Eastern Kentucky Vacations

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Eastern Kentucky Vacation Packages

Eastern Kentucky Hotel Deals

Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road, Slade, KY
8.4/10 Very Good! (1,644 reviews)
"We were so impressed with the whole experience"

Reviewed on Jul 29, 2025

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Natural Bridge State Resort Park
Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,014 reviews)
"The area around the lodge is beautiful. The lodge is older and musty smelling but overall nice. Most of the staff was wonderful but a few were a little surly."

Reviewed on Jul 23, 2025

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Cumberland Falls State Resort Park
Country Inn & Suites by Radisson, London, KY

Country Inn & Suites by Radisson, London, KY

2.5 out of 5
2035 Highway 192 West, London, KY
Fully refundable
The price is ￥16,735 per night from Aug 15 to Aug 16
￥16,735
￥18,449 total
Aug 15 - Aug 16
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"I think we were given a room upgrade which was fantastic."

Reviewed on Jul 13, 2025

Country Inn & Suites by Radisson, London, KY
See all 748 properties in Eastern Kentucky
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.

Discover the most popular places to visit in Eastern Kentucky

Cumberland Falls

Cumberland Falls

Gaze in awe at Kentucky’s own Niagara of the South, where a stunning cascade creates a unique natural phenomenon on brightly moonlit nights.

Cumberland Falls

Frequently asked questions

How much does an Eastern Kentucky vacation package cost?
Browse and book everything in one place with our Eastern Kentucky vacation packages, which start from just . Choose the flights and hotels that match your travel style. Then, add on a couple of tours or experiences for an unforgettable getaway.
How do I get a cheap travel package to Eastern Kentucky?
Browse and lock in everything all in one place with our Eastern Kentucky vacation packages. We have incredible bargains on hotels, flights, tours and more that'll keep your pocket happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 hotel options around the world to choose from, you have countless opportunities to mix and match all you want.
Where should I stay in Eastern Kentucky?
Prestonsburg is at the top of the list on many Eastern Kentucky must-see lists. U.S. 23 Country Music Highway Museum might have something to do with it.
What are the top hotels in Eastern Kentucky?
Cliffview Resort and Cabin - Wifi And Waterfront - Cozy Creek know how to make their guests feel welcome in Rogers. If you also plan to get to Campton, check out Cabin - Wifi And Waterfront - Cozy Creek and Cabin - Wifi And Pet - Friendly - Eclectic Hillside. Both are popular with travelers.
How far in advance should I book my Eastern Kentucky vacation?
While not all airlines release ticket prices early, you can normally start comparing international airfares on Expedia up to a year in advance. This is the time you'll nab some incredible bargains. If you've left things to the last minute, you might still get lucky. Low prices occasionally appear a few weeks prior to departure.
What does an Expedia Eastern Kentucky travel package include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings grow. When it comes to crafting your Eastern Kentucky escape, you're in charge!
What should I know before booking an Eastern Kentucky travel package?
You'll land great savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together makes trip planning much easier. So why waste your money or time? Whether you're putting together a ritzy city getaway or a low-cost family road trip, explore our package deals today.
Can I choose my airline with an Eastern Kentucky Expedia vacation package?
With a vacation package, you're the boss. Whether you want to fly to Eastern Kentucky in coach or first class, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Eastern Kentucky vacation package?
You can. We realize life doesn't always go to plan, so we're here to help if you have to make changes to your Eastern Kentucky vacation package. It may be possible to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.