Title: Book the Best HISTORIC Hotels in Southern Maryland in 2026 | Expedia.ca [Southern Maryland Travel Guide](https://expedia.ca/Southern-Maryland.dx6057463)[Hotels in Southern Maryland](https://expedia.ca/Southern-Maryland-Hotels.d6057463.Travel-Guide-Hotels)[Vacation Rentals in Southern Maryland](https://expedia.ca/Southern-Maryland-Vacation-Rentals.d6057463.Travel-Guide-VacationRentals)[Flights to Southern Maryland](https://expedia.ca/Cheap-Flights-To-Southern-Maryland.d6057463.Travel-Guide-Flights)[Southern Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Maryland.d6057463.Car-Rental-Guide)[Southern Maryland Vacation Packages](https://expedia.ca/Southern-Maryland.d6057463.Destination-Travel-Guides) ![New home on the Chesapeake Bay! I live right next door to this fabulous lighthouse, which is fabulous! The lighthouse museum has limited hours, but the lighthouse keeper's house is now a vacation rental! People use the area for weddings, which sounds sweet.](https://images.trvl-media.com/place/6359190/72c34e0d-ce13-4f4d-ac16-fb3558228949.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Meg Faller # Find Historic Hotels in Southern Maryland, MD from CA $134 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southern Maryland Historic Hotels Tonight [Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2026-01-04&endDate=2026-01-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 5 - Jan 6](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2026-01-05&endDate=2026-01-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Maryland historic hotels ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/25950c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/40d1bf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/w1124h750x106y0-5491995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/3f16e479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOUNT VERNON RETREAT 🌸 [](https://www.expedia.ca/Alexandria-Hotels-MOUNT-VERNON-RETREAT.h34146318.Hotel-Information) Alexandria 9.8/10 Exceptional (128) "We had a great time. The property was clean and peaceful. It was far enough away from things to be quiet and relaxing but close enough to get to everything we needed to in a good amount of time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn B. CA $155 CA $304 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Alexandria-Hotels-MOUNT-VERNON-RETREAT.h34146318.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/aaa820d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/520df554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/67700a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d0edf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants [](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) North Beach 10/10 Exceptional (31) "Perfect place to spend quality time with our three adult children and their significant others. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malarkey F. CA $117 CA $536 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/5312d7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/79964f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch TV with cable channels](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/7ab06f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/2894a751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Washington DC Capitol Hill [](https://www.expedia.ca/Washington-Hotels-Hilton-Washington-DC-Capitol-Hill.h11216.Hotel-Information) Northwest 9.0/10 Wonderful (1009) "Great place to stay very clean and friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James Scabet CA $164 CA $190 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Washington-Hotels-Hilton-Washington-DC-Capitol-Hill.h11216.Hotel-Information) ![3 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/17000000/16120000/16111900/16111824/0bd08695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/17000000/16120000/16111900/16111824/4c321fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/17000000/16120000/16111900/16111824/9e47a9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/17000000/16120000/16111900/16111824/b7ee109b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motto by Hilton Washington DC City Center [](https://www.expedia.ca/Washington-Hotels-Motto-By-Hilton-Washington-DC-City-Center.h16111824.Hotel-Information) Downtown Washington D.C. 9.0/10 Wonderful (1808) "Thanks we loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $115 CA $134 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Washington-Hotels-Motto-By-Hilton-Washington-DC-City-Center.h16111824.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18400/18335/778a0215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18400/18335/123ef3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18400/18335/28c5cd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18400/18335/98be1abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Meridien Washington, D.C., The Madison [](https://www.expedia.ca/Washington-Hotels-The-Madison-Washington-DC.h18335.Hotel-Information) Downtown Washington D.C. 9.2/10 Wonderful (1524) "Friendly staff and great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mackenzie CA $143 CA $213 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Washington-Hotels-The-Madison-Washington-DC.h18335.