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 $168 - ![](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 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/18961763.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 Easton 8.8/10 Excellent (841) "Friendly staff, spotless room, great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $247 CA $272 total includes taxes & fees Dec 14 - Dec 15 [](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) ![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) ![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) ### Atlantic Hotel Downtown Berlin 8.8/10 Excellent (318) "Small but sweet rooms. Very nice staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $193 CA $215 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/3c6abce0.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) ### Gillis Grier Bed & Breakfast 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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/72a927ef.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) ### Wylder Tilghman Island Tilghman 8.8/10 Excellent (90) "Very relaxing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $187 CA $266 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.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/65000000/64660000/64657900/64657840/3821fa37.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) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/e198f6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Main Street - Apartment C - Berlin, MD 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 $96 CA $313 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Ocean-City-Hotels-On-Main-Street-Apartment-Berlin.h64657840.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) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/ab188a6d.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) ### Private 3 room Queen Suite w/Kitchenette 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 $193 CA $356 total includes taxes & fees Dec 9 - Dec 10 [](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/d73cb96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31190000/31186800/31186770/53c6c5bb.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) ![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! 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 $173 CA $333 total includes taxes & fees Dec 9 - Dec 10 [](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/65000000/64640000/64639000/64638903/73f29912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64640000/64639000/64638903/53c578a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/65000000/64640000/64639000/64638903/2bff1d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64640000/64639000/64638903/c19f95fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Main Street - Apartment B - Berlin, MD Downtown Berlin 8.6/10 Excellent (36) "Loved visiting Berlin. Greatest American town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael F. CA $96 CA $312 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Ocean-City-Hotels-On-Main-Street-Apartment-Berlin.h64638903.Hotel-Information) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/f4da198d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/770de322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/d84e0f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/da3093d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bethany Beach Ocean Suites Residence Inn by Marriott Downtown Bethany Beach 9.0/10 Wonderful (779) "Excellent hotel and staff, Karen and Elmo were awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $152 CA $169 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Bethany-Beach-Ocean-Suites-Residence-Inn-By-Marriott.h10912388.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1343000/1342949/4de7cdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1350000/1343000/1342949/5e69723d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1350000/1343000/1342949/b4a507fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1350000/1343000/1342949/f4eb9d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brandywine River Hotel Chadds Ford 9.2/10 Wonderful (1009) "The location was perfect, clean rooms & friendly staff. A good option when visiting the Chadds Ford/Brandywine area. Would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $154 CA $168 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Exton-Hotels-Brandywine-River-Hotel.h1342949.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=2025-12-22&endDate=2025-12-23®ionId=6025644&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ![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 "Staff were friendly and professional. Hotel lobby and facilities were cleaned and well maintained. Rooms were up-to-date and clean. " [](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 "Great amenities, excellent spa and service, friendly staff and great food." [](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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