Chesapeake Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chesapeake Vacation

Say bye-bye to planning worries and hello to a Chesapeake vacation package. With everything organized before you leave, you can focus on discovering every inch of this city, starting with Burlington, which is good for history, dining and shopping. You'll want to sightsee during your trip to Chesapeake. Make time for big-name attractions such as Huntington Museum of Art, Keith Albee Theatre and Mountain Health Arena. Don't delay your visit to this city any longer. Your perfect Chesapeake vacation is a few quick clicks away with Expedia.

Chesapeake Hotel Deals

BEST WESTERN Huntington Mall Inn
BEST WESTERN Huntington Mall Inn
2.5 out of 5
3441 US Route 60 E, Barboursville, WV
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jun. 9 to Jun. 10
CA $92
CA $103 total
includes taxes & fees
Jun 9 - Jun 10
7.4/10 Good! (1,003 reviews)
"Staff was all very polite and accommodating. Wasn’t the cleanest place but definitely not the worst. Any complaints I had were addressed promptly and satisfactorily. Will stay again next time I’m in town."

Reviewed on May 29, 2024

BEST WESTERN Huntington Mall Inn
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 CA $148 per night from Jun. 20 to Jun. 21
CA $148
CA $167 total
includes taxes & fees
Jun 20 - Jun 21
8.4/10 Very Good! (1,002 reviews)
"Perfect service! Love the warm cookie when we arrived"

Reviewed on May 31, 2024

DoubleTree by Hilton Huntington
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 CA $127 per night from Jun. 23 to Jun. 24
CA $127
CA $144 total
includes taxes & fees
Jun 23 - Jun 24
9/10 Wonderful! (765 reviews)
Great location, clean, quiet, comfy.
"Comfy, clean room. Beautiful view outside in the seating area and a nice gym and breakfast. It was mostly quiet besides the girls nextdoor to us... But kids will be kids! The lady stocking and cleaning the breakfast area was amazingly efficient and friendly. Overall, great stay and loved the view ..."

Reviewed on Jun. 1, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chesapeake vacation package cost?
Custom make your Chesapeake vacation 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 vacation 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 vacation?
It can be tricky to know exactly when is the ideal time to book your Chesapeake vacation. 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 vacation 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 vacation 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 vacation 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.

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.