Title: Visit Hillsmere Shores: 2026 Travel Guide for Hillsmere Shores, Annapolis | Expedia.com [Hotels in Hillsmere Shores](https://expedia.com/Hillsmere-Shores-Hotels.d553248634998892012.Travel-Guide-Hotels)[Vacation Rentals in Hillsmere Shores](https://expedia.com/Hillsmere-Shores-Vacation-Rentals.d553248634998892012.Travel-Guide-VacationRentals)[Car Rentals in Hillsmere Shores](https://expedia.com/Car-Rentals-In-Hillsmere-Shores.d553248634998892012.Car-Rental-Guide)[Hillsmere Shores Vacation Packages](https://expedia.com/Hillsmere-Shores.d553248634998892012.Destination-Travel-Guides) # Hillsmere Shores, MD ## Travel Guide ## Visit Hillsmere Shores Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_553248634998892012) - Hillsmere Shores Hotel Deals - Vacation Rentals in Hillsmere Shores ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD $157 nightly $179 total Apr 2 - Apr 3 Total with taxes and fees Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,880 reviews) Staff were a pleasure. Room was beautiful. Reviewed on Mar 4, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248634998892012) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court Annapolis MD $89 nightly $102 total Mar 15 - Mar 16 Total with taxes and fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ... 8.6/10 Excellent! (1,014 reviews) I stayed here as I did a visit for my youngest son who is attending Bowie. While I stayed most of the time on campus, I found when I was at the hotel I found the staff and facility both inviting, warm and cordial. Reviewed on Mar 5, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=553248634998892012) ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Annapolis, MD 2600 Housley Road Annapolis MD $91 nightly $104 total Mar 29 - Mar 30 Total with taxes and fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 9/10 Wonderful! (1,011 reviews) Not welcoming Reviewed on Mar 5, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=140359&PinnedHotelID=140359&HadPinnedHotel=true®ionId=553248634998892012) [See all 1,272 properties in Hillsmere Shores](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F8%2F2026&endDate=3%2F9%2F2026®ionId=553248634998892012) 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. ![421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/4cc6cb4b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! Annapolis MD Stay at this vacation home in Annapolis. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the pool in our reviews. Popular attractions ... 10/10 Exceptional! (130 reviews) Great location, charming decor, extra clean and well-provisioned. Reviewed on Mar 2, 2026 [](https://expedia.com/Annapolis-Hotels-421-Irie-Simply-Charming-2-Story-Cottage-Private-Pool-1-Off-Street-Parking.h66845427.Hotel-Information) ![Floating 2 bed 2 bath condo stunning views of the bay ](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/82291131_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Floating 2 bed 2 bath condo stunning views of the bay Stevensville MD Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ... 6.4/10 (7 reviews) How in good conscience anyone would list this "floating oasis" as great or stunning is irreprehensibl Was no safe way of accessing the boat for five 65-68 yr. old women. No ramp to access. Needed to jump from a plastic two step stool onto a ledge and pull yourself up ladder to get on deck. If you ... Reviewed on Nov 12, 2025 [](https://expedia.com/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.Hotel-Information) ![Sweet Bamboo Beach Cottage](https://images.trvl-media.com/lodging/59000000/58770000/58767200/58767106/c543aa01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sweet Bamboo Beach Cottage north beach MD Stay at this vacation home in North Beach. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Bayside History Museum and Chesapeake ... 10/10 Exceptional! (83 reviews) The beach house was cute, well equipped and in good repair. Made for a cozy Christmas. Would come back to stay again. Reviewed on Jan 2, 2026 [](https://expedia.com/North-Beach-Hotels-Sweet-Bamboo-Beach-Cottage.h58767106.Hotel-Information) [See all properties in Hillsmere Shores](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634998892012&sort=VACATION_RENTAL) 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. ## Check Hillsmere Shores hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=2026-03-07&endDate=2026-03-08)[Mar 7 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=2026-03-07&endDate=2026-03-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=2026-03-08&endDate=2026-03-09)[Mar 8 - Mar 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=2026-03-08&endDate=2026-03-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998892012&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) ### Popular places to visit ![U.S. Naval Academy which includes military items, interior views and heritage architecture](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### U.S. Naval Academy 4.5/5(446 reviews) See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor. [](https://expedia.com/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) ![Chesapeake Bay Bridge](https://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Bridge 4/5(270 reviews) Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers. [](https://expedia.com/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction) ![Sandy Point State Park](https://images.trvl-media.com/place/6163398/25cdf98e-7f7f-4ea3-9c64-b269190b9929.