Title: Book the Best HISTORIC Hotels in Chesapeake City in 2025 | 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) ![](https://mediaim.expedia.com/destination/1/e5339e46db4549e34269a4efbbde50f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chesapeake City, MD from CA $335 ![](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 [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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/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 $176 CA $336 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/67318aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/834ce543.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) ### Miller-Dunham House Bed & Breakfast 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 $321 CA $335 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-13&endDate=2025-11-14®ionId=177517&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake City Hotel Reviews ![Red Roof Inn PLUS+ Wilmington - Newark](//images.trvl-media.com/lodging/1000000/10000/7900/7845/aa58fe8d_y.jpg) ### Red Roof Inn PLUS+ Wilmington - Newark 10/10 Excellent "Clean room " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-PLUS-Wilmington-Newark.h7845.Hotel-Information) ![Baymont by Wyndham Newark at University of Delaware](//images.trvl-media.com/lodging/1000000/50000/42000/41973/b371460e_y.jpg) ### Baymont by Wyndham Newark at University of Delaware 10/10 Excellent "This " [](https://expedia.ca/Wilmington-Hotels-Baymont-By-Wyndham-Newark-At-University-Of-Delaware.h41973.Hotel-Information) ![Sonesta Select Newark Christiana Mall](//images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "The staff were friendly and helpful. Rooms were clean and comfortable but there were crickets in the bathroom. Not sure how they were coming in but every time I killed one another one showed up (all weekend)." [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Four Points by Sheraton Newark Christiana Wilmington](//images.trvl-media.com/lodging/1000000/50000/42300/42232/4231dc87_y.jpg) ### Four Points by Sheraton Newark Christiana Wilmington 10/10 Excellent "Nice" [](https://expedia.ca/Wilmington-Hotels-Four-Points-By-Sheraton-Newark-Christiana-Wilmington.h42232.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](//images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "I did not use it" [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](//images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Clean room excellent breakfast options , beds very comfortable " [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Quality Inn Newark - Wilmington](//images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg) ### Quality Inn Newark - Wilmington 10/10 Excellent "Amazing " [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ![Extended Stay America Suites Newark Christiana Wilmington](//images.trvl-media.com/lodging/1000000/120000/119100/119061/87ad8503_y.jpg) ### Extended Stay America Suites Newark Christiana Wilmington 10/10 Excellent "It was excellent " [](https://expedia.ca/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information) ![Red Roof Inn & Suites Newark - University](//images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Nice hotel great rates" [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Chesapeake City? > The historical sites in Chesapeake City are likely at the top of your travel itinerary. You can also enjoy all there is to see and do such as the restaurants and waterfront ### How many historically relevant hotels are located in Chesapeake City? > Chesapeake City is home to 17 hotels and other lodging options bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical places and other sights to visit in Chesapeake City? > Chesapeake City is notable for landmarks like South Chesapeake City Historic District. A couple of additional sights to add to your agenda are C and D Canal Museum and Chesapeake Inn Marina. ### What is a historic hotel like in Chesapeake City? > Guests who choose historic hotels have the chance to stay in a building that has been officially recognized with a historic designation. Historic hotels throughout the world can be palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Chesapeake City typically retain original elements such as period features or traditional architecture in their public spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > These are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the architecture and building. Mainly heritage hotels draw meaning from the place's cultural value and how it influenced the community. ### Do historic hotels in Chesapeake City have modern facilities? > Yes, every effort is made to preserve treasured traditions and historic facades, but interiors include modern conveniences and safety features. Visitors should expect the popular amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. 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