Title: Book the Best HISTORIC Hotels in Chesapeake City in 2026 | Expedia.ca [Chesapeake City Travel Guide](https://expedia.ca/Chesapeake-City.dx177517)[Hotels in Chesapeake City](https://expedia.ca/Chesapeake-City-Hotels.d177517.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake City](https://expedia.ca/Chesapeake-City-Vacation-Rentals.d177517.Travel-Guide-VacationRentals)[Chesapeake City Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-City.d177517.Car-Rental-Guide)[Chesapeake City Vacation Packages](https://expedia.ca/Chesapeake-City.d177517.Destination-Travel-Guides) ![An aerial view of historic Annapolis, situated on the Chesapeake Bay, during an early November morning.](https://images.trvl-media.com/place/177517/30c1fc19-3278-4d8b-9ab8-b49b3730e600.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chesapeake City, MD from CA $331 - ![](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 Chesapeake City Historic Hotels Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake City historic hotels ![Exterior](https://images.trvl-media.com/lodging/67000000/66430000/66422600/66422541/757273c2.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) ![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) ![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) "Perfect location for that town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hisham M. CA $193 CA $343 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Port-Deposit-Hotels-Private-3-Room-Queen-Suite-WKitchenette.h66422541.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/1be732cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/0e66954c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/67318aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/3464ff09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miller-Dunham House Bed & Breakfast [](https://www.expedia.ca/Odessa-Hotels-Miller-Dunham-House-Bed-And-Breakfast.h21824679.Hotel-Information) Odessa 10/10 Exceptional (85) "The Provence room was beautiful, Heather and TJ were very warm and friendly. Everything was exceptionally clean. No complaints. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $317 CA $331 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Odessa-Hotels-Miller-Dunham-House-Bed-And-Breakfast.h21824679.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=2025-12-31&endDate=2026-01-01®ionId=177517&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake City Hotel Reviews ![Hilton Wilmington/Christiana](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "The room could use some updating, but it was clean and comfortable." [](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Nice staff, clean, and comfortable " [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Very nicr" [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg) ### Quality Inn Newark - Wilmington 10/10 Excellent "Nice" [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ![Homewood Suites by Hilton Newark-Wilmington South Area](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052325/2d7e7964_y.jpg) ### Homewood Suites by Hilton Newark-Wilmington South Area 10/10 Excellent "Clean hotel and good employees" [](https://expedia.ca/Wilmington-Hotels-Homewood-Suites-By-Hilton-Newark-Wilmington-South.h1052325.Hotel-Information) ![Hampton Inn & Suites Wilmington Christiana](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/e662bac9_y.jpg) ### Hampton Inn & Suites Wilmington Christiana 10/10 Excellent "It was a convenient place to stay. Staff was very welcoming. Room was clean and met my needs." [](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Suites-Wilmington-Christiana.h8199164.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Baymont by Wyndham Newark at University of Delaware](https://images.trvl-media.com/lodging/1000000/50000/42000/41973/b371460e_y.jpg) ### Baymont by Wyndham Newark at University of Delaware 10/10 Excellent "Clean" [](https://expedia.ca/Wilmington-Hotels-Baymont-By-Wyndham-Newark-At-University-Of-Delaware.h41973.Hotel-Information) ![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/87ad8503_y.jpg) ### Extended Stay America Suites Newark Christiana Wilmington 10/10 Excellent "Great all around" [](https://expedia.ca/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Chesapeake City? ### How many historically relevant hotels are located in Chesapeake City? ### What are the must-see historical places and other sights to visit in Chesapeake City? ### What is a historic hotel like in Chesapeake City? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chesapeake City have modern facilities? ## Explore a world of travel with Expedia - 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