Chesapeake City Holidays from AU$1,545

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Your Chesapeake City Holiday

Take the hassle out of organising your next amazing adventure with a Chesapeake City holiday package. Whether you're interested in its food, history, art or something else, this city offers limitless opportunities for discovery. Fill your itinerary with tours of Bohemia Vista Marina, C and D Canal Museum and Historical Society of Cecil County, some of the attractions you should see during your trip to Chesapeake City. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Chesapeake City holiday plans in motion!

The Latest Chesapeake City Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
AU$1,545
per person
22 Dec - 29 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (1,012 reviews)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
AU$2,895
per person
22 Dec - 29 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,265 reviews)
Bastante bueno

Reviewed on 14 Oct 2026

Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.
AU$3,062
per person
22 Dec - 29 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (2,093 reviews)
The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

Southwest
AU$3,084
per person
22 Dec - 29 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,089 reviews)
Clean, convenient to many walkable places and easy to get a taxi or Uber if needed.

Reviewed on 13 Oct 2026

Riggs Washington DC

Riggs Washington DC

Downtown Washington D.C.
AU$3,420
per person
22 Dec - 29 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,415 reviews)
I want to love this property because staff are amazing (although everyone appears to be younger and I’m sensitive to age discrimination) and location really works for me but there are some obvious flaws… the large awkward inner bathroom door being the first, a floating column in the room being another, lighting being yet another (bathroom lighting is awful… too bright, no nightlight sensor), impossible to read bodycare labels, and poorly operable hairdryer and clothing steamer. Bed and linens are good quality, appreciate the complimentary bottled water, and loved the breakfast options and drinks menu (but quality of mixed drinks was uneven). This was my second time here and service has notched up but some things are not keeping up with recent trends and comfort. Still a better than average experience.

Reviewed on 14 Oct 2026

Chesapeake City Holiday

Chesapeake City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Wilmington, DE (ILG-New Castle)
Population
690
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Elk Neck State Park, Historical Society of Cecil County and Milburn Stone Theatre

Our pick of the best Chesapeake City Hotel Deals

Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
AU$202
18 Oct - 19 Oct
includes taxes & fees
Sonesta Select Newark Christiana Mall
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
Fully refundable
AU$106
15 Nov - 16 Nov
includes taxes & fees
Quality Inn Newark - Wilmington
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
AU$176
25 Oct - 26 Oct
includes taxes & fees
Embassy Suites by Hilton Newark Wilmington South
See all 579 properties in Chesapeake City
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.

Stay near popular Chesapeake City attractions

C and D Canal Museum

8.0/10 (3 reviews)
Housed in an 1837 pump house, the C&D Canal Museum showcases the engineering marvel that transformed regional shipping. View original steam engines and interactive exhibits bringing 19th-century canal operations to life.
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Ferryslip Road Park

This waterside park in Chesapeake City offers a tranquil retreat for wildlife watching and peaceful contemplation. Bring a picnic basket and enjoy the serene views where locals gather away from tourist crowds.
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South Chesapeake City Historic District

Stroll through this canal-side district where 19th-century Greek Revival and Italianate buildings tell stories of maritime prosperity. Browse waterfront boutiques and savour local cuisine with views of passing vessels.
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Chesapeake City Park

Chesapeake City Park is just one of the places to see in Chesapeake City, so why not enjoy the other things to explore during your travels? Stroll along the marina or experience the area's museums.
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Harbor View Community Park

Harbour View Community Park offers serene views of Herring Island in a peaceful natural setting. Bring binoculars to spot local birds while enjoying this tranquil Chesapeake City retreat.
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Cecil County Public Library Chesapeake City Branch

This community library offers a welcoming space filled with books, digital media, and free Wi-Fi for locals and visitors alike. Browse the diverse collection or join one of their seasonal programs.
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The Pell Gardens

This charming waterfront park offers tranquil views of boats navigating the Chesapeake & Delaware Canal. Relax in the gazebo or stroll the flower-lined paths while soaking in the maritime atmosphere.
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Canal Wildlife Management Area

This wildlife sanctuary offers diverse habitats for hunting and observing native Maryland species. Explore forest trails and wetlands with binoculars ready for exceptional bird watching opportunities.
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Frequently asked questions

How much does a Chesapeake City holiday package cost?
You'll find cheap prices from AU$1,545 on Expedia for your Chesapeake City getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Chesapeake City costs.
What are the cheapest months to go to Chesapeake City?
If you're looking to snag a cheap Chesapeake City holiday package, consider travelling in April, June and October. You'll typically find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chesapeake City?
The ideal length for your Chesapeake City holiday depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden gems along the way.
How to find the best Chesapeake City package deals?
Use Expedia's filters to find some unbeatable Chesapeake City package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Chesapeake City package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Chesapeake City holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Chesapeake City trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Chesapeake City?
If you've got your Chesapeake City holiday dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Chesapeake City?
  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Chesapeake City.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Chesapeake City.
  3. Work out your trip length: Consider how long you want to spend exploring Chesapeake City. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the ideal Chesapeake City holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.