Title: Book the Best HISTORIC Hotels in Eastern Shore in 2025 | 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) ![Choptank River Lighthouse](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253262-Eastern-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Eastern Shore, 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 Eastern Shore Historic Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-24&endDate=2025-10-26&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/2000000/1110000/1105600/1105532/1969a1ee.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/e0eae32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn Easton 8.8/10 Excellent (832) "Great hotel! Stayed there multiple times." CA $251 CA $276 total includes taxes & fees Nov 2 - Nov 3 [](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 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) ![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 | Private kitchen](https://images.trvl-media.com/lodging/11000000/10400000/10392900/10392827/4fa9263e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic Hotel Downtown Berlin 8.8/10 Excellent (311) "Great place, I will definitely be back" CA $197 CA $218 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Room (Pineapple)](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/38798564.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) ![Staircase](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/7004874c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gillis Grier Bed & Breakfast Salisbury 10/10 Exceptional (159) "An absolute gem of a stay. I will definitely be back! A perfect stop for an affordable and nice stay on your way to beach the next day!" CA $189 CA $212 total includes taxes & fees Oct 15 - Oct 16 [](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 (83) "Very relaxing stay." CA $238 CA $323 total includes taxes & fees Oct 20 - Oct 21 [](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) ![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) ### Private 3 room Queen Suite w/Kitchenette Port Deposit 10/10 Exceptional (29) "Perfect location for that town. " CA $197 CA $362 total includes taxes & fees Oct 15 - Oct 16 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64660000/64657900/64657840/e198f6f8.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) ![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 Downtown Berlin 9.4/10 Exceptional (27) "Very quaint. Well appointed unit with a nice in town location. Parking was no problem. Would book again." CA $97 CA $315 total includes taxes & fees Oct 19 - Oct 20 [](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! Midtown Ocean City 9.0/10 Wonderful (122) "My husband and I stayed for a short weekend. The location was ideal for us. Walking distance to a few of our favorite places and a little away from the hustle of the boardwalk! Would stay again!" CA $175 CA $338 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Ocean-City-Hotels-Mid-Town-OceanSideBlock-46th-St-Sleeps-5-Location.h31186770.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63910000/63904400/63904400/a07d17c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63910000/63904400/63904400/bf017990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63910000/63904400/63904400/f0e70d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63910000/63904400/63904400/5031020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen Berlin 10/10 Exceptional (97) "The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. " CA $211 CA $446 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Haven-Dog-Friendly-Farmette-Great-For-2-Couples.h63904400.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565675/ab05be14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565675/0744d1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565675/dc70ae0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565675/7359f9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belle Family Holiday Retreat with hot tub Salisbury 10/10 Exceptional (4) "Host and crew were wonderful and so very helpful! The house was so spacious. We really enjoyed our stay!" CA $385 CA $800 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Salisbury-Hotels-Belle-Family-Holiday-Retreat.h83565675.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/8f220cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/3f5552ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/2c5bd168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/dce9bfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Chincoteague Island Piney Island 9.4/10 Exceptional (741) "Clean room, good mattresses, friendly staff, closest room to Assateague wildlife refuge" CA $114 CA $128 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chincoteague-Hotels-Spark-By-Hilton-Chincoteague-Island.h1166858.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=2025-10-28&endDate=2025-10-29®ionId=6025644&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ![Commander Hotel & Suites](//images.trvl-media.com/lodging/10000000/9720000/9713100/9713072/0acd7387_y.jpg) ### Commander Hotel & Suites 10/10 Excellent "Clean room, nice shower." [](https://expedia.ca/Ocean-City-Hotels-Commander-Hotel-Suites.h9713072.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](//images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "Great Ocean View!" [](https://expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.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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