Chesapeake City Vacations from ￥219,720

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The Latest Chesapeake City Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
per person
Sep 18 - Sep 23
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul 27, 2025

Find the Best Chesapeake City Vacation Packages

Chesapeake City Hotel Deals

Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
The price is ￥15,956 per night from Aug 14 to Aug 15
￥15,956
￥41,187 total
Aug 14 - Aug 15
includes taxes & fees
9/10 Wonderful! (11 reviews)
Perfect
"Perfect little place for 2. Quiet Very close to Schaefers."

Reviewed on Jul 7, 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 ￥14,944 per night from Aug 18 to Aug 19
￥14,944
￥16,587 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (1,056 reviews)
"Overall comfort"

Reviewed on Aug 6, 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 ￥11,434 per night from Aug 17 to Aug 18
￥11,434
￥12,691 total
Aug 17 - Aug 18
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 Aug 3, 2025

Extended Stay America Suites Newark Christiana Wilmington
See all 575 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.

Frequently asked questions

How much does a Chesapeake City vacation package cost?
You'll find cheap prices from ￥219,720 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 vacation to Chesapeake City costs.
What are the cheapest months to go to Chesapeake City?
If you're looking to snag a cheap Chesapeake City vacation package, consider traveling 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 vacation 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 vacation package as soon as possible.
Is it cheaper to book a Chesapeake City vacation as a package?
An Expedia vacation 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 vacation package to Chesapeake City?
If you've got your Chesapeake City vacation 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, favorite 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 accommodations, 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 accommodations and airfare: After you've nailed down your dates and duration, lock in the ideal Chesapeake City vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.