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/937d59ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Widows Walk Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/ba45b764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Suite | Living area](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0787536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/72a927ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Tilghman Island [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) Tilghman 8.8/10 Excellent (91) "Very relaxing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $149 CA $224 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) Historic District 9.0/10 Wonderful (1908) " Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lewis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/42213387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Single Room, 1 King Bed, Bathtub, Harbour View](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/15680a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 134 Prince - Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) Annapolis 9.8/10 Exceptional (34) "Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/cc957ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/w1857h2500x0y0-ac5cefb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flag House Inn [](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) Historic District 9.4/10 Exceptional (85) "The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $239 CA $273 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/fc34c762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/081c863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/4de85be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/5acb80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2br home w/ parking in downtown Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information) Historic District 10/10 Exceptional (73) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Burton S. CA $158 CA $415 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.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=2026-01-18&endDate=2026-01-19®ionId=6057463&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Maryland Hotel Reviews ![Spark by Hilton Waldorf](https://images.trvl-media.com/lodging/1000000/30000/26400/26379/cbec5af3_y.jpg) ### Spark by Hilton Waldorf 10/10 Excellent "Location was great for all of my destinations" [](https://expedia.ca/Waldorf-Hotels-Spark-By-Hilton-Waldorf.h26379.Hotel-Information) ![Gaylord National Resort & Convention Center](https://images.trvl-media.com/lodging/2000000/1780000/1777200/1777196/92ceb02c_y.jpg) ### Gaylord National Resort & Convention Center 10/10 Excellent "All good " [](https://expedia.ca/College-Park-Hotels-Gaylord-National-Resort-Convention-Center.h1777196.Hotel-Information) ![Hampton Inn & Suites National Harbor - Alexandria Area](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880917/13761c39_y.jpg) ### Hampton Inn & Suites National Harbor - Alexandria Area 10/10 Excellent "nice staff, clean room/hotel" [](https://expedia.ca/College-Park-Hotels-Hampton-Inn-Suites-National-Harbor-Alexandria-Area.h1880917.Hotel-Information) ![Best Western La Plata Inn](https://images.trvl-media.com/lodging/8000000/7480000/7476400/7476367/c0397c52_y.jpg) ### Best Western La Plata Inn 10/10 Excellent "Front desk employee was very friendly and helpful. " [](https://expedia.ca/Waldorf-Hotels-Best-Western-La-Plata-Inn.h7476367.Hotel-Information) ![Red Roof Inn PLUS+ Washington DC - Oxon Hill ](https://images.trvl-media.com/lodging/1000000/20000/13200/13199/16a3ddf6_y.jpg) ### Red Roof Inn PLUS+ Washington DC - Oxon Hill 10/10 Excellent "It was fine" [](https://expedia.ca/College-Park-Hotels-Red-Roof-Inn-PLUS-Washington-DC-Oxon-Hill.h13199.Hotel-Information) ![Residence Inn by Marriott Waldorf](https://images.trvl-media.com/lodging/3000000/2680000/2675800/2675705/7669562a_y.jpg) ### Residence Inn by Marriott Waldorf 10/10 Excellent "Staff is excellent" [](https://expedia.ca/Waldorf-Hotels-Residence-Inn-By-Marriott-Waldorf.h2675705.Hotel-Information) ![Holiday Inn Express Washington DC East - Andrews AFB by IHG](https://images.trvl-media.com/lodging/1000000/30000/23800/23793/604afe44_y.jpg) ### Holiday Inn Express Washington DC East - Andrews AFB by IHG 10/10 Excellent "Building and rooms are old dated however everything was clean. Nice overnight stay. " [](https://expedia.ca/College-Park-Hotels-Holiday-Inn-Express-Washington-DC-East-Andrews-AFB.h23793.Hotel-Information) ![Holiday Inn Express Waldorf by IHG](https://images.trvl-media.com/lodging/1000000/30000/25500/25493/9a1d7d08_y.jpg) ### Holiday Inn Express Waldorf by IHG 10/10 Excellent "My room was clean and well kept. The staff was very friendly and helpful. I was glad to see a turkey bacon option at breakfast. The breakfast buffet was nice. " [](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-Waldorf.h25493.Hotel-Information) ![Hampton Inn & Suites Camp Springs/Andrews AFB](https://images.trvl-media.com/lodging/9000000/8240000/8231300/8231248/0af6feb6_y.jpg) ### Hampton Inn & Suites Camp Springs/Andrews AFB 10/10 Excellent "The staff was plesant and helpful. Nice size rooms and great breakfast" [](https://expedia.ca/College-Park-Hotels-Hampton-Inn-Suites-Camp-Springs-Andrews-AFB.h8231248.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Aquasco Hotels ](https://www.expedia.ca/Aquasco-Hotels.d3000347804.Travel-Guide-Hotels) - [Honeymoon Resorts and in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Benedict ](https://www.expedia.ca/Benedict-Hotels-Cheap-Hotels.0-0-d3000347809-tCheapHotels.Travel-Guide-Filter-Hotels) - [Benedict Hotels ](https://www.expedia.ca/Benedict-Hotels.d3000347809.Travel-Guide-Hotels) - [Broomes Island Hotels ](https://www.expedia.ca/Broomes-Island-Hotels.d3000440453.Travel-Guide-Hotels) - 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