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sandy Point State Park 4.5/5(13 reviews) Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park. [](https://expedia.com/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) ![Maryland State House which includes heritage architecture and an administrative buidling](https://images.trvl-media.com/place/6077394/d18fd2cc-ea1a-41cb-8092-51a65556abb4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland State House 4.5/5(123 reviews) Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use. [](https://expedia.com/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) ![Maryland Quiet Waters Park which includes a garden](https://images.trvl-media.com/place/6172639/77fd279b-cba3-4e0c-8364-054b937fe279.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland Quiet Waters Park Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park. [](https://expedia.com/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) ![William Paca House](https://images.trvl-media.com/place/6077398/98acab84-2579-486d-a577-59008bcb9b62.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### William Paca House 4/5(16 reviews) Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca. [](https://expedia.com/William-Paca-House-Historic-District.d6077398.Vacation-Attraction) ### Things to do ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl $30 per adult [](https://expedia.com/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.activity-details) ![From haunted harbors to pirate hideouts, the ghosts of Annapolis await.](https://mediaim.expedia.com/localexpert/44904461/12092537-06cc-4c98-a49b-545e7c52b2fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ashes and Apparitions of Annapolis Ghost Tour $32 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/ashes-and-apparitions-of-annapolis-ghost-tour.a44904461.activity-details) ![Food Tour Plate ](https://mediaim.expedia.com/localexpert/46405193/fcd4d961-b3fd-4595-8cb2-8aa4cdef6f43.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Annapolis Food Tour $80 per adult [](https://expedia.com/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) [See all activities in Hillsmere Shores](https://expedia.com/Things-To-Do-In-Hillsmere-Shores.d553248634998892012.Travel-Guide-Activities) ## Cities near Hillsmere Shores ![Annapolis](https://images.trvl-media.com/place/6034082/3328fb0e-9b35-4f86-a2cc-94c9c7b5470f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Annapolis ![Aerial panorama view of Edgewater Maryland Almshouse Creek South River marina with luxury sail boats turquoise water, popular retirement community near Annapolis](https://images.trvl-media.com/place/6348965/5f665a73-69ac-4d51-82f8-e1866bb06ee2.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Edgewater - Cities near Hillsmere Shores - Places of interest [Annapolis](https://expedia.com/Annapolis.dx6034082)[Edgewater](https://expedia.com/Edgewater.dx6348965) - [U.S. Naval Academy ](https://expedia.com/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) - [Chesapeake Bay ](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Chesapeake Bay Bridge ](https://expedia.com/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction) - [Fort George G. Meade ](https://expedia.com/Fort-George-G-Meade-Baltimore.d6283177.Vacation-Attraction) - [Annapolis City Dock ](https://expedia.com/Annapolis-City-Dock-Historic-District.d553248633992240262.Vacation-Attraction) - [Sandy Point State Park ](https://expedia.com/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) - [Show Place Arena ](https://expedia.com/Show-Place-Arena-Upper-Marlboro.d6091739.Vacation-Attraction) - [Anne Arundel Medical Center ](https://expedia.com/Anne-Arundel-Medical-Center-Annapolis.d553248621580159030.Vacation-Attraction) - [Maryland State House ](https://expedia.com/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) - [Navy-Marine Corps Memorial Stadium ](https://expedia.com/Navy-Marine-Corps-Memorial-Stadium-Annapolis.d6091645.Vacation-Attraction) - [Westfield Annapolis Mall ](https://expedia.com/Westfield-Annapolis-Mall-Annapolis.d6172637.Vacation-Attraction) - [Chesapeake Bay Maritime Museum ](https://expedia.com/Chesapeake-Bay-Maritime-Museum-Downtown-St-Michaels.d553248633992441010.Vacation-Attraction) - [Bowie State University ](https://expedia.com/Bowie-State-University-Bowie.d6075472.Vacation-Attraction) - [Annapolis Maritime Museum ](https://expedia.com/Annapolis-Maritime-Museum-Eastport.d553248621532662325.Vacation-Attraction) - [St. Michaels Winery ](https://expedia.com/St-Michaels-Winery-Downtown-St-Michaels.d553248633992438808.Vacation-Attraction) - [Annapolis Harbor Center Shopping Center ](https://expedia.com/Annapolis-Harbor-Center-Shopping-Center-Annapolis.d553248621563220686.Vacation-Attraction) - [Maryland Quiet Waters Park ](https://expedia.com/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) - [William Paca House ](https://expedia.com/William-Paca-House-Historic-District.d6077398.Vacation-Attraction) - [Queenstown Harbor Golf Club ](https://expedia.com/Queenstown-Harbor-Golf-Club-Queenstown.d6091731.Vacation-Attraction) - [Annapolis Mall Shopping Center ](https://expedia.com/Annapolis-Mall-Shopping-Center-Annapolis.d553248621563220690.Vacation-Attraction) - [Maryland Hall for Creative Arts ](https://expedia.com/Maryland-Hall-For-Creative-Arts-Annapolis.d553248621580159031.Vacation-Attraction) - [Queenstown Premium Outlets ](https://expedia.com/Queenstown-Premium-Outlets-Queenstown.d553248621532662352.Vacation-Attraction) - [Rock Hall Harbor ](https://expedia.com/Rock-Hall-Harbor-Rock-Hall.d553248621561173703.Vacation-Attraction) - [Prince George's Community College ](https://expedia.com/Prince-Georges-Community-College-Upper-Marlboro.d6283667.Vacation-Attraction) - [Renditions Golf Club ](https://expedia.com/Renditions-Golf-Club-Davidsonville.d553248621532662195.Vacation-Attraction) - [Rod n Reel Charter Fishing ](https://expedia.com/Rod-N-Reel-Charter-Fishing-Chesapeake-Beach.d553248621561879529.Vacation-Attraction) - [Northern Chesapeake Bay ](https://expedia.com/Northern-Chesapeake-Bay-Maryland.d6051456.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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