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Book Chesapeake, VA Vacations

Save up to ^ on your trip when booking flight + hotel together

Chesapeake Travel Guide

You'll savor every second in incredible Chesapeake. The travel experts at Orbitz will help you get started by bundling top-value hotels and airfares. One of the simplest ways to save money is to bundle your bookings. You can save up to $369^ by choosing your desired airfares, hotels, experiences and rental cars with us. And that's not all! With 500,000 hotels worldwide and 500 airline partners, you'll have oodles of flexibility to tailor your trip to suit your needs. There are unlimited room types, flight options and awesome experiences to satisfy your wandering spirit. Which ones will you choose?

Where is Chesapeake?

So, you've been told Chesapeake is a fantastic place to visit? Racking your brains trying to remember where it is? Let us point you in the right direction. It's a neighborhood of Norfolk - Virginia Beach. You'll discover it 10 miles south of the downtown area.

Car Rentals in Chesapeake

Adventure is waiting for you, and the best way to find it is with the freedom of your own wheels. See and experience more by checking out car rentals in Chesapeake with the help of Orbitz. Head out of Norfolk International Airport as soon as you arrive by renting a ride from one of the nearby vendors. You don't need to walk far to find Alamo Rent A Car and National Car Rental. Renting a car in Chesapeake means going out to one of the surrounding suburbs. Journey to Portsmouth, home to Enterprise at 1220 High Street.

Where to stay in Chesapeake – Hotel Accommodation

Impatient to kick off your vacation? Organize your accommodations now! Orbitz has at least 24 hotels in Chesapeake. Don't want to spend hours planning where to stay? Let us simplify things! Our top accommodations here are the Homewood Suites by Hilton Chesapeake - Greenbrier and Staybridge Suites Chesapeake.

Nearest Airports to Chesapeake

After being stuck in a cramped seat for hours, you'll be glad to hop off the plane and stretch your legs at Norfolk International Airport (ORF). Located 10 miles northeast of Chesapeake, this is the main arrival point for those traveling by air.

Popular Places to Visit Near Chesapeake

Portsmouth is an interesting place to visit while you are in Chesapeake. It is about 9 miles away.

No Cancellation Fees

Whether you've had a rethink or your plans have gone awry for a different reason, we won't demand a fee if you need to cancel or revise your booking.^ As we can't say the same for your airline or hotel, it might pay to check with them as soon as you're able to.

Top rated hotels for your Chesapeake vacation

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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.

Top things to do in Chesapeake

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