Chesapeake City Vacations from $198

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $326, price is now $198 per person
$198
per person
Feb 20 - Feb 22
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (1,178 reviews)
room was clean and staff helpful. i thought the daily parking fees should be added to the overall price. area was a bit sketchy for my taste but was close to everything

Reviewed on Jan 2, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $635, price is now $338 per person
$338
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,005 reviews)
The property was very nice and well kept. The staff was super friendly and accommodating. It’s within walking distance of my attractions

Reviewed on Jan 1, 2026

Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $434, price is now $244 per person
$244
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
7.6/10 Good! (1,022 reviews)
Everything was great

Reviewed on Dec 28, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $1,464, price is now $858 per person
$858
per person
Mar 9 - Mar 16
found 8 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
8.2/10 Very Good! (1,002 reviews)
Staff is great. We love this hotel because it has plenty of self parking, so not having to wait for the valet to get your car every time saves a ton of time. The hotel is within the Gallaudet campus which is beautiful and feels very safe. The only issue we had were with the room itself. The furniture and fixtures are a bit dated/worn, though the beds are very comfortable. The sink drain was frozen in the bathroom, the toilet flusher was stuck. We managed to get around these things since we were only there one night and it would not deter us from coming again.

Reviewed on Dec 11, 2025

SIXTY DC

SIXTY DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $499, price is now $304 per person
$304
per person
Feb 13 - Feb 15
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (76 reviews)
I absolutely love this hotel. My partner and I have stayed here twice now and they are more than accommodating every single time.

Reviewed on Dec 29, 2025

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Discover the most popular places to visit in Chesapeake City

Bohemia Vista Marina

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

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

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
$93 nightly
The price is $103 total per night from Jan 31 to Feb 1
$103 total
Jan 31 - Feb 1
Total with taxes and fees
7.6/10 Good! (1,217 reviews)
Front desk people were very professional!! Shower was hot and loved the shower head!! Needs to be dusted and the rugs cleaned. But I’d stay again!!

Reviewed on Dec 30, 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
$48 nightly
The price is $53 total per night from Jan 9 to Jan 10
$53 total
Jan 9 - Jan 10
Total with taxes and fees
5.2/10 (1,004 reviews)
The room was great and front desk was so helpful and friendly

Reviewed on Jan 2, 2026

Quality Inn Newark - Wilmington
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Jan 11 to Jan 12
$104 total
Jan 11 - Jan 12
Total with taxes and fees
8/10 Very Good! (1,012 reviews)
The breakfast menu was FANTASTIC, it had every possible breakfast food a person would want and the fruit was fresh and the orange juice in the juice dispenser was sweet, not sour as many hotels have. And the gals cleaning off the tables were all very efficient, friendly and smiling as they went about ...

Reviewed on Dec 29, 2025

Embassy Suites by Hilton Newark Wilmington South
See all 586 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.

Find the Best Chesapeake City Vacation Packages

Chesapeake City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Wilmington, DE (ILG-New Castle)
Population
690
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Elk Neck State Park, Historical Society of Cecil County and Milburn Stone Theater

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Frequently asked questions

How much does a Chesapeake City vacation package cost?
You'll find cheap prices from $198 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.

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