Chesapeake City Vacations from $207

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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 Hive

Hotel Hive

3.5 out of 5
Northwest
Save 100% on your flight
Price was $372, price is now $207 per person
$207
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (1,421 reviews)
Great location, clean room. Staff was very friendly and helpful.

Reviewed on May 7, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was $413, price is now $213 per person
$213
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
Great location and staff. Will definitely stay here again

Reviewed on May 7, 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $605, price is now $312 per person
$312
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (799 reviews)
Friendly, family atmosphere. Everybody was so kind and helpful and all the staff was greeting us as long-time friends from day 1. They were so sincere and engaged in conversations with us and all the other guests. One of the best hotels we stayed in, it is going to be on the top of our list for our next trip to WAS.

Reviewed on May 8, 2026

Kimpton Hotel Monaco Washington DC by IHG

Kimpton Hotel Monaco Washington DC by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $930, price is now $496 per person
$496
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,001 reviews)
Great location. Interesting decor.

Reviewed on Apr 15, 2026

The River Inn

The River Inn

4 out of 5
Northwest
Save 100% on your flight
Price was $439, price is now $255 per person
$255
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,933 reviews)
This was the best hotel I have ever stayed in. The staff were wonderful, always smiling, friendly and helpful. The accommodations and amenities were top notch. Onsite restaurant had the best food.

Reviewed on May 7, 2026

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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

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
$65 nightly
The price is $72 total per night from May 19 to May 20
$72 total
May 19 - May 20
Total with taxes and fees
5.6/10 (1,011 reviews)
Very dirty the staff don’t really care to change the sheets or towels

Reviewed on May 7, 2026

Quality Inn Newark - Wilmington
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from May 17 to May 18
$223 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (213 reviews)
Clean night and a good time for the children

Reviewed on May 5, 2026

Great Wolf Lodge Perryville
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
$110 nightly
The price is $122 total per night from May 26 to May 27
$122 total
May 26 - May 27
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
The front desk was very welcoming. I arrived very early and they tried to accommodate me ASAP. Happy hour was a nice extra. Breakfast was great. Very close to the Univ of Delaware. I have stayed there twice.

Reviewed on May 6, 2026

Embassy Suites by Hilton Newark Wilmington South
See all 572 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 $207 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.