Chesapeake City Vacation Packages 2025/2026 from $236

Chesapeake City flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Homewood Suites by Hilton Columbia

Save 100% on your flight

$236

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A 24-hour business center, a free grocery shopping service, and a lobby fireplace are also on offer.

Graduate by Hilton Annapolis

Save 100% on your flight

$476

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sagamore Pendry Baltimore

Fells Point

Save 100% on your flight

$946

per person

Dec 4 - Dec 8

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Hampton Inn & Suites Baltimore Inner Harbor

Downtown Baltimore

Save 100% on your flight

$380

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Enjoy the free buffet breakfast each morning.

Hampton Inn Towson Downtown

Save 100% on your flight

$246

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Top Chesapeake City hotels deals

Embassy Suites by Hilton Newark Wilmington South

654 S College Ave, Newark, DE

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$136 total

Oct 6 - Oct 7

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

Sonesta Select Newark Christiana Mall

48 Geoffrey Dr, Newark, DE

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$119 total

Sep 28 - Sep 29

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

Hilton Wilmington/Christiana

100 Continental Dr, Newark, DE

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$147 total

Oct 12 - Oct 13

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

Sonesta ES Suites Wilmington - Newark

240 Chapman Rd, Newark, DE

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$97 total

Oct 1 - Oct 2

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

Comfort Inn & Suites Newark - Wilmington

3 Concord Ln, Newark, DE

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$107 total

Sep 30 - Oct 1

Total with 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.

Pool

Breakfast included

Red Roof Inn & Suites Wilmington - New Castle

1612 North DuPont Highway, Building A, New Castle, DE

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Sep 29 - Sep 30

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 business center. A computer station and a safe deposit box are also provided.

Pet friendly

Parking included

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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

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.

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.

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.

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 $236. 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.