Chesapeake City Vacations from $204

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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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Save 100% on your flight
Price was $316, price is now $204 per person
$204
per person
Jan 21 - Jan 24
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
I didn’t like having to pay for daily parking since there was no other place to park. Many times there was none at the front desk- Room was fine but had a hard time getting the temp regulated

Reviewed on Dec 5, 2025

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $872, price is now $564 per person
$564
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel. 5 out of 5

Reviewed on Dec 3, 2025

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Georgetown
Save 100% on your flight
Price was $1,402, price is now $917 per person
$917
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.2/10 Wonderful! (194 reviews)
I want to move in! Perfect location and property for picky guests! Staff was incredible. The restaurant was amazing and beautiful. Try the giant shrimp cocktail! I wish I had time to enjoy the rooftop pool.

Reviewed on Sep 26, 2025

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Navy Yard
Save 100% on your flight
Price was $398, price is now $279 per person
$279
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,004 reviews)
The room was in good condition. We just had to ask multiple times to get things done. Multiple request to get towels, tooth brushes, our room cleaned etc

Reviewed on Nov 30, 2025

Canopy by Hilton Washington DC Bethesda North

Canopy by Hilton Washington DC Bethesda North

4 out of 5
Price was $494, price is now $349 per person
$349
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Clean, quiet, modern, super helpful friendly staff, great bar restaurant. Will stay here again.

Reviewed on Nov 16, 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

Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast

3.5 out of 5
104 Bohemia Avenue Chesapeake City MD
$151 nightly
The price is $161 total per night from Jan 4 to Jan 5
$161 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (88 reviews)
The property owner, Ed, was fabulous. I cannot say enough wonderful things about his hospitality and the Inn is in a perfect location.

Reviewed on Oct 6, 2025

Inn At The Canal Bed & Breakfast
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 Dec 13 to Dec 14
$103 total
Dec 13 - Dec 14
Total with taxes and fees
7.6/10 Good! (1,194 reviews)
Front desk was real welcoming …n the ambiance of the front area was so beautiful.

Reviewed on Nov 24, 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
$64 nightly
The price is $71 total per night from Dec 19 to Dec 20
$71 total
Dec 19 - Dec 20
Total with taxes and fees
5/10 (1,021 reviews)
Friendly associates

Reviewed on Nov 30, 2025

Quality Inn Newark - Wilmington
See all 579 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 $204 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.