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) # Find Historic Hotels in Eastern Shore, MD from CA $212 - ![](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 [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore historic hotels ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/e0eae32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed (Safari Suite (at Tidewater House))](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/17d21ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn [](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) Easton 8.8/10 Excellent (842) "Friendly staff, spotless room, great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $245 CA $269 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![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) ![Deluxe Room, 1 Double Bed (Byron) | Street view](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/4afd38ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Patricia Suite | Living area](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/916e43c6.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 (320) "Small but sweet rooms. Very nice staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $191 CA $212 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Ocean-City-Hotels-Atlantic-Hotel.h10392827.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/37b6becc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/7004874c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Pineapple)](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/38798564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/a57ab64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gillis Grier Bed & Breakfast [](https://www.expedia.ca/Salisbury-Hotels-Gillis-Grier-Bed-And-Breakfast.h42378873.Hotel-Information) Salisbury 10/10 Exceptional (165) "They have made my stay feel like I am family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia [](https://www.expedia.ca/Salisbury-Hotels-Gillis-Grier-Bed-And-Breakfast.h42378873.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.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) ![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) ### Wylder Tilghman Island [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) Tilghman 8.8/10 Excellent (90) "Very relaxing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $161 CA $237 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/757273c2.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) ![Interior](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/ca268f69_edited_c88b.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) ### 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) "Perfect location for that town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hisham M. CA $191 CA $352 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Port-Deposit-Hotels-Private-3-Room-Queen-Suite-WKitchenette.h66422541.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/12c14ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/9fcb2277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/3821fa37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/4bc17011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Main Street - Apartment C - Berlin, MD [](https://www.expedia.ca/Ocean-City-Hotels-On-Main-Street-Apartment-Berlin.h64657840.Hotel-Information) Downtown Berlin 9.4/10 Exceptional (28) "We loved everything about our stay! This place is adorable and the location is awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kelly K. CA $98 CA $307 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Ocean-City-Hotels-On-Main-Street-Apartment-Berlin.h64657840.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/d73cb96a.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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/d0001eb3.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) ### 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) "We loved it here so much! It was perfect for my family of 5! We will be back next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley S. CA $171 CA $328 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Ocean-City-Hotels-Mid-Town-OceanSideBlock-46th-St-Sleeps-5-Location.h31186770.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979046/acaac661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979046/1ed174eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979046/de2e2391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979046/6265a62a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #1 Rated Condo, Oceanfront, with Bay View Too [](https://www.expedia.ca/Ocean-City-Hotels-1-Rated-Condo.h18979046.Hotel-Information) North Ocean City 10/10 Exceptional (317) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua I. CA $135 CA $387 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Ocean-City-Hotels-1-Rated-Condo.h18979046.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/30000000/29630000/29623000/29622923/a009d55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/30000000/29630000/29623000/29622923/c9190711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/30000000/29630000/29623000/29622923/0838a0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29623000/29622923/ece95eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⭐️BIMINI 101 STUNNING RENOVATED DIRECT BEACHFRONT VIEWS⭐️ [](https://www.expedia.ca/Ocean-City-Hotels-Stunning-Renovated-Direct-Corner-Ocean-Front-Incredible-View-Family-Friendly.h29622923.Hotel-Information) North Ocean City 9.6/10 Exceptional (70) "Great place to stay, perfect location right on the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian F. CA $185 CA $609 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Ocean-City-Hotels-Stunning-Renovated-Direct-Corner-Ocean-Front-Incredible-View-Family-Friendly.h29622923.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/30000000/29630000/29624700/29624680/1ed3e0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29624700/29624680/9812401f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29630000/29624700/29624680/1c7d5032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/30000000/29630000/29624700/29624680/f7f7f2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge Boardwalk Direct Ocean Front Pool New Floor [](https://www.expedia.ca/Ocean-City-Hotels-Huge-Boardwalk-Direct-Ocean-Front-Pool-New-Floor.h29624680.Hotel-Information) Downtown Ocean City 9.6/10 Exceptional (101) "Our location was directly on the boardwalk with restaurants and shops close by. Perfect for a relaxing time at the beach with friends." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $187 CA $666 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Ocean-City-Hotels-Huge-Boardwalk-Direct-Ocean-Front-Pool-New-Floor.h29624680.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=2026-01-11&endDate=2026-01-12®ionId=6025644&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ![Hampton Inn Elkton](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523_y.jpg) ### Hampton Inn Elkton 10/10 Excellent "Clean, nice fast check in" [](https://expedia.ca/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "Awesome experience!" [](https://expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "So good!!" [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in St. Michaels ](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre ](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-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) - [Apartments in Bellevue ](https://www.expedia.ca/Bellevue-Apartments.d553248635975867527-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Bellevue ](https://www.expedia.ca/Bellevue-Condos.d553248635975867527-aaCondos.Travel-Guide-Accommodation) - 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