Chesapeake Vacations from $469
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
The Latest Chesapeake vacation packages
Price found within the past 48 hours. Click for updated prices.
Log Cabin in the Field
$469
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Huntington (HTS)
9.4/10 Exceptional! (172 reviews)
The room was very clean and cozy. Totally enjoyed the swing on the front porch. A little disappointed the use of the hot tub was unavailable to our room. Overall though it was a relaxing time.
Reviewed on Jul 30, 2026
Fairfield Inn & Suites by Marriott Huntington
$548
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Huntington (HTS)
9.2/10 Wonderful! (1,005 reviews)
Everything was great, except the shower was old and looked like it wasn’t fully cleaned.
Reviewed on Sep 29, 2026
Comfort Inn Barboursville near Huntington Mall area
$503
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Huntington (HTS)
8.2/10 Very Good! (831 reviews)
This hotel is in the perfect location when we come to visit our GREAT GRANDDAUGHTER in Barboursville WV. It is close to the Huntington Mall for shopping, movies & so many restaurants to choose from.
The Staff are excellent and so helpful. Especially, Andrew, at the front desk. He's the best! We will continue to stay here every time we come to Barboursville. You can't go wrong
Reviewed on Sep 28, 2026
Chesapeake Hotel Deals
DoubleTree by Hilton Huntington
1001 3rd Avenue Huntington WV
$106 nightly
$120 total
Oct 11 - Oct 12
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
"Great stay!"
Reviewed on Sep 29, 2026
Rodeway Inn
3441 US Route 60 E Barboursville WV
Fully refundable
$67 nightly
$75 total
Oct 21 - Oct 22
Total with taxes and fees
Fairfield Inn & Suites By Marriott Ashland
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$98 nightly
$111 total
Oct 11 - Oct 12
Total with taxes and 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.
Find the Best Chesapeake Vacation Packages
Chesapeake Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tri-State Airport (HTS) |
Population | 730 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
More vacations you might like
Frequently asked questions
How much does a Chesapeake vacation package cost?
Offering excellent value package deals from $469 on Expedia, you'll be thrilled with how little a vacation to Chesapeake costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chesapeake?
You can generally find lower rates and greater availability in November, December and January. Browse our cheap Chesapeake vacation packages and you could get some excellent off-season deals.
How many days is enough for Chesapeake?
The ideal length of your Chesapeake vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to hit all the leading attractions and explore some hidden spots along the way.
How to find the best Chesapeake package deals?
Finding a cheap Chesapeake package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Chesapeake package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chesapeake vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Chesapeake vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Chesapeake?
If you're planning a spontaneous Chesapeake trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Chesapeake vacation packages?
Secure your ideal getaway to Chesapeake with our Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
