Deals on vacations and trips to Chesapeake City

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Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
Save 100% on your flight
Price was $421, price is now $331 per person
$331
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a gym and a seasonal outdoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. Guests will appreciate free perks like buffet breakfast and WiFi in public areas.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $616, price is now $418 per person
$418
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $619, price is now $428 per person
$428
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $1,176, price is now $916 per person
$916
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Save 100% on your flight
Price was $978, price is now $773 per person
$773
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 terrace are also offered.

Top Chesapeake City hotels deals

Historic Chesapeake City Stay

Historic Chesapeake City Stay

$263 nightly
The price is $279 total per night
$279 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this cabin in Chesapeake City. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chesapeake City Bridge and The Pell Gardens are located nearby.
Kitchen
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
$101 nightly
The price is $112 total per night
$112 total
Aug 26 - Aug 27
Total includes 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. Free self parking, a terrace, and a garden are also offered.
Pool
Pet friendly
Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

2 out of 5
1119 S College Avenue, Newark, DE
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, express check-out, and laundry facilities are also on offer.
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
$87 nightly
The price is $97 total per night
$97 total
Sep 2 - Sep 3
Total includes 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
$122 nightly
The price is $136 total per night
$136 total
Aug 27 - Aug 28
Total includes 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
Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

2.5 out of 5
3 Concord Ln, Newark, DE
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $107 total per night
$107 total
Aug 31 - Sep 1
Total includes taxes and fees
This hotel features a gym and a seasonal outdoor pool. 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

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 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

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 $331. 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

Chesapeake City
Photo by Kasey O'Brien
Photo by Kasey O'Brien
Photo by Michael Kercsmar
Photo by Michael Kercsmar