Chesapeake City Vacations from AED1,556

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The Latest Chesapeake City Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Ulysses, a Member of Design Hotels
Pier 5 Hotel Baltimore
Hampton Inn & Suites Baltimore Inner Harbor
Lord Baltimore Hotel
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

Find the Best Chesapeake City Vacation Packages

Chesapeake City Hotel Deals

Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
The price is AED 397 per night from Sep 3 to Sep 4
AED 397
AED 1,032 total
3 Sep - 4 Sep
includes taxes & fees
8.8/10 Excellent! (12 reviews)
Perfect
"Perfect little place for 2. Quiet Very close to Schaefers."

Reviewed on 7 July 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 AED 372 per night from Aug 28 to Aug 29
AED 372
AED 412 total
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (1,078 reviews)
"I’ve stayed here multiple times in this last time was probably the best. The staff was very helpful and courteous, and the amenities were top-notch."

Reviewed on 18 August 2025

Sonesta Select Newark Christiana Mall
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AED 231 per night from Aug 24 to Aug 25
AED 231
AED 257 total
24 Aug - 25 Aug
includes taxes & fees
5/10 (1,007 reviews)
"Before I booked my room I called to be sure the pool was open. When I go to check in. The pool is broken and the manager said it just broke but it was guest that apparently live there who stated the pool has been down for weeks. Had I known this I would have booked elsewhere because we wanted to ..."

Reviewed on 10 August 2025

Quality Inn Newark - 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.

Discover the most popular places to visit in Chesapeake City

Frequently asked questions

How much does a Chesapeake City vacation package cost?
You'll find cheap prices from AED1,556 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 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.