Chesapeake City Holidays
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Top Flight + Hotel Deals in Chesapeake City
Price found within the past 48 hours. Click for updated prices.
Hotel Washington
Downtown Washington D.C.
€1,830
per person
18 Nov - 25 Nov
found 21 hours ago
Return direct flight included
Split (SPU) to Baltimore (BWI)
9.2/10 Wonderful! (2,502 reviews)
The location is excellent to proximity to key DC tourist sites. The hotel does charge additional "fees" that I was not aware of when originally booked and prepaid for. The "fees" are not the hotel's fault apparently they are city tourist fees. But unexpected.
The hotel staff was excellent and helpful with all the million questions I asked since it was my first time in DC. They accommodated some unique requests by my travel companions at all hours and we were extremely thankful.
The hotel restaurants are very pricey, but all the restaurants in that area are because of the location so be aware when budgeting. I would definitely stay there again.
Reviewed on 9 Oct 2026
Lyle Washington D.C.
Northwest
€1,531
per person
18 Nov - 25 Nov
found 21 hours ago
Return direct flight included
Split (SPU) to Baltimore (BWI)
9.4/10 Exceptional! (1,645 reviews)
Bed comfortable. Brighter room than most nearby hotels. Restaurant very good but very noisy while we were there. Young people seem to be the dominant group.
Reviewed on 9 Oct 2026
Top hotels in Chesapeake City
Sonesta Select Newark Christiana Mall
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
€125
14 Oct - 15 Oct
includes taxes & fees
Quality Inn Newark - Wilmington
65 Geoffrey Dr Newark DE
Fully refundable
€63
1 Nov - 2 Nov
includes taxes & fees
6.2/10 (1,004 reviews)
"This was the worst hotel I have stayed at in the last 20 years. A clean room is something I expect and this hotel does not deliver. Smoky, extremely old beds, and bed bugs."
Reviewed on 9 Oct 2026
Embassy Suites by Hilton Newark Wilmington South
654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
€109
25 Oct - 26 Oct
includes taxes & fees
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.
Stay 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 savour 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 programmes.
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
Harbour 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.
Frequently asked questions
How much does a Chesapeake City holiday package cost?
You'll find cheap prices from €1,520 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 holiday to Chesapeake City costs.
What are the cheapest months to go to Chesapeake City?
If you're looking to snag a cheap Chesapeake City holiday package, consider travelling 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 many days is enough for Chesapeake City?
The ideal length for your Chesapeake City holiday depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden gems 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 holiday package as soon as possible.
Is it cheaper to book a Chesapeake City holiday as a package?
An Expedia holiday 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 holiday package to Chesapeake City?
If you've got your Chesapeake City holiday 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?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Chesapeake City.
- Plan your budget wisely: In addition to the cost of your accommodation, 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.
- 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.
- Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the ideal Chesapeake City holiday package for you.
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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.
