Chesapeake City Vacations

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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Chesapeake City Vacation Packages

Chesapeake City Hotel Deals

Red Roof Inn & Suites Newark - University
Red Roof Inn & Suites Newark - University
2 out of 5
1119 S College Avenue, Newark, DE
Fully refundableReserve now, pay when you stay
The price is ¥11,164 per night from Jun 22 to Jun 23
¥11,164
¥12,392 total
Jun 22 - Jun 23
includes taxes & fees
5.4/10 (1,005 reviews)
"It was in a good location for our needs."

Reviewed on Jun 13, 2025

Red Roof Inn & Suites Newark - University
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 ¥14,913 per night from Jun 25 to Jun 26
¥14,913
¥16,554 total
Jun 25 - Jun 26
includes taxes & fees
7.8/10 Good! (1,010 reviews)
"Will be staying there again!"

Reviewed on Jun 12, 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 ¥11,352 per night from Jul 8 to Jul 9
¥11,352
¥12,600 total
Jul 8 - Jul 9
includes taxes & fees
6/10 (1,000 reviews)
"The place looks kind of sketchy and there was no security after hours. After 12:30am, we walked right in and didn't have to swipe the key card or anything all while no one was at the front desk. That is not safe. There was blood in the creases of the toilet seat. It's a place to stay for one night ..."

Reviewed on Jun 18, 2025

Extended Stay America Suites Newark Christiana Wilmington
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 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.