Chesapeake City County Vacation Packages

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Top Chesapeake City County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort
Four Sails Resort
The Lodge at Kiln Creek Resort
Delta Hotels by Marriott Virginia Beach Waterfront
Boardwalk Resort and Villas
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Chesapeake City County Hotel Deals

Schooner Inn
Schooner Inn
2 out of 5
215 Atlantic Ave, Virginia Beach, VA
The price is CA $94 per night from Dec. 3 to Dec. 4
CA $94
CA $111 total
includes taxes & fees
Dec 3 - Dec 4
8.6/10 Excellent! (2,782 reviews)
"Amazing!"

Reviewed on Nov. 21, 2024

Schooner Inn
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Fully refundable
The price is CA $135 per night from Dec. 1 to Dec. 2
CA $135
CA $158 total
includes taxes & fees
Dec 1 - Dec 2
8/10 Very Good! (2,098 reviews)
"Gentlemen that checked us in was really professional, knowledgeable and nice."

Reviewed on Nov. 21, 2024

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Delta Hotels by Marriott Virginia Beach Waterfront
Delta Hotels by Marriott Virginia Beach Waterfront
4 out of 5
2800 Shore Drive, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Dec. 1 to Dec. 2
CA $127
CA $149 total
includes taxes & fees
Dec 1 - Dec 2
8.4/10 Very Good! (1,071 reviews)
"Very nice and the receptionist was very pleasant and nice. She's very good."

Reviewed on Nov. 22, 2024

Delta Hotels by Marriott Virginia Beach Waterfront
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.

Frequently asked questions

How much does a Chesapeake City County vacation package cost?
Perhaps less than you might think — from just CA $700, actually! By bundling hotels, flights and car rentals into a custom-built package, your getaway to Chesapeake City County is just clicks away.
How do I get a cheap travel package to Chesapeake City County?
Find flights that suit your schedule, add a hotel to your booking and watch the savings rack up with a Chesapeake City County vacation package. It’s as easy as that! From flights and hotels to activities and rental cars, Expedia makes traveling on a budget easy. And with over 550 partner airlines and 1,000,000 properties globally to choose from, you’ll never be short of choice.
What are the top hotels in Chesapeake City County?
Hyatt Place Chesapeake and Aloft Chesapeake are a couple of welcoming options in Chesapeake. A key stop on any good Chesapeake City County itinerary, we recommend taking the time to really explore this impressive city.
How far in advance should I book my Chesapeake City County vacation?
Search Expedia to compare international airfares as soon as you’ve got your travel dates. You can normally purchase a seat up to 12 months before departure. If you can’t see your preferred air carrier, or you’ve left things to the last moment, fear not. Cheap tickets to Chesapeake City County occasionally appear within weeks of departure.
What does an Expedia Chesapeake City County travel package include?
You can choose from any combination of rental cars, hotels and flights. Once you’ve made your booking, you can add activities and experiences. Want to pick your fare class? That’s also possible. The choice is all yours when it comes to putting together your dream Chesapeake City County getaway.
What should I know before booking a Chesapeake City County travel package?
Booking all the parts of your escape together is a smart way to save. Combine your car rentals, flights and hotels into a handy little package. But you’re not limited to hotels. Expedia offers all sorts of properties, including vacation rentals such as beach villas and city residences. The list is almost endless!
Can I choose my airline with a Chesapeake City County Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just select your preferred carrier and craft your ideal Chesapeake City County trip.
If I'm not able to travel, can I cancel my Chesapeake City County vacation package?
If your vacation plans in Chesapeake City County have changed, it’s a relief to know that it is possible to cancel your booking. If you booked in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a cancellation fee. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.