Chesapeake City Vacations

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Find the Best Chesapeake City Vacation Packages

Chesapeake City Hotel Deals

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
The price is NT$7,068 per night from Aug 9 to Aug 10
NT$7,068
NT$7,916 total
Aug 9 - Aug 10
includes taxes & fees
Great Wolf Lodge Perryville
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
The price is NT$2,188 per night from Aug 11 to Aug 12
NT$2,188
NT$2,429 total
Aug 11 - Aug 12
includes taxes & fees
6/10 (1,010 reviews)
"food"

Reviewed on 2026/7/27

Quality Inn Newark - Wilmington
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr Newark DE
Fully refundableReserve now, pay when you stay
The price is NT$3,842 per night from Aug 9 to Aug 10
NT$3,842
NT$4,265 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The staff was pleasant. Room was clean, housekeeping was awesome. The pool was nice. A great location. Only complaints are ice machine on 1st floor was out of order. Had to go th 2nd floor for ice. But the elevator near us on the 1st floor was also out of order. We didn't eat breakfast, too pricey. ..."

Reviewed on 2026/7/24

Hilton Wilmington/Christiana
See all 591 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

Chesapeake Inn Marina

Explore the waterfront in Chesapeake City with a trip to Chesapeake Inn Marina. Stroll along the marina or experience the area's museums.
See properties

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.