Deals on vacations and trips to Chesapeake City

Save when you book Chesapeake City package deals

Choose two or more items and save on your trip:

Chesapeake City flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI

4 out of 5
Price was $591, price is now $488 per person
$488
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A free area shuttle is offered as well.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Save 100% on your flight
Price was $1,593, price is now $1,206 per person
$1,206
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $1,454, price is now $1,145 per person
$1,145
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

3.5 out of 5
Harbor East
Price was $680, price is now $553 per person
$553
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free buffet breakfast each morning.
Embassy Suites by Hilton Baltimore Hunt Valley

Embassy Suites by Hilton Baltimore Hunt Valley

3.5 out of 5
Price was $672, price is now $565 per person
$565
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, business center, and express check-in. Enjoy the 24-hour gym and free buffet breakfast each morning.

Top Chesapeake City hotels deals

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $76 total per night
$76 total
Mar 24 - Mar 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A snack bar/deli, a picnic area, and a computer station are also on offer.
Parking included
Free WiFi
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Pet friendly
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $223 total per night
$223 total
Mar 16 - Mar 17
Total with taxes and fees
This smoke-free hotel features a water park and 4 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking is offered and the front desk is staffed around-the-clock.
Free WiFi
Restaurant
Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

2.5 out of 5
600 A Street Wilmington DE
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $92 total per night
$92 total
Mar 15 - Mar 16
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Parking included
Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
240 Chapman Rd Newark DE
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a snack bar/deli are also offered.
Pool
Breakfast included
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr Newark DE
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Chesapeake City
View all properties
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.

Popular places to visit

APRIL 27, 2023, OXFORD, EASTERN SHORE MARYLAND - USA - aerial view of small Chesepeake Bay fishing town, Oxford, MD

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.

Chesapeake Inn Marina

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

Frequently asked questions

How much are vacation packages to Chesapeake City?
Treat yourself to a one-of-a-kind experience in Chesapeake City with a vacation package starting from just $488. Booking your hotels, flights and tours with Travelocity is simple. On top of that, our package deals will leave you with extra money for fun.
How long should my Chesapeake City vacation be?
There are no rules for how long you should spend in Chesapeake City, but most travelers opt to stay around 2 nights. Got some leeway with your departure date? Extend your escape by a few more nights. That way, you'll have enough time to check out some lesser-known areas as well.
Where can I get the best vacation package deals for Chesapeake City?
For an excellent Chesapeake City package deal, book with Travelocity. Choose from 400 air carriers and 1,000,000 properties around the globe to create the ultimate trip — it's really that easy.
Why should I book my Chesapeake City vacation package via Travelocity?
Travel is all about making cherished memories and forgetting all your worries — which is why we provide you with a team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of vacation packages. So what are you waiting for? There's no time like the present to lock in that vacation you've always wanted.
Can I save money on my Chesapeake City car rental if I bundle it with a hotel or flight?
Bundling your hotel, car and flight into a Chesapeake City vacation package is the best way to land the best deal. Plus, having your own rental car gives you total freedom to get to all those famous sights you're hoping to explore. Sitting 120 mi away from Chesapeake City, Statue of Liberty is one place that should be on your agenda. Top up the tank and make a day trip of it.
What is the best time of year to go to Chesapeake City?
You'll be able to avoid the tourist hordes and save a few dollars in November, December and January, which are the quietest times to visit. Peak season months of May, June and July are livelier and more expensive, but there'll be more happening around Chesapeake City. Reserve a hotel in and you'll see your budget go further. Room rates tend to be at their peak in .
Which airport is best for Chesapeake City?
Philadelphia Intl. Airport (PHL) is a main hub. It's situated approximately 40 mi northeast of Chesapeake City. Other options worth checking out are Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (50 mi away from central Chesapeake City) and Lancaster Airport (LNS) (50 mi away from central Chesapeake City).
What is there to do in Chesapeake City?
There's a certain kind of magic as you wander through the streets of Chesapeake City. Bohemia Vista Marina and C and D Canal Museum are just a couple of attractions that lure visitors to this fantastic city, so put them at the top of your itinerary.
Where should I stay when visiting Chesapeake City?
The Inn At The Canal Bed And Breakfast is the top choice of many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Chesapeake City vacation photos for more inspiration

Autumn Sunset at the Chesapeake City Bridge, Maryland, USA, Chesapeake City, Maryland
chesapeake bay bridge with calm inlet at sunset
An aerial view of historic Annapolis, situated on the Chesapeake Bay, during an early November morning.
After patiently waiting an hour, finally captured a priceless photo of this incredible creature. #adventure #nature
A converted bank. The safe built in 1903 is still inside. Lots of unique gifts and jewelry too.