Title: Book the Best Historic District Hotels with FREE PARKING in 2026 | Expedia.ca [Historic District Travel Guide](https://expedia.ca/Annapolis-Historic-District.dx553248635976472706)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-District.d553248635976472706.Car-Rental-Guide)[Historic District Vacations](https://expedia.ca/Historic-District.d553248635976472706.Destination-Travel-Guides) ![Beautiful troll downtown Annapolis... #Adventure](https://images.trvl-media.com/place/6034082/2b01751c-68de-4cfb-8793-7bb41aa7e0cc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lori Buchanan # Find Hotels with Free Parking in Historic District, MD from CA $92 - ![](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 Historic District Hotels with Free Parking Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706&startDate=2025-12-04&endDate=2025-12-05&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706&startDate=2025-12-05&endDate=2025-12-06&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic District Hotels with Free Parking ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (930) "nice, clean, up to date, budget friendly hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike CA $110 CA $122 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/d4b92367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Annapolis Annapolis 8.6/10 Excellent (1002) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tawnya CA $81 CA $92 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Suite, 1 Bedroom, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/aeb43618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown Annapolis 8.6/10 Excellent (1014) "Great value for stay with breakfast included " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aisling CA $111 CA $126 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.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/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1890) "Excellent hotel Really nice staff Love the valet guys " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ben [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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) ![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.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) ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/6c83d519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flag House Inn Historic District 9.4/10 Exceptional (82) "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 $266 CA $303 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/f68fafe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/fb8e8cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/6d79f12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Waterfront Hotel, Autograph Collection Historic District 8.8/10 Excellent (878) "Clean room. Friendly staff awesome location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent CA $204 CA $233 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a8bf1b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/8d2066be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 86 State Circle - Luxury Boutique Hotel Historic District 10/10 Exceptional (3) "Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels." ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Jo CA $487 CA $556 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/1068537c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/f924cfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/814e7667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8dfe0c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchored Inn at Hidden Harbour Marina Deale 9.4/10 Exceptional (470) "Beautiful place to stay, we stay their one to two times a year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $187 CA $214 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/e94a05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/846/4033d0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Annapolis Annapolis 9.4/10 Exceptional (1012) "Very nice hotel. The dog park could have better lighting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $172 CA $196 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/d39579fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/9a55b500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG Annapolis 8.2/10 Very good (1000) "Clean room and friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Silvia CA $105 CA $120 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.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=2025-12-18&endDate=2025-12-19®ionId=553248635976472706&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Historic District Hotel Reviews ![Hilton Baltimore BWI Airport](https://images.trvl-media.com/lodging/2000000/1520000/1518600/1518537/78c7fba5_y.jpg) ### Hilton Baltimore BWI Airport 10/10 Excellent "Very clean room and staff is very friendly!" [](https://expedia.ca/Baltimore-Hotels-Hilton-Baltimore-BWI-Airport.h1518537.Hotel-Information) ![Wingate by Wyndham Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12658/576f84db_y.jpg) ### Wingate by Wyndham Baltimore BWI Airport 10/10 Excellent "everything was great" [](https://expedia.ca/Baltimore-Hotels-Wingate-By-Wyndham-Baltimore-BWI-Airport.h12658.Hotel-Information) ![Aloft BWI Baltimore Washington International Airport](https://images.trvl-media.com/lodging/3000000/2810000/2804100/2804098/12d1a93d_y.jpg) ### Aloft BWI Baltimore Washington International Airport 10/10 Excellent "Yes" [](https://expedia.ca/Baltimore-Hotels-Aloft-BWI-Baltimore-Washington-International-Airport.h2804098.Hotel-Information) ![Holiday Inn Express Baltimore-BWI Airport West by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2353/b44bf96e_y.jpg) ### Holiday Inn Express Baltimore-BWI Airport West by IHG 10/10 Excellent "This is a great value option. It's starting to show its age a little, but it is very clean and well maintained. The staff are helpful and pleasant. Access to surrounding amenities is easy from this location. Great place to stay!" [](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Baltimore-BWI-Airport-West.h2353.Hotel-Information) ![The Westin Baltimore Washington Airport - BWI](https://images.trvl-media.com/lodging/2000000/1780000/1770700/1770627/13f895c7_y.jpg) ### The Westin Baltimore Washington Airport - BWI 10/10 Excellent "Clean room, lovely scent in the hallway of my floor, and the quietness of it ask" [](https://expedia.ca/Baltimore-Hotels-The-Westin-Baltimore-Washington-Airport-BWI.h1770627.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/30000/25900/25898/941fbe1a_y.jpg) ### La Quinta Inn & Suites by Wyndham Baltimore BWI Airport 10/10 Excellent "property was clean,, room was clean, staff was excellent " [](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-BWI-Airport.h25898.Hotel-Information) ![Embassy Suites by Hilton Baltimore at BWI Airport](https://images.trvl-media.com/lodging/1000000/20000/16500/16467/2b328f17_y.jpg) ### Embassy Suites by Hilton Baltimore at BWI Airport 10/10 Excellent "Very nice place to stay and kids friendly " [](https://expedia.ca/Baltimore-Hotels-Embassy-Suites-By-Hilton-Baltimore-At-BWI-Airport.h16467.Hotel-Information) ![Holiday Inn Baltimore BWI Airport by IHG](https://images.trvl-media.com/lodging/1000000/80000/77900/77834/77790c2d_y.jpg) ### Holiday Inn Baltimore BWI Airport by IHG 10/10 Excellent "Overnight stay. The shuttle driver was an awesome guy. " [](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Baltimore-BWI-Airport.h77834.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Excellent hotel Really nice staff Love the valet guys " [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Annapolis ](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - [Farmstay in Annapolis ](https://www.expedia.ca/Annapolis-Agritourism.d6034082-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Annapolis ](https://www.expedia.ca/Annapolis-Apart-Hotels.d6034082-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Annapolis ](https://www.expedia.ca/Annapolis-Bed-And-Breakfast.d6034082-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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