Chesapeake City Vacations from $427
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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.
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
$427
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,009 reviews)
Very spacious and clean room. Great location.
Reviewed on Sep 27, 2026
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View all tripsStay near popular Chesapeake City attractions
C and D Canal Museum
8.0/10 (3 reviews)
Housed in an 1837 pump house, the C&D Canal Museum showcases the engineering marvel that transformed regional shipping. View original steam engines and interactive exhibits bringing 19th-century canal operations to life.
Ferryslip Road Park
This waterside park in Chesapeake City offers a tranquil retreat for wildlife watching and peaceful contemplation. Bring a picnic basket and enjoy the serene views where locals gather away from tourist crowds.
Chesapeake City Park
Chesapeake City Park is just one of the places to see in Chesapeake City, so why not enjoy the other things to explore during your travels? Stroll along the marina or experience the area's museums.
The Pell Gardens
This charming waterfront park offers tranquil views of boats navigating the Chesapeake & Delaware Canal. Relax in the gazebo or stroll the flower-lined paths while soaking in the maritime atmosphere.
South Chesapeake City Historic District
Stroll through this canal-side district where 19th-century Greek Revival and Italianate buildings tell stories of maritime prosperity. Browse waterfront boutiques and savor local cuisine with views of passing vessels.
Cecil County Public Library Chesapeake City Branch
This community library offers a welcoming space filled with books, digital media, and free Wi-Fi for locals and visitors alike. Browse the diverse collection or join one of their seasonal programs.
Canal Wildlife Management Area
This wildlife sanctuary offers diverse habitats for hunting and observing native Maryland species. Explore forest trails and wetlands with binoculars ready for exceptional bird watching opportunities.
Harbor View Community Park
Harbor View Community Park offers serene views of Herring Island in a peaceful natural setting. Bring binoculars to spot local birds while enjoying this tranquil Chesapeake City retreat.
Chesapeake City Hotel Deals
Sonesta Select Newark Christiana Mall
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$93 nightly
$103 total
Sep 28 - Sep 29
Total with taxes and fees
Embassy Suites by Hilton Newark Wilmington South
654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
$106 nightly
$117 total
Oct 25 - Oct 26
Total with taxes and fees
Quality Inn Newark - Wilmington
65 Geoffrey Dr Newark DE
Fully refundable
$68 nightly
$76 total
Oct 28 - Oct 29
Total with taxes and fees
6.2/10 (1,006 reviews)
"It trashy and run down and the manager it try to put new furniture in for what it not going to do anything the let the wrong people stay their the drugies."
Reviewed on Sep 26, 2026
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 $427 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.
