Book Exclusive Chesapeake City Vacation Packages

Choose one or more items to build your trip:

Chesapeake City flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Baltimore executive Furnished rentals

Baltimore executive Furnished rentals

4 out of 5
Downtown Baltimore
per person
Apr. 18 - Apr. 21
found 16 hours ago
Roundtrip flight included
Montreal (YMQ) to Baltimore (BWI)
Stay at this 4-star business-friendly apartment in Baltimore. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
Atlantic Sands Hotel & Conference Center

Atlantic Sands Hotel & Conference Center

3.5 out of 5
North Rehoboth
per person
Apr. 15 - Apr. 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Baltimore (BWI)
Stay at this 3.5-star beach hotel in Rehoboth Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the bar in our reviews. Popular attractions Rehoboth Beach Boardwalk and Lewes Beach are located nearby.
The Bellmoor Inn & Spa

The Bellmoor Inn & Spa

4 out of 5
South Rehoboth
per person
Mar. 26 - Apr. 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
Stay at this 4-star spa hotel in Rehoboth Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rehoboth Beach Boardwalk and Anna Hazzard Museum are located nearby.
Hampton Inn Frederick

Hampton Inn Frederick

2.5 out of 5
per person
Mar. 29 - Apr. 4
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Baltimore (BWI)
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westview Promenade and Francis Scott Key Mall are located nearby.
Ocean Glass Inn

Ocean Glass Inn

3.5 out of 5
West Rehoboth
per person
Apr. 23 - Apr. 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Stay at this 3.5-star hotel in Rehoboth Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanger Outlets and Rehoboth Beach Boardwalk are located nearby.

Top Chesapeake City hotels deals

Quality Inn

Quality Inn

2.5 out of 5
65 Geoffrey Dr, Newark, DE
Free cancellation
Reserve now, pay when you stay
The price is CA $81 per night
CA $81
CA $90 total
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Christiana Mall and Gallaher School Park are located nearby.
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr, Newark, DE
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $187 total
includes taxes & fees
9 Feb - 10 Feb
Stay at this 4-star business-friendly hotel in Newark. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Christiana Mall and Gallaher School Park are located nearby.
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
The price is CA $289 per night
CA $289
CA $389 total
includes taxes & fees
4 Feb - 5 Feb
Stay at this hotel in Perryville. Enjoy free WiFi, 4 restaurants, and water park access (surcharge). Popular attractions Hollywood Casino and Garrett Island Beach are located nearby.
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
The price is CA $144 per night
CA $144
CA $160 total
includes taxes & fees
4 Feb - 5 Feb
Stay at this 3-star business-friendly hotel in Newark. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Christiana Mall and Gallaher School Park are located nearby.
Pool
Pet-friendly
Hyatt Place Wilmington Riverfront

Hyatt Place Wilmington Riverfront

3 out of 5
760 Justison Street, Wilmington, DE
Free cancellation
Reserve now, pay when you stay
The price is CA $209 per night
CA $209
CA $230 total
includes taxes & fees
9 Feb - 10 Feb
Stay at this 3-star business-friendly hotel in Wilmington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wilmington Riverwalk and Delaware Park Racetrack and Slots are located nearby.
Pet-friendly
Parking included
Red Roof Inn PLUS+ Wilmington - Newark

Red Roof Inn PLUS+ Wilmington - Newark

2.5 out of 5
415 Stanton Christiana Road, Newark, DE
Free cancellation
Reserve now, pay when you stay
The price is CA $106 per night
CA $106
CA $117 total
includes taxes & fees
6 Feb - 7 Feb
Stay at this hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Delaware Park Racetrack and Slots and Christiana Mall are located nearby.
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

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

Bohemia Bay Yacht Harbour

Explore the waterfront in Chesapeake City with a trip to Bohemia Bay Yacht Harbour. Amble around the area's marina or experience its museums.

Bohemia Bay Yacht Harbour

Chesapeake City Vacations

Got your tickets booked and paid for and your luggage zipped up? Read on for a few basic Chesapeake City tips before you go.

If you take a trip 8 miles (13 kilometers) south of Elkton, or 8 miles (13 kilometers) northwest of Middletown, you'll end up in Chesapeake City.

Would you like to meet some locals? That shouldn't be too difficult. 700 people call this area of Northern Chesapeake Bay home.

Places to visit in Chesapeake City

It doesn't matter whether you're trying to beat par or simply in the mood to brush up on your swing, you're sure to have a ball (pun intended) at Back Creek Golf Club. Need more options? If you have a curious mind, head on over to C and D Canal Museum. You never know what you will learn here!

Where do you fly into for Chesapeake City?

While you're arranging your upcoming Chesapeake City escape, bear in mind that the nearest airport, Baltimore Washington International Thurgood Marshall Airport (BWI), is approximately 50 miles (80 kilometers) to the southwest of the main streets. Book your ticket, pack your bags and get ready for some amazing adventures!

Frequently asked questions

How much are vacation packages to Chesapeake City?
Travelocity offers package deals to Chesapeake City, as well as flights and hotels, starting from as low as CA $742. With all the extra money, you could include some awesome tours or possibly add on some extra nights to your adventure.
How long should my Chesapeake City vacation be?
Many travelers pack their suitcase and vacation in Chesapeake City for approximately 2 nights. That gives you some guidance, but don’t be limited by it. Whether you stay a few nights to see the top attractions or stick around to explore new places, an amazing adventure awaits.
Where can I get the best vacation package deals for Chesapeake City?
Look no further than Travelocity. With as many as 400 air carriers and 665,000 properties worldwide, it’s easy to put together a Chesapeake City package deal that suits your needs.
Why should I book my Chesapeake City vacation bundle via Travelocity?
Nothing tops the satisfaction of knowing you’ve just scored the best price available — that’s our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you’ve got the blueprint for a stress-free vacation.
Can I save on my Chesapeake City car rental if I combine it with my hotel or flight?
Combining your hotel, car and flight into a Chesapeake City vacation package is an easy way to score better prices. Plus, having your own rental car gives you absolute freedom to get to all those big-name sights you’re hoping to see. Located 121 kilometersfrom Chesapeake City, White House is one place that should be on your itinerary. Top up the tank and make a day trip of it.
What is the best time of year to go to Chesapeake City?
If you love wandering wisely, is a terrific time to do it. That’s when you’ll find hotel rates are at their most affordable. By way of comparison, prices skyrocket in . are the most popular months to stay in Chesapeake City, so expect big lines at top attractions. Hoping to travel outside high season? You’ll find fewer crowds during .
Which airport is best for Chesapeake City?
For many people, a stay in Chesapeake City means going through Philadelphia, PA (PHL-Philadelphia Intl.). This buzzing airport is located 64 kilometersnortheast of the downtown area. You could also choose to jet into Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) (80 kilometersaway from central Chesapeake City) or Lancaster, PA (LNS) (80 kilometersaway from central Chesapeake City).
What is there to do in Chesapeake City?
Click away at the great photo opportunities at C and D Canal Museum, one of the most well-known attractions in Chesapeake City. There’s so much more to discover in this great city, so give yourself enough time to explore some off-the-beaten-path gems.
Where should I stay when visiting Chesapeake City?
If you’re after a place to spend your nights, take a look at the Inn At The Canal Bed & Breakfast. It’s the top pick for many visitors.
Can I go on vacation to Chesapeake City at this time?
Travelocity has all the local knowledge to help make your vacation dreams come true, so before booking a ticket to Chesapeake City, take peek at our Covid-19 Travel Advisor. This is where you can discover all the current info about quarantine policies, travel restrictions and many other details.

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