Title: Book the Best HISTORIC Hotels in Eastern Shore in 2026 | Expedia.ca [Eastern Shore Travel Guide](https://expedia.ca/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore](https://expedia.ca/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[Flights to Eastern Shore](https://expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.ca/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.ca/Eastern-Shore.d6025644.Destination-Travel-Guides) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Eastern Shore Historic Hotels Tonight [Mar 9 - Mar 10](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-03-09&endDate=2026-03-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-03-10&endDate=2026-03-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore historic hotels ![Interior](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/57fbfc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed (Tenny)](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/e1e1001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/1eb8a410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Patricia Suite | Living area](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/5725ab6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic Hotel [](https://www.expedia.ca/Ocean-City-Hotels-Atlantic-Hotel.h10392827.Hotel-Information) Downtown Berlin 8.8/10 Excellent (327 reviews) "Was a nice Thanksgiving Dinner and Stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sallie CA $190 CA $213 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Ocean-City-Hotels-Atlantic-Hotel.h10392827.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/fc3579ab_edited_81cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/ab188a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/74a27cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/7bc107c3_edited_3b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 3 room Queen Suite w/Kitchenette [](https://www.expedia.ca/Port-Deposit-Hotels-Private-3-Room-Queen-Suite-WKitchenette.h66422541.Hotel-Information) Port Deposit 10/10 Exceptional (29 reviews) "Perfect location for that town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hisham M. CA $190 CA $352 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Port-Deposit-Hotels-Private-3-Room-Queen-Suite-WKitchenette.h66422541.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/b3082e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/d720009a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/d3afe1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/db635f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location! [](https://www.expedia.ca/Ocean-City-Hotels-Mid-Town-OceanSideBlock-46th-St-Sleeps-5-Location.h31186770.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (123 reviews) "Perfect location. Clean and safe. Thanks for a great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly G. CA $271 CA $459 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Ocean-City-Hotels-Mid-Town-OceanSideBlock-46th-St-Sleeps-5-Location.h31186770.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/f202aa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/05e059a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/07d10997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/83e49b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic home on Smith Island w/ dock! [](https://www.expedia.ca/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.Hotel-Information) Smith Island 9.6/10 Exceptional (46 reviews) "Very nice property! Spacious rooms, great host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara L. CA $270 CA $424 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/39000000/39000000/38998300/38998215/c558df93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/39000000/39000000/38998300/38998215/7c36b2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/39000000/39000000/38998300/38998215/4504c669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/39000000/39000000/38998300/38998215/2dce3603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Montchanin Village, a Historic Hotel of America [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Montchanin-Village-Spa.h38998215.Hotel-Information) Wilmington 9.2/10 Wonderful (405 reviews) "Room was very large with a large bathroom as well Enjoyed the soaking tub " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Montchanin-Village-Spa.h38998215.Hotel-Information) ![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/1000000/50000/42100/42068/620f8cec.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) ![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 (1,885 reviews) "Great rooms, very clean, loved our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $155 CA $223 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/9aa828c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/5d42ad1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/5b665845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/d9fa89ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Revival Baltimore [](https://www.expedia.ca/Baltimore-Hotels-Hotel-Revival-Baltimore.h28314.Hotel-Information) Mount Vernon 9.4/10 Exceptional (1,010 reviews) "Love the hotel and the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arica [](https://www.expedia.ca/Baltimore-Hotels-Hotel-Revival-Baltimore.h28314.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/cf899a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/e7695ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/83040a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/3c18e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Chincoteague Island [](https://www.expedia.ca/Chincoteague-Hotels-Days-Inn-By-Wyndham-Chincoteague-Island.h1363980.Hotel-Information) Piney Island 6.8/10 (1,005 reviews) "Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $84 CA $95 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Chincoteague-Hotels-Days-Inn-By-Wyndham-Chincoteague-Island.h1363980.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/16100/16091/66cfa640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/16100/16091/d506e225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16091/99db7240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16091/edd81714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lord Baltimore Hotel [](https://www.expedia.ca/Baltimore-Hotels-Lord-Baltimore-Hotel.h16091.Hotel-Information) Downtown Baltimore 8.4/10 Very good (2,675 reviews) "The hotel was amazing, clean and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Javaughn CA $139 CA $164 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Baltimore-Hotels-Lord-Baltimore-Hotel.h16091.Hotel-Information) ![Beach nearby, beach umbrellas](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/449efde7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/3f8fe7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/c73b416d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/67a3ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canalside Inn [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Canalside-Inn.h9801688.Hotel-Information) Canal 9.0/10 Wonderful (252 reviews) "Dog friendly, great setting, and highly responsive staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $136 CA $171 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Canalside-Inn.h9801688.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=2026-03-23&endDate=2026-03-24®ionId=6025644&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6025644) ## Top Eastern Shore Hotel Reviews ![Commander Hotel & Suites](https://images.trvl-media.com/lodging/10000000/9720000/9713100/9713072/cfe370ab_y.jpg) ### Commander Hotel & Suites 8/10 Good "Being regulars at this hotel we were VERY surprised by the extra charges for parking, no bikes for guests anymore, and no coffee at the front desk. The town has free parking this time of year so there shouldn’t have been a charge. Low water pressure in the shower and no coffee/dining table in the room. View is always good, room clean, didn’t use pool (in roadside bldg) and always smells clean when you check in. Worth $100 to stay but the extra charges will keep us from returning, unfortunately. " [](https://expedia.ca/Ocean-City-Hotels-Commander-Hotel-Suites.h9713072.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/b7952863_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "We had a great one-night stay. The room was tastefully renovated and decorated. Very modern and definitely the nicest room I’ve had at a hotel in a while. The balcony and view were excellent! I do see what other reviewers meant about the top blanket on the bed kind of pilling, but I really couldn’t care less about. My favorite part was the bathroom. So updated and SO clean, with great lighting. We requested additional coffee K cups and they were hand delivered even before the housekeeping shift started at 8\. We hope to come back!" 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