Chesapeake City County Holidays & Package Deals 2026

Your Chesapeake City County Holiday

Leave the planning to us with a Chesapeake City County holiday package. With everything organised before you leave home, the only thing left for you to do is relax and experience this destination's beauty and culture. Not sure where your first stop should be? Chesapeake is among the most popular cities to visit during a trip to Chesapeake City County. Expedia has hotels, flights and all your other travel needs to help you put together your very own customised Chesapeake City County holiday today.

Top destinations in Chesapeake City County

A golf course, a large building complex, and a marina by a river.

The Latest Chesapeake City County Holiday Deals

Price found within the past 48 hours. Click for updated prices.

Crowne Plaza Virginia Beach Town Center by IHG

Northwest

AU$745

per person

9 Sept - 14 Sept

found 1 day ago

Return direct flight included

Los Angeles (QLA) to Norfolk (ORF)

8.4/10 Very good! (368 reviews)

Everything is okay aside having only one trash can in the whole room which was in the bathroom! It could have been helpful having another trash can in the room instead of keep walking to the bathroom.

Reviewed on 8 July 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Northeast Virginia Beach

AU$980

per person

9 Sept - 14 Sept

found 1 day ago

Return direct flight included

Los Angeles (QLA) to Norfolk (ORF)

8/10 Very good! (1,403 reviews)

Location was great. Rooms were spacious. No housekeeping service . Elevators were terrible. Pool area was poorly maintained with used towels not being picked up. Parking was not great

Reviewed on 8 July 2026

Hilton Vacation Club Ocean Beach Club Virginia Beach

Northeast Virginia Beach

AU$1,127

per person

9 Sept - 14 Sept

found 1 day ago

Return direct flight included

Los Angeles (QLA) to Norfolk (ORF)

8.4/10 Very good! (1,385 reviews)

didn't like anything at this property. do not stay here. Roaches, air conditioning units making noises like it's barely hanging on..Squeaky doors. and staff not helpful at all

Reviewed on 6 July 2026

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

AU$793

per person

9 Sept - 14 Sept

found 1 day ago

Return direct flight included

Los Angeles (QLA) to Norfolk (ORF)

8.6/10 Excellent! (1,004 reviews)

Stay here all the time. Never had any issues until this last stay. Did have ant hot water . I had tickets for concert and missed out because it was too late when maintenance came. Felt like I should've been credited something

Reviewed on 1 July 2026

La Quinta Inn & Suites by Wyndham Norfolk

AU$786

per person

9 Sept - 14 Sept

found 1 day ago

Return direct flight included

Los Angeles (QLA) to Norfolk (ORF)

7.8/10 Good! (1,014 reviews)

Easy access and privacy

Reviewed on 8 July 2026

Chesapeake City County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Norfolk Intl. Airport (ORF)
Top Sights	Chesapeake City Park, Lake Drummond and Oak Grove Lake Park

Our pick of the best Chesapeake City County Hotel Deals

Hyatt Studios Chesapeake

101 Volvo Parkway Chesapeake VA

Fully refundableReserve now, pay when you stay

AU$235

27 July - 28 July

includes taxes & fees

7.8/10 Good! (24 reviews)

"Check in July 2nd and Departed July 6th newer hotel everything was still fairly new spotless up to date dishwasher refrigerator stove top electric and microwave oven good size flat screen television and comfortable bed and couch nice clean also bed couch at that walk in shower space decent I am glad ..."

Reviewed on 8 July 2026

Wingate by Wyndham Chesapeake

817 Greenbrier Circle Chesapeake VA

Fully refundableReserve now, pay when you stay

AU$205

2 Aug - 3 Aug

includes taxes & fees

7.8/10 Good! (1,110 reviews)

"The room was very nice, roomy and comfortable."

Reviewed on 7 July 2026

Wyndham Virginia Beach Oceanfront

5700 Atlantic Ave Virginia Beach VA

Fully refundableReserve now, pay when you stay

AU$265

23 July - 24 July

includes taxes & fees

7.8/10 Good! (1,879 reviews)

"Terrible staff"

Reviewed on 8 July 2026

See all 3,457 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 holiday package cost?

Perhaps less than you might think — from just AU$745, 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 holiday package. It's as easy as that! From flights and hotels to activities and rental cars, Expedia makes travelling 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 holiday?

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 holiday homes such as beach villas and city residences. The list is almost endless!

Can I choose my airline with a Chesapeake City County Expedia holiday 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 holiday package?

If your holiday 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.

Stay near popular Chesapeake City County attractions

Greenbrier Mall

8.4/10 (837 reviews)

You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

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