Chesapeake City Vacations from $278

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Your Chesapeake City Vacation

The vibrant city of Chesapeake City is calling your name. Discover its hot spots and hidden treasures with a Chesapeake City vacation package that's customized to you. Bohemia Vista Marina, C and D Canal Museum and East Meadow Park are just some of the many attractions you'll want to check out during your trip to Chesapeake City. Expedia is here to help you escape your routine. Tailor your vacation to Chesapeake City to match your travel style, whatever that may look like.

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
Save 100% on your flight
Price was $521, price is now $278 per person
$278
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
Nonsmoking room smells like pot

Reviewed on Aug 20, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $594, price is now $374 per person
$374
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Easy to walk to Habor

Reviewed on Aug 19, 2025

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Save 100% on your flight
Price was $635, price is now $405 per person
$405
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (653 reviews)
No drains for water on balconies

Reviewed on Aug 20, 2025

Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

4.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $554, price is now $369 per person
$369
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (93 reviews)
This hotel is amazing. Very friendly, in a great location, and had no problems. My dog came with me and they did not give me a hard time or make me feel judged like other hotels have. Great walking distance, had complimentary wine hour and tea/coffee. 10/10 stay all around. We will be returning upon ventures in Bmore area!

Reviewed on Aug 18, 2025

Holiday Inn Express Hunt Valley by IHG

Holiday Inn Express Hunt Valley by IHG

2.5 out of 5
Save 100% on your flight
Price was $543, price is now $363 per person
$363
per person
Sep 24 - Sep 30
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
This hotel was ok. Most of the staff was friendly and the hotel was in a convenient location.

Reviewed on Aug 19, 2025

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Discover the most popular places to visit in Chesapeake City

Bohemia Vista Marina

5/5(2 reviews)

Explore the waterfront in Chesapeake City with a trip to Bohemia Vista Marina. While in this family-friendly area, you can savor the top-notch restaurants.

Bohemia Vista Marina

C and D Canal Museum

3/5(1 review)

You can spend time exploring the galleries in C and D Canal Museum during your trip to Chesapeake City. While you're here, you can savor the top-notch restaurants.

C and D Canal Museum

Chesapeake City Hotel Deals

Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
$263 nightly
The price is $279 total per night from Aug 24 to Aug 25
$279 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (12 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
$91 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total includes taxes and 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 Aug 18, 2025

Sonesta Select Newark Christiana Mall
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
$67 nightly
The price is $74 total per night from Aug 21 to Aug 22
$74 total
Aug 21 - Aug 22
Total includes taxes and fees
5.4/10 (1,001 reviews)
"It’s a nice place to sleep if you looking for a quiet place clean and nice staff"

Reviewed on Aug 12, 2025

Red Roof Inn & Suites Newark - University
See all 574 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.

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Frequently asked questions

How much does a Chesapeake City vacation package cost?
You'll find cheap prices from $278 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?
November, December and January are great times to look for cheap Chesapeake City vacation packages. Traveling in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Chesapeake City?
The ideal length for your Chesapeake City vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the leading sights and explore some hidden treasures 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.
Does Expedia offer Book Now, Pay Later Chesapeake City vacation packages?
Secure your dream escape to Chesapeake City with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.