Chesapeake Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Chesapeake Holiday

Food, history, entertainment and more … There's so much to discover with a Chesapeake holiday package. And with the ability to customise your city break, it's guaranteed to be one that's tough to forget. Cabin Creek Quilts is one of the famous attractions to put on your to-do list during a trip to Chesapeake. Your ultimate Chesapeake holiday is a couple of clicks away. Browse flights, accommodation and more on Expedia for an adventure that's tailored to suit your travel style.

Chesapeake Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Yeager Airport (CRW)
Population
1,500
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
West Virginia State Museum, Kanawha State Forest and Charleston Stage Company

Top hotels in Chesapeake

Embassy Suites Charleston

Embassy Suites Charleston

3.5 out of 5
300 Court St Charleston WV
Fully refundableReserve now, pay when you stay
The price is £89 per night from 22 Nov to 23 Nov
£89
22 Nov - 23 Nov
includes taxes & fees
8.2/10 Very good! (1,485 reviews)
"Good stay,clean,parking sucked"

Reviewed on 30 Oct 2026

Embassy Suites Charleston
Charleston Marriott Town Center

Charleston Marriott Town Center

3.5 out of 5
200 Lee St E Charleston WV
Fully refundableReserve now, pay when you stay
The price is £73 per night from 8 Nov to 9 Nov
£73
8 Nov - 9 Nov
includes taxes & fees
8/10 Very good! (1,003 reviews)
"It's ok. Parking is easy and nearby. Staff are friendly. Balcony doors aren't able to be opened to breath the fresh mountain air. It's just ok."

Reviewed on 30 Oct 2026

Charleston Marriott Town Center
Holiday Inn Express Charleston-Civic Center by IHG

Holiday Inn Express Charleston-Civic Center by IHG

2.5 out of 5
100 Civic Center Drive Charleston WV
Fully refundable
The price is £87 per night from 29 Nov to 30 Nov
£87
29 Nov - 30 Nov
includes taxes & fees
Holiday Inn Express Charleston-Civic Center by IHG
See all 149 properties in Chesapeake
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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chesapeake travel package cost?
Perhaps much less than you think — from only , as a matter of fact! By combining hotels, flights and car rentals into a custom-made travel package, your getaway to Chesapeake is just a few clicks away.
If I'm not able to travel, can I cancel my Chesapeake travel package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Chesapeake travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Chesapeake?
Track down flights that fit your busy schedule, add a hotel to your booking and watch the savings rack up with a Chesapeake travel package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 partner airlines and 1,000,000 hotels around the globe to select from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Chesapeake holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply select the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip across multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment option. Put down a small deposit on your booking and then start packing your bags.

What are the top hotels in Chesapeake?
Book a room at Holiday Inn Express Civic Centre, an IHG Hotel. It's one of this area's most in-demand hotels. Another great option in Chesapeake is Wyndham Garden Cross Lanes Charleston.
How far in advance should I book my Chesapeake holiday?
While not all air carriers release tickets early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is when you'll bag some incredible deals. If you're booking last minute, there's a chance you could get lucky. Sometimes the cheapest prices appear just weeks prior to departure.
What does an Expedia Chesapeake travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're venturing to Chesapeake with the whole family or travelling with your friends, there's a bundle to fit your style and budget. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Chesapeake travel package?
You'll score amazing savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place makes trip planning easier. So why waste your time or money? Whether you're putting together a luxury romantic escape or an affordable family break, have a look at our package deals today.
Can I choose my airline with a Chesapeake Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners throughout the world, so you have loads of choice when arranging your Chesapeake trip.

* 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.