Deals on vacations and trips to Chesapeake City

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Chesapeake City flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Save 100% on your flight
Price was $456, price is now $347 per person
$347
per person
Mar 20 - Mar 23
found 23 hours ago
Roundtrip flight included
Houston (HOU) to Baltimore (BWI)
This smoke-free hotel features a marina and 2 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
Inner Harbor
Save 100% on your flight
Price was $604, price is now $440 per person
$440
per person
Mar 20 - Mar 23
found 23 hours ago
Roundtrip flight included
Houston (HOU) to Baltimore (BWI)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.
Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $480, price is now $358 per person
$358
per person
Mar 11 - Mar 16
found 3 hours ago
Roundtrip flight included
Houston (HOU) 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, express check-out, and valet parking. Limo/town car service, a grocery/convenience store, and a computer station are also on offer.
Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $1,516, price is now $1,153 per person
$1,153
per person
Mar 11 - Mar 16
found 3 hours ago
Roundtrip flight included
Houston (HOU) 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.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Price was $855, price is now $656 per person
$656
per person
Apr 16 - Apr 19
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.

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
$47 nightly
The price is $52 total per night
$52 total
Jan 31 - Feb 1
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.
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
$80 nightly
The price is $89 total per night
$89 total
Jan 27 - Jan 28
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.
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
Free Cancellation
$199 nightly
The price is $223 total per night
$223 total
Jan 29 - Jan 30
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.
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
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $113 total per night
$113 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr Newark DE
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $138 total per night
$138 total
Feb 2 - Feb 3
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
Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG

2.5 out of 5
1201 Christiana Rd Newark DE
Free Cancellation
$103 nightly
The price is $114 total per night
$114 total
Jan 29 - Jan 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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

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.

Chesapeake City Docks

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 $347. 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

An aerial view of historic Annapolis, situated on the Chesapeake Bay, during an early November morning.
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.