-Baltimore.h17395897.Hotel-Information) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/490000/483500/483418/w4000h2662x0y0-65d04808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking, Balcony](https://images.trvl-media.com/lodging/1000000/490000/483500/483418/87733875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/483500/483418/744b7f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/483500/483418/w2667h3993x0y0-ca8c0a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Washington, D.C. Downtown Washington D.C. 9.4/10 Exceptional (824) "Every aspect was absolutely amazing. Staff were phenomenal." CA $696 CA $807 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Washington-Hotels-The-Ritz-Carlton.h483418.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3600/3584/0a3b6469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/3600/3584/1b5144b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3600/3584/682b4294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3600/3584/1ba8848b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Pentagon City Pentagon City 9.0/10 Wonderful (1001) "Stayed for our anniversary we had a great experience " CA $375 CA $429 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Washington-Hotels-The-Ritz-Carlton.h3584.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/890000/889945/9d9d4518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed with Sofa bed, Park View (Lafayette)](https://images.trvl-media.com/lodging/1000000/890000/890000/889945/7cb3ec19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/890000/890000/889945/36075025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/890000/889945/218d9ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hay-Adams Downtown Washington D.C. 9.6/10 Exceptional (893) "Fabulous hotel! " CA $802 CA $930 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Washington-Hotels-The-Hay-Adams.h889945.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/20300/20219/361716e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/1000000/30000/20300/20219/fdb70b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 2 Double Beds (View)](https://images.trvl-media.com/lodging/1000000/30000/20300/20219/04357baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20219/51cb7980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Washington, D.C. Downtown Washington D.C. 9.0/10 Wonderful (711) "Everything you need and more. Staff super friendly, rooms absolutely lovely, great bathrooms and amenities " CA $576 CA $733 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Washington-Hotels-The-St-Regis-Washington.h20219.Hotel-Information) ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (364) "Beautiful place to stay." CA $672 CA $813 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Bay-Hotels.s50-0-d6056980.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Bay-Hotels.s50-0-d6056980.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chesapeake Bay. ![Hamilton Hotel Washington DC](https://images.trvl-media.com/lodging/1000000/50000/42000/41943/25e12c74_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hamilton Hotel Washington DC 1001 14th St NW, Washington, DC CA $171 CA $240 total Oct 31 - Nov 1 includes taxes & fees 8.6/10 Excellent! (2,823 reviews) [](https://expedia.ca/Washington-Hotels-Hamilton-Hotel-Washington-DC.h41943.Hotel-Information) ![Washington Plaza Hotel](https://images.trvl-media.com/lodging/1000000/50000/40600/40512/e9bb53fb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Washington Plaza Hotel 10 Thomas Circle NW, Washington, DC CA $160 CA $186 total Oct 19 - Oct 20 includes taxes & fees 8.6/10 Excellent! (4,665 reviews) [](https://expedia.ca/Washington-Hotels-Washington-Plaza.h40512.Hotel-Information) ![Hyatt Regency Baltimore Inner Harbor](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/50c62e4f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Baltimore Inner Harbor 300 Light Street, Baltimore, MD CA $236 CA $277 total Oct 19 - Oct 20 includes taxes & fees 8.2/10 Very Good! (1,838 reviews) [](https://expedia.ca/Baltimore-Hotels-Hyatt-Regency-Baltimore-Inner-Harbor.h9379.Hotel-Information) Still don't see what you're looking for? [See all properties in Chesapeake Bay.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=6056980&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Learn more about Chesapeake Bay Beloved sports teams, lively festivals, and top sights from Busch Gardens Williamsburg to White House—discover Chesapeake Bay, a historic destination also famous for its port. [See all hotels in Chesapeake Bay](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&adults=2®ionId=6056980) ![USS Wisconsin BB-64 featuring a marina](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33110-Uss-Wisconsin.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Chesapeake Bay Hotel Reviews ![Hotel Washington](//images.trvl-media.com/lodging/1000000/20000/12100/12067/7327d9c6_y.jpg) ### Hotel Washington 10/10 Excellent "Best hotel in DC by far. Staff was incredible. Special thanks for Brandon for making the stay extra special for my gf and I. He went above and beyond making the trip unforgettable " [](https://expedia.ca/Washington-Hotels-W-Washington-DC.h12067.Hotel-Information) ## Find out more about Chesapeake Bay ## Five Star Hotels in Chesapeake Bay There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chesapeake Bay so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chesapeake Bay and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chesapeake Bay Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chesapeake Bay The results are in, and Chesapeake Bay 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chesapeake Bay! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chesapeake Bay today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chesapeake Bay? > You can find several pricing options for a 5-star hotel in Chesapeake Bay on Expedia. How much you'll pay will depend on your travel dates, length of your trip and other factors. Compare all of the available properties for your preferred dates and make use of our pricing and other filters to discover the perfect upscale stay. > > > > - Search for the lowest price per night from CA $186 ### What makes a hotel 5 stars in Chesapeake Bay? > Impeccable guest service is the defining feature of every 5-star hotel in Chesapeake Bay. From the instant you arrive, staff attend to your every need, whether arranging valet parking or providing in-room massage treatments. Additionally, hotels have to feature top-rate conveniences to be considered for a 5-star rating. These can include luxury bath products, a wellness centre, pools, gastronomic restaurants and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Chesapeake Bay? > Use Expedia's filters to find a high-end escape in Chesapeake Bay where most of what you need is included. Next, narrow down your results for properties that have a rating of 5 stars and are listed as "All inclusive." The first thing to look forward to at these stays? 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