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
Chesapeake
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
Wyndham Virginia Beach Oceanfront
5700 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
£87
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (2,019 reviews)
"Property is older but my room was clean and my stay was pleasant"
Reviewed on 23 Aug 2026
Ocean Resort
Atlantic Avenue,2417 Virginia Beach VA
Fully refundableReserve now, pay when you stay
£80
22 Sept - 23 Sept
includes taxes & fees
7.8/10 Good! (1,711 reviews)
"Staff was very helpful and courteous was very accommodating. I ended up extending my stay and they were very helpful and helping me with the extension and giving me a separate room."
Reviewed on 22 Aug 2026
Crowne Plaza Virginia Beach Town Center by IHG
4453 Bonney Rd Virginia Beach VA
Fully refundable
£80
7 Sept - 8 Sept
includes taxes & fees
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 travel package cost?
Browse and book everything in one place with our Chesapeake City County travel packages, which start from only . 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
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.
Chesapeake Square Mall
8.2/10 (429 reviews)
You can search for that perfect souvenir at Chesapeake Square Mall during your visit to Chesapeake. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.
Chesapeake Conference Center
7.8/10 (169 reviews)
After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theatre scene.
Chesapeake City Park
8.2/10 (180 reviews)
Chesapeake City Park is just one of the places to see in Chesapeake, so why not enjoy the other things to explore during your travels? Stroll along the area's beautiful beaches or experience its acclaimed theatre scene.
Lake Drummond
7.8/10 (12 reviews)
Commune with nature and explore the great outdoors at Lake Drummond during your travels in Chesapeake. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.
Photo by Kaylee Spinhirn
Oak Grove Lake Park
7.6/10 (39 reviews)
After visiting Oak Grove Lake Park, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music or attend a sporting event.
Chesapeake Arboretum
7.6/10 (76 reviews)
Enjoy an outing to Chesapeake Arboretum during your stay in Chesapeake. Amble around the area's beautiful beaches or attend a sporting event.
Dismal Swamp Canal
Dismal Swamp Canal is just one of the places to see in Chesapeake, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the cafes.
What to do in Chesapeake City County
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
£32
per adult
100% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
£77
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
£73
per adult
88% of travellers recommend
* 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.
