Title: Book the Best SHOPPING Hotels in Hillsmere in 2025 | Expedia.ca [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)[Hillsmere Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsmere.d553248635976473205.Car-Rental-Guide)[Hillsmere Vacations](https://expedia.ca/Hillsmere.d553248635976473205.Destination-Travel-Guides) ![Chesapeake Bay Bridge with blue and orange sunset](https://images.trvl-media.com/place/553248635976473205/28fdb621-ca24-4585-bcbf-a8fecaccb105.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping Hotels in Hillsmere, MD - ![](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 Hillsmere Shopping Hotels Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hillsmere Shopping Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/e17d8d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/66a1e121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/6468097d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Kent Island Marina Grasonville 9.0/10 Wonderful (1001) "Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta CA $168 CA $186 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/cca95561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/9f06834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Chesapeake Bay Beach Club Stevensville 9.4/10 Exceptional (427) "Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Warren CA $259 CA $323 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/a336329e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Annapolis Annapolis 8.2/10 Very good (1006) "I had a great experience at my stay at Hampton " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Idris O CA $135 CA $154 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/04365757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/a77fa217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Annapolis Annapolis 8.6/10 Excellent (1002) "Great environment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvador E CA $217 CA $247 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d4e67bdb.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 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 $181 CA $626 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/998669fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/d36e561b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/26c8dc5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/62de76c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis Homewood 10/10 Exceptional (19) "Very convenient! We really enjoyed our stay and the hosts were very accommodating! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan Y. CA $159 CA $473 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Annapolis-Hotels-West-Annapolis-Hidden-Gem-75Mile-To-Navy-Stadium-1Mile-To-Downtown-Annapolis.h71421575.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/f520f52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/0e2deec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/0fab08c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8e1aa433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Oasis of Annapolis Star Annapolis 10/10 Exceptional (81) "Owners were great hosts. Loved this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $292 CA $583 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/23e1ea87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/5c48f8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/810e4248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/10f3bbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Private Suite in Eastport, Near USNA Eastport CA $88 CA $225 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Annapolis-Hotels-Eastport-Private-Suite-1-Mi-To-USNA-Downtown.h120466861.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/cc3df3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/7bad8500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/733d81ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/f9a89b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Pet-Friendly Stay - Near Bay & Beaches. Annapolis 10/10 Exceptional (6) "The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina CA $306 CA $760 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/93cefa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/639ad145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/0a7737a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8b5db833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach Arundel on the Bay 9.8/10 Exceptional (11) "Very clean - well equipped - perfect for our relaxing weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris J. CA $310 CA $727 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.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=2025-12-06&endDate=2025-12-07®ionId=553248635976473205&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Hillsmere Hotel Reviews ![Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD](https://images.trvl-media.com/lodging/2000000/1200000/1194300/1194292/784b5f17_y.jpg) ### Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD 10/10 Excellent "Staff, clean room were all great!" [](https://expedia.ca/Baltimore-Hotels-Country-Inn-Suites-By-Radisson.h1194292.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 "Fantastic staff!!" [](https://expedia.ca/Baltimore-Hotels-Aloft-BWI-Baltimore-Washington-International-Airport.h2804098.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "Everything was great" [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg) ### Comfort Inn Largo-Washington DC East 10/10 Excellent "Always a great stay!!!" [](https://expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.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 "." [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/aa92a5c8_y.jpg) ### DoubleTree by Hilton Hotel Largo/Washington DC 10/10 Excellent "Clean hotel and outstanding customer service!" [](https://expedia.ca/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.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 "Very nice. Large room with sitting area." [](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Baltimore-BWI-Airport.h77834.Hotel-Information) ![Days Inn by Wyndham Lanham Washington DC](https://images.trvl-media.com/lodging/1000000/30000/22600/22523/038160ec_y.jpg) ### Days Inn by Wyndham Lanham Washington DC 10/10 Excellent "Yes" [](https://expedia.ca/College-Park-Hotels-Days-Inn-By-Wyndham-Lanham-Washington-DC.h22523.Hotel-Information) ![The Hotel at Arundel Preserve](https://images.trvl-media.com/lodging/5000000/4550000/4542400/4542302/bd8bd966_y.jpg) ### The Hotel at Arundel Preserve 10/10 Excellent "Pleasant staff, clean room and the entire hotel is beautiful! 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