Chesapeake City Vacations from $374

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chesapeake City Vacation

When a city stay is calling, answer it with a Chesapeake City vacation package. With all your travel arrangements organized before you leave, all you need to do here is concentrate on enjoying yourself. Every trip to Chesapeake City needs a well-planned itinerary. Fill yours with major attractions such as Bohemia Vista Marina, C and D Canal Museum and Historical Society of Cecil County. Don't delay your visit to this city any longer. Your perfect Chesapeake City vacation is a few quick clicks away with Expedia.

The Latest Chesapeake City Vacation Packages

Ulysses

Ulysses

3 out of 5
Midtown
per person
Jun 13 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (332 reviews)
Love this place. Staff are super welcoming. Rooms small but comfy. Will stay again

Reviewed on Apr 16, 2024

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
per person
May 31 - Jun 7
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
8/10 Very Good! (1,002 reviews)
Poor kid at front desk had bad allergies..... but he showed up! That says something.

Reviewed on Apr 16, 2024

Hilton Garden Inn Silver Spring White Oak

Hilton Garden Inn Silver Spring White Oak

3 out of 5
per person
May 31 - Jun 7
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
8.8/10 Excellent! (1,003 reviews)
Hotel room was clean and staff was friendly. Location is super convenient. However, in our short stay there was a spent shell casing in the parking lot when we arrived, a physical fight in the room next door, and then a separate incident involving the police outside the hotel so seems safety/security could be improved.

Reviewed on Apr 17, 2024

La Quinta Inn & Suites by Wyndham Baltimore Downtown

La Quinta Inn & Suites by Wyndham Baltimore Downtown

2.5 out of 5
Downtown Baltimore
per person
Jun 13 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
6.2/10 (773 reviews)
I stayed here for a night with my husband. Its affordable and easily reachable to the inner harbour by 15 min in bus. Our room was small but had everything necessary. Breakfast was decent. The only complaint I had was that someone was very loud and knocking doors in the mid night.

Reviewed on Apr 7, 2024

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
per person
May 23 - May 26
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
8.8/10 Excellent! (1,616 reviews)
Great historic property- but cleanliness of the rooms could have been better.

Reviewed on Apr 19, 2024

Prices and availability subject to change. Additional terms may apply.

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

Chesapeake City Hotel Deals

Hilton Wilmington/Christiana
Hilton Wilmington/Christiana
4 out of 5
100 Continental Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is $127 per night from Apr 28 to Apr 29
$127
$141 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (994 reviews)
"Great dining"

Reviewed on Apr 14, 2024

Hilton Wilmington/Christiana
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
The price is $109 per night from May 7 to May 8
$109
$121 total
includes taxes & fees
May 7 - May 8
7.8/10 Good! (1,003 reviews)
"Convenient location. Halls had dirty floors, and smelled like weed and mildew"

Reviewed on Apr 14, 2024

Sonesta Select Newark Christiana Mall
Red Roof Inn & Suites Newark - University
Red Roof Inn & Suites Newark - University
2 out of 5
1119 S College Avenue, Newark, DE
Fully refundableReserve now, pay when you stay
The price is $74 per night from Apr 21 to Apr 22
$74
$82 total
includes taxes & fees
Apr 21 - Apr 22
5.8/10 (1,000 reviews)
"The stay was okay, the staff could have a nicer attitude, the sheets on my bed had burnt marks on them."

Reviewed on Mar 29, 2024

Red Roof Inn & Suites Newark - University
See all 480 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Chesapeake City vacation package cost?
Browse and book everything in one place with our Chesapeake City vacation packages, which start from a low $374. Handpick the flights and hotels that suit your travel style. Then, add on a few tours or experiences for a memorable escape.
How do I get a cheap travel package to Chesapeake City?
Booking a Chesapeake City vacation package with Expedia is one of the best ways to save. We offer more than 550 partner airlines and 1,000,000 hotels worldwide. With such a fantastic range to select from, you’ll have no difficulty creating your perfect trip.
Where should I stay in Chesapeake City?
If you aim to visit Bohemia Vista Marina, give commuting a miss and book a hotel nearby. It’s one of the top attractions in this neighborhood.
What are the top hotels in Chesapeake City?
If it’s your very first time in Chesapeake City, secure a room at Hook Wine And Sinker~ To 16 Includes Slip At Inn Water Views or Inn At The Canal Bed And Breakfast. Both will make you feel at home and are favorites with many savvy travelers.
How far in advance should I book my Chesapeake City vacation?
The earlier, the better. Airlines typically release flights up to a year prior to departure, and this is your chance to pick up some of the cheapest prices. Just been told you should take all your vacation days next month? That’s alright! Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Chesapeake City travel package include?
Expedia has everything you need to book your Chesapeake City trip, but what your package looks like is entirely up to you. Pick from any combination of rental cars, flights and hotels. Searching for some activities to keep you busy? Once you’ve made your booking, you can add them too. No matter your style or budget, there’s a deal to meet your needs.
What should I know before booking a Chesapeake City travel package?
Our prices are already low. However, you’ll score even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll get transparent pricing and tons of choice.
Can I choose my airline with a Chesapeake City Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Chesapeake City vacation package?
We totally get it — life can throw you the odd curveball. If you’ve booked a Chesapeake City vacation package and have to cancel or amend it, we can help. We recommend visiting our Customer Service Portal first for information. But generally speaking, if you’ve booked your package within 24 hours, you may be able to cancel or amend your itinerary for free. If it’s been longer than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Chesapeake City

Image for Bohemia Vista Marina

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
Image for C and D Canal Museum

C and D Canal Museum

3/5(1 review)

You can enjoy some culture when you stop by C and D Canal Museum in Chesapeake City. While you're here, you can savor the top-notch restaurants.

C and D Canal Museum

Other vacations you might like

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