Chesapeake City County Vacations & Trips

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Chesapeake City County Hotel Deals

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is ₩276,501 per night from Jul 2 to Jul 3
₩276,501
₩320,698 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"The Surf Break Hotel was very clean and well kept but what really stood out was the excellent staff. From maintenance people, room cleaners, and waitresses in the Calypso, all were very good but the best was a desk man named Matt. He was very friendly, knowledgeable, helpful, and professional. I ..."

Reviewed on Jun 28, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
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 refundableReserve now, pay when you stay
The price is ₩310,215 per night from Jul 2 to Jul 3
₩310,215
₩359,469 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (2,150 reviews)
Good hotel, but watch the price.
"Check-in was great. We arrived a little ahead of time and our room was ready, so we got in and hit the beach earlier than we thought for the day. Parking on-site was fine and included. Great beach proximity. Our room was on the first floor across from the elevator. People are loud and dumb at all ..."

Reviewed on Jun 25, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Schooner Inn
Schooner Inn
2 out of 5
215 Atlantic Ave, Virginia Beach, VA
8.6/10 Excellent! (3,192 reviews)
"The property is old but clean. Love the location. The staff were very nice and helpful. Free parking is awesome. Enjoyed our stay and would definitely come back"

Reviewed on Jun 28, 2025

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Schooner Inn
See all 3,397 properties in Chesapeake City County
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 , 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.