Chesapeake City County Trips

Photo by Kaylee Spinhirn
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Top hotels in Chesapeake City County

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
The price is P10,641 per night from Aug 17 to Aug 18
P10,641
P12,351 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,042 reviews)
"The pool is very small for such a large hotel. There were lots of kids, so we didn't have an opportunity to enjoy."

Reviewed on Jul 21, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
The price is P14,805 per night from Aug 17 to Aug 18
P14,805
P17,140 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,033 reviews)
"The propert is located on the beach at the North end of the boardwalk. It is a convenient and quiet area of Virginia Beach. The property is well maintained with a large staff that are friendly and cordial. The 3 pools are clean and towels are plentiful. The buffet breakfast is a very good deal if ..."

Reviewed on Jul 21, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
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
The price is P12,525 per night from Aug 10 to Aug 11
P12,525
P14,518 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (2,183 reviews)
"The easy access to the beach and the cleanliness of the hotel were exceptional."

Reviewed on Jul 19, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
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.