Title: Book the Best ROMANTIC Hotels in Chesapeake Bay from CA $153 - Chesapeake Bay Romantic Getaways | 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) ![Virginia which includes a statue or sculpture, a high-rise building and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33013-Town-Point-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Chesapeake Bay from CA $153 ![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 Romantic Hotels Tonight [Sep 22 - Sep 23](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-09-22&endDate=2025-09-23&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-09-23&endDate=2025-09-24&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6056980&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake Bay Romantic Hotels ## Our top choices for Chesapeake Bay romantic hotels ![Declaration Suite (101) | Courtyard](https://images.trvl-media.com/lodging/5000000/4240000/4238900/4238812/35bb50c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/5000000/4240000/4238900/4238812/bb1d97f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed, Jetted Tub (Carroll Suite)](https://images.trvl-media.com/lodging/5000000/4240000/4238900/4238812/999179d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/5000000/4240000/4238900/4238812/09c82f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1840s Carrollton Inn Jonestown 9.6/10 Exceptional (991) "Great breakfast, room is spacious and comfortable with old world charm " CA $265 CA $312 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Baltimore-Hotels-1840s-Carrollton-Inn.h4238812.Hotel-Information) ![Superior Suite, 1 King Bed, Golf View (One Bedroom) | View from room](https://images.trvl-media.com/lodging/1000000/30000/24700/24651/217d45a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24651/0ce19377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/24700/24651/2152ee84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/24700/24651/28546bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Sonesta Harbor Court Baltimore Otterbein 8.8/10 Excellent (1624) "Great stay" CA $170 CA $240 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Baltimore-Hotels-Royal-Sonesta-Harbor-Court-Baltimore.h24651.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) ![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) ![3 bars/lounges, cocktail bar, rooftop bar](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/4da935de.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 (1015) "It’s Ama beautiful hotel" CA $371 CA $489 total includes taxes & fees Sep 26 - Sep 27 [](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) ![Reception](https://images.trvl-media.com/lodging/15000000/14790000/14786700/14786677/40d35030.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 $831 CA $964 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Washington-Hotels-Waldorf-Astoria-Washington-DC.h14786677.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/3f82f1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/97d56ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/c2064567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/cc463130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsmill Resort Kingsmill 8.8/10 Excellent (1009) "I had an outstanding experience and hope to return in the near future " CA $234 CA $333 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Williamsburg-Hotels-Kingsmill-Resort.h25624.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) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/3f481889.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) ### Four Seasons Hotel Baltimore Harbor East 9.6/10 Exceptional (906) "My stay was amazing! Great hotel and staff." CA $634 CA $745 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/3f11083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/09860c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/5c1dbbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/0c67ffdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Greensprings Williamsburg Williamsburg 8.4/10 Very good (1020) "Great place to stay at." CA $100 CA $153 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Williamsburg-Hotels-Greensprings-Vacation-Resort.h863025.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/10000/1200/1125/9da3a06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed (Zena Circle View)](https://images.trvl-media.com/lodging/1000000/10000/1200/1125/cb38aa16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/1200/1125/ca87e235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/10000/1200/1125/d34a079e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Zena Washington DC Downtown Washington D.C. 9.0/10 Wonderful (1307) "Hotel was amazing and beautiful, staff was great definitely be back" CA $216 CA $307 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Washington-Hotels-Hotel-Zena.h1125.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.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) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (364) "Beautiful place to stay." CA $775 CA $938 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/bbc66681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/c7534b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/a55e8b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/9ba4f388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Melrose Georgetown Hotel Northwest 8.8/10 Excellent (2422) "Large suites, friendly staff, convenient location" CA $181 CA $257 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Washington-Hotels-Melrose-Georgetown-Hotel.h22903.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07®ionId=6056980&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake Bay Hotel Reviews ![Hotel Lombardy](//images.trvl-media.com/lodging/1000000/20000/11300/11217/6e878650_y.jpg) ### Hotel Lombardy 10/10 Excellent "Great location, nice friendly staff, very large and comfortable room (we enjoyed a suite) . We could walk or take the Metro to everything." [](https://expedia.ca/Washington-Hotels-Hotel-Lombardy.h11217.Hotel-Information) ![Omni Shoreham Hotel](//images.trvl-media.com/lodging/1000000/30000/25300/25292/f87570e7_y.jpg) ### Omni Shoreham Hotel 10/10 Excellent "Lovely hotel, my children enjoyed every moment. They even made a few friends at the pool. We will definitely be back, maybe for thanksgiving 💕. The water pressure was awesome. Friendly vibes from other guest as well. " [](https://expedia.ca/Washington-Hotels-Omni-Shoreham-Hotel.h25292.Hotel-Information) ![State Plaza Hotel](//images.trvl-media.com/lodging/1000000/20000/11300/11234/352ccd63_y.jpg) ### State Plaza Hotel 10/10 Excellent "This property outside has been cleaned up since big DC cleanup. Its beautiful, lovely. comfortable place to stat in DC. Close to GW." [](https://expedia.ca/Washington-Hotels-State-Plaza-Hotel.h11234.Hotel-Information) ![Washington Plaza Hotel](//images.trvl-media.com/lodging/1000000/50000/40600/40512/e9bb53fb_y.jpg) ### Washington Plaza Hotel 10/10 Excellent "The staff is exceptionally accommodating. I was impressed with the lengths they went to in order to ensure that our stay was comfortable and that our needs were met. The room was clean and accessible. " [](https://expedia.ca/Washington-Hotels-Washington-Plaza.h40512.Hotel-Information) ![Hilton Vacation Club The Historic Powhatan Williamsburg](//images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg) ### Hilton Vacation Club The Historic Powhatan Williamsburg 10/10 Excellent "Stayed here multiple times and I’m never disappointed " [](https://expedia.ca/Williamsburg-Hotels-The-Historic-Powhatan-Resort-By-Diamond-Resorts.h864071.Hotel-Information) ![Sheraton Pentagon City Hotel](//images.trvl-media.com/lodging/1000000/20000/15100/15009/4c98766e_y.jpg) ### Sheraton Pentagon City Hotel 10/10 Excellent "Clean " [](https://expedia.ca/Washington-Hotels-Sheraton-Pentagon-City-Hotel.h15009.Hotel-Information) ![Holiday Inn Washington Capitol - Natl Mall by IHG](//images.trvl-media.com/lodging/1000000/20000/16800/16778/w3834h2165x6y0-acb86477_y.jpg) ### Holiday Inn Washington Capitol - Natl Mall by IHG 10/10 Excellent "Great price for the value." [](https://expedia.ca/Washington-Hotels-Holiday-Inn-Washington-Capitol-Natl-Mall.h16778.Hotel-Information) ![YOTEL Washington DC](//images.trvl-media.com/lodging/1000000/20000/10600/10576/04246907_y.jpg) ### YOTEL Washington DC 10/10 Excellent "Great hotel, amazing pool/rooftop area. It's in a great location with great prices. My only problem, they do not have wash rags on site. " [](https://expedia.ca/Washington-Hotels-YOTEL-Washington-DC-Formerly-Liaison.h10576.Hotel-Information) ![Hotel Washington](//images.trvl-media.com/lodging/1000000/20000/12100/12067/7327d9c6_y.jpg) ### Hotel Washington 10/10 Excellent "Excellent place to stay all is walking distance and very Nice and Clean Food was perfect! 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