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.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was $553, price is now $380 per person
$380
per person
Jul 8 - Jul 11
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. Self parking, a coffee shop, and a terrace are also offered.
Marriott Marquis Washington, DC

Marriott Marquis Washington, DC

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $663, price is now $388 per person
$388
per person
Jul 1 - Jul 4
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was $614, price is now $425 per person
$425
per person
Jul 8 - Jul 11
found 10 hours 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 laundry service, conference space, and valet parking. A communal living room, luggage storage, and concierge services are also on offer.
Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill

4 out of 5
Northeast
Save 100% on your flight
Price was $1,180, price is now $830 per person
$830
per person
Jul 8 - Jul 11
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This aparthotel features a seasonal outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking is offered and multilingual staff can provide around-the-clock assistance.
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 $868, price is now $614 per person
$614
per person
Jul 15 - Jul 19
found 7 hours 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 business center, express check-out, and valet parking. A lobby fireplace, WiFi in public areas, and dry cleaning are also on offer.

Top Chesapeake City hotels deals

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
Apr 28 - Apr 29
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
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Free Cancellation
$61 nightly
The price is $68 total per night
$68 total
May 27 - May 28
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 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
$97 nightly
The price is $108 total per night
$108 total
May 3 - May 4
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
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
$112 nightly
The price is $125 total per night
$125 total
May 10 - May 11
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.
Pool
Breakfast included
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

2.5 out of 5
875 Pulaski Highway Bear DE
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
May 10 - May 11
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. Free self parking, a lobby fireplace, and a computer station are also offered.
Pool
Pet friendly
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
$89 nightly
The price is $98 total per night
$98 total
Apr 28 - Apr 29
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
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

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

C and D Canal Museum

3/5(1 review)

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 $380. 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

Aerial panorama of Chesapeake City Maryland historic fishing town on the Chesapeake Delaware canal with private boats docked in the marina and the Chesapeake City Bridge over the back creek
Autumn Sunset at the Chesapeake City Bridge, Maryland, USA, Chesapeake City, Maryland
Homes on the Chesapeake Bay, in North Beach, Maryland. Sunny day, blue sky.
Hemingway Pier Next to the Bay Bridge outside of Annapolis Maryland at Sunset
chesapeake bay bridge with calm inlet at sunset