Chesapeake City Trip

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹100,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Chesapeake City

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

1240 Chesapeke Overlook Parkway Perryville MD
₹17,127
₹19,182 total
31 Aug - 1 Sept
includes taxes & fees
Great Wolf Lodge Perryville
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
Fully refundable
₹7,078
₹7,857 total
7 Sept - 8 Sept
includes taxes & fees
6/10 (1,012 reviews)
"Staff was not particularly friendly. Room was ok but rather dark with insufficient light especially over the vanity. Exercise room, I was told, had been closed for years. On the plus side it is within easy walking distance from several restaurants"

Reviewed on 18 Aug 2026

Quality Inn Newark - Wilmington
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
₹8,858
₹9,833 total
31 Aug - 1 Sept
includes taxes & fees
Sonesta Select Newark Christiana Mall
See all 584 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.

Stay near popular Chesapeake City attractions

Chesapeake Inn Marina

Explore the waterfront in Chesapeake City with a trip to Chesapeake Inn Marina. Stroll along the marina or experience the area's museums.
See properties

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.
See properties

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.
See properties

Bohemia Bay Yacht Harbour

Explore the waterfront in Chesapeake City with a trip to Bohemia Bay Yacht Harbour. Amble around the area's marina or experience its museums.
See properties

Chesapeake City Docks

Explore the waterfront in Chesapeake City with a trip to Chesapeake City Docks. Amble around the area's marina or experience its museums.
See properties

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.
See properties

Two Rivers Yacht Basin

Explore the waterfront in Chesapeake City with a trip to Two Rivers Yacht Basin. Stroll along the marina or experience the area's museums.
See properties

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.
See properties

Frequently asked questions

How much does a Chesapeake City holiday package cost?
You'll find cheap prices 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?
  1. 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.
  2. 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.
  3. 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.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the ideal Chesapeake City holiday package for you.

Explore a world of travel with Expedia

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