Chesapeake City County Holidays

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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.
FlightsFlightsHotelsHotels

Chesapeake

Chesapeake

Top Chesapeake City County Flight + Hotel Deals

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

LABH INC

2.5 out of 5
Price was £1,232, price is now £1,104 per person
£1,104
per person
26 Aug - 2 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Norfolk (ORF)
4/10 (7 reviews)

The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
West Freemason
Price was £1,916, price is now £1,628 per person
£1,628
per person
26 Aug - 2 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Norfolk (ORF)
10/10 Exceptional! (109 reviews)
The staff was extremely helpful and the room was incredibly lovely. Would definitely recommend and stay back in this hotel anytime.

Reviewed on 6 Jun 2026

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

2.5 out of 5
Price was £1,435, price is now £1,258 per person
£1,258
per person
26 Aug - 2 Sept
found 17 hours ago
Return direct flight included
London (LHR) 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 Jul 2026

La Quinta Inn & Suites by Wyndham Norfolk

La Quinta Inn & Suites by Wyndham Norfolk

3 out of 5
Price was £1,511, price is now £1,342 per person
£1,342
per person
26 Aug - 2 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Norfolk (ORF)
7.8/10 Good! (1,014 reviews)
Easy access and privacy

Reviewed on 8 Jul 2026

Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
Downtown Norfolk
Price was £1,357, price is now £1,230 per person
£1,230
per person
26 Aug - 2 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Norfolk (ORF)
7/10 Good! (1,013 reviews)
Hallway stunk badly rooms were good room service never cleaned our room and we were there for 3 days

Reviewed on 7 Jul 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

Top hotels in Chesapeake City County

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake

2 out of 5
101 Volvo Parkway Chesapeake VA
The price is £122 per night from 15 Jul to 16 Jul
£122
15 Jul - 16 Jul
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 Jul 2026

Hyatt Studios Chesapeake
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is £106 per night from 2 Aug to 3 Aug
£106
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 Jul 2026

Wingate by Wyndham Chesapeake
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
The price is £137 per night from 22 Jul to 23 Jul
£137
22 Jul - 23 Jul
includes taxes & fees
7.8/10 Good! (1,876 reviews)
"Can’t beat the view and that it is a ways away from the boardwalk so not as many people."

Reviewed on 8 Jul 2026

Wyndham Virginia Beach Oceanfront
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chesapeake City County travel package cost?
Browse and book everything in one place with our Chesapeake City County travel packages, which start from only £1,104. Choose the hotels and flights that suit your travel plans. Then, add on a couple of experiences or tours to cap off your unique escape.
If I'm not able to travel, can I cancel my Chesapeake City County travel package?
We get that life doesn't always go according to plan. If you've locked in a Chesapeake City County travel package and have to cancel or change it, we're here to help. We suggest checking out our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Chesapeake City County?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a Chesapeake City County holiday package to save loads of cash. Score even better deals when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the freedom to customize your holiday your own way. We offer more than 550 partner airlines and 1,000,000 hotels throughout the world, so that everyone has an opportunity to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Chesapeake City County holidays?
Expedia has teamed up with online lender Klarna to make your next trip a bit easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying small amounts each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

What are the top hotels in Chesapeake City County?
Chesapeake is one place that most travellers to Chesapeake City County put on their itinerary. For a memorable stay here, have a look at Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel and Red Roof Inn Chesapeake Conference Centre.
How far in advance should I book my Chesapeake City County holiday?
While not all air carriers release ticket prices early, you can normally compare international fares on Expedia up to a year in advance. This is when you can score some fantastic bargains. If you're booking last minute, you may still be in luck. Low prices occasionally emerge a few weeks prior to departure.
What does an Expedia Chesapeake City County travel package include?
Expedia has everything you need to lock in Chesapeake City County trip, but what your package looks like is your choice. Select from a combination of rental cars, hotels and flights. In search of some experiences or tours to keep you on the move? Once you've made your booking, you can add them too. Whatever your style or budget, there's a travel package to match your needs.
What should I know before booking a Chesapeake City County travel package?
You can save big by combining your airfares, hotels and rental cars. Once you've made your booking, add on fun stuff like tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Chesapeake City County Expedia travel package?
Most definitely. Expedia has more than 550 partner airlines to pick from across the world. With all that choice, finding the perfect carrier to take you to Chesapeake City County will be a cinch.

Stay near popular Chesapeake City County attractions

A CVS store with a large archway and a red star logo.

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.
See properties

What to do in Chesapeake City County

View of the water and the Spirit of Norfolk Dinner Cruise ship

City Cruises Norfolk: Signature Dinner Cruise

£63
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

£32
per adult
100% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
View of Spirit of Norfolk

City Cruises Norfolk: Signature Brunch Cruise

£65
per adult
88% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
See all activities in Chesapeake City County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.