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Chesapeake City flight + hotel packages

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Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $759, price is now CA $565 per person
CA $565
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Washington Monument are located nearby.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $1,432, price is now CA $1,019 per person
CA $1,019
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this historic hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Capital One Arena and Smithsonian Institution are located nearby.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,005, price is now CA $807 per person
CA $807
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Towson. Enjoy breakfast (surcharge), a free area shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Towson Town Center and Pine Ridge Golf Course are located nearby.
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was CA $3,098, price is now CA $2,533 per person
CA $2,533
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $1,137, price is now CA $958 per person
CA $958
per person
Oct 8 - Oct 11
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.

Top Chesapeake City hotels deals

HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

Chesapeake City MD
Get rates
Stay at this vacation home in Chesapeake City. Enjoy free WiFi, laundry facilities, and patios. Popular attractions C and D Canal Museum and The Pell Gardens are located nearby.
Kitchen
Washer
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
The price is CA $281 per night
CA $281
CA $315 total
Aug 9 - Aug 10
includes taxes & fees
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.
Free WiFi
Restaurant
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Free cancellation
The price is CA $92 per night
CA $92
CA $102 total
Aug 3 - Aug 4
includes taxes & fees
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 Delaware Park Racetrack and Slots are located nearby.
Parking included
Free WiFi
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 $149 per night
CA $149
CA $166 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Newark. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Christiana Mall and Delaware Park Racetrack and Slots are located nearby.
Pool
Pet-friendly
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
The price is CA $119 per night
CA $119
CA $132 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in Bear. 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 Delaware Park Racetrack and Slots are located nearby.
Pool
Pet-friendly
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
The price is CA $155 per night
CA $155
CA $172 total
Aug 4 - Aug 5
includes taxes & fees
Book a stay at this business-friendly hotel in Newark. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Delaware Park Racetrack and Slots and Christiana Mall are located nearby.
Pool
Breakfast 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.

Stay near popular Chesapeake City attractions

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.
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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 $565. 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

A river with a bridge, marina, and residential area.
A bridge over calm water with rocks in the foreground and a row of houses on the opposite bank.
A coastal residential street with houses, a stone seawall, and a clear blue sky.
A wooden pier extending into calm waters under a cloudy sky.
A beach with a large bridge in the background.