Chesapeake City County Trips

Photo by Kaylee Spinhirn
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Top hotels in Chesapeake City County

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
Fully refundable
The price is P15,195 per night from Aug 7 to Aug 8
P15,195
P17,587 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,023 reviews)
Definitely visiting again
"My Family has a great time! It rained a little bit it was cool because they have a indoor pool."

Reviewed on Jul 12, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
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 P10,995 per night from Aug 3 to Aug 4
P10,995
P12,757 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
"Customer service was amazing. Parking on site was limited. We did not move our car once we parked, we did not want to take a chance on not have an a parking spot."

Reviewed on Jul 11, 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 P11,406 per night from Aug 3 to Aug 4
P11,406
P13,229 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (2,178 reviews)
"The staff were friendly and helpful. If I asked for something, I got it right away. The breakfast was included and had lots of variety. My room was clean and quiet, with a lovely view of the ocean."

Reviewed on Jul 10, 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.