Chesapeake Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Chesapeake

DoubleTree by Hilton Huntington
DoubleTree by Hilton Huntington
4 out of 5
1001 3rd Avenue, Huntington, WV
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 5 Dec to 6 Dec
S$156
includes taxes & fees
5 Dec - 6 Dec
8.6/10 Excellent! (1,000 reviews)
"enjoyable stay."

Reviewed on 15 Nov,2024

DoubleTree by Hilton Huntington
Fairfield Inn & Suites By Marriott Ashland
Fairfield Inn & Suites By Marriott Ashland
2.5 out of 5
10945 Route 60, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$120 per night from 8 Dec to 9 Dec
S$120
includes taxes & fees
8 Dec - 9 Dec
8.2/10 Very Good! (600 reviews)
"The staff was extremely welcoming and made check in quick and easy. I highly recommend this hotel."

Reviewed on 10 Nov,2024

Fairfield Inn & Suites By Marriott Ashland
Fairfield Inn & Suites by Marriott Huntington
Fairfield Inn & Suites by Marriott Huntington
2.5 out of 5
536 Kinetic Drive, Huntington, WV
Fully refundableReserve now, pay when you stay
The price is S$166 per night from 6 Dec to 7 Dec
S$166
includes taxes & fees
6 Dec - 7 Dec
9/10 Wonderful! (855 reviews)
"OVERALL IT WAS GREAT"

Reviewed on 25 Nov,2024

Fairfield Inn & Suites by Marriott Huntington
See all 123 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.

Frequently asked questions

How much does a Chesapeake holiday package cost?
Custom make your Chesapeake holiday package from a low . Choose from any combination of flights, hotels and rental cars to pull together the getaway you’ve long been dreaming about. Remember to add on a few experiences or activities!
How do I get a cheap travel package to Chesapeake?
Our Chesapeake holiday packages mean plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and tours into a convenient package. But low prices are just the beginning of your next unforgettable adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 hotels throughout the world to choose from. Whatever your budget, there’s a package with your name on it.
Where should I stay in Chesapeake?
With loads to discover in Chesapeake, it’d be handy for you to stay near its attractions. Huntington Museum of Art, Keith Albee Theatre and Marshall University are some fascinating ones to put on your to-do list.
How far in advance should I book my Chesapeake holiday?
It can be tricky to know exactly when is the ideal time to book your Chesapeake holiday. But generally the earlier you book, the more affordable the prices. In some cases, you can reserve your flights and hotels up to 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to panic! There are unbeatable deals advertised on Expedia every single day.
What does an Expedia Chesapeake travel package include?
Much of that depends on you. You can pick from a variety of Chesapeake bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Whatever your Chesapeake holiday looks like, you’re sure to save!
What should I know before booking a Chesapeake travel package?
Design deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You’ll save precious cash just by bundling your bookings. Whether you’re heading away on a ski adventure or getting some sun on a warm beach, your dream getaway is only clicks away.
Can I choose my airline with a Chesapeake Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you certainly can. Just choose your preferred air carrier and craft your ideal Chesapeake trip.
If I'm not able to travel, can I cancel my Chesapeake holiday package?
It is possible to cancel your Chesapeake booking if your plans have changed. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.