Chesapeake City Holidays from AU$1,604

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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.
Motel 6 Laurel, DC - Washington Northeast

Motel 6 Laurel, DC - Washington Northeast

2 out of 5
Maryland City
per person
15 Oct - 22 Oct
found 21 hours ago
Return direct flight included
Sydney (SYD) to Baltimore (BWI)
7.6/10 Good! (1,180 reviews)
Staff was wonderful. Clean linens. Room could have been a tad cleaner. Cobwebs on the ceiling and the air system was very dirty. Good parking. Small shower.

Reviewed on 8 Aug. 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
per person
15 Oct - 22 Oct
found 21 hours ago
Return direct flight included
Sydney (SYD) to Baltimore (BWI)
9.4/10 Exceptional! (1,009 reviews)
Everything was top notch. You don’t find this service and attention to detail anymore,

Reviewed on 7 Aug. 2025

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

Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
The price is AU$432 per night from 12 Aug to 13 Aug
AU$432
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (11 reviews)
Perfect
"Perfect little place for 2. Quiet Very close to Schaefers."

Reviewed on 7 Jul. 2025

Historic Chesapeake City Stay
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 17 Aug to 18 Aug
AU$172
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,058 reviews)
"Overall comfort"

Reviewed on 6 Aug. 2025

Sonesta Select Newark Christiana Mall
Extended Stay America Suites Newark Christiana Wilmington

Extended Stay America Suites Newark Christiana Wilmington

2.5 out of 5
333 Continental Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 17 Aug to 18 Aug
AU$132
17 Aug - 18 Aug
includes taxes & fees
6/10 (1,002 reviews)
"Perfect place for me. I will be extending my stay at least another week/month. Great kitchen! Yeah! Patrick Dougherty. Room 232!👍"

Reviewed on 3 Aug. 2025

Extended Stay America Suites Newark Christiana Wilmington
See all 573 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Chesapeake City holiday package cost?
You'll find cheap prices from AU$1,604 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.