Eastern Kentucky Vacation Packages

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Photo by www.kentuckytourism.com

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Your Eastern Kentucky Vacation

Lock in one of our vacation packages to Eastern Kentucky and go wherever your adventurous soul takes you. Walking trails and culture are just a couple of the things you can look forward to in this vibrant destination. London, Williamsburg and Pikeville are a few of the top cities here. Make sure your trip to Eastern Kentucky includes a stay in one or all of them. Start packing your bags, because your Eastern Kentucky vacation is just clicks away with Expedia.

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Eastern Kentucky Hotel Deals

Country Inn & Suites by Radisson, London, KY

Country Inn & Suites by Radisson, London, KY

2035 Highway 192 West London KY
Fully refundable
CA $106
CA $116 total
Sep 13 - Sep 14
includes taxes & fees
Country Inn & Suites by Radisson, London, KY
Natural Bridge State Resort Park

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY
CA $132
CA $146 total
Sep 13 - Sep 14
includes taxes & fees
8.6/10 Excellent! (2,028 reviews)
"It was a perfect location for trails and the gorge underground. Safe and clean with a restaurant on site. Many things to do. However, for the price I think a few upgrades to the room would have been beneficial. The air was a bit stuffy. The bathroom was completely outdated with rust. The air vents ..."

Reviewed on Sep 2, 2026

Natural Bridge State Resort Park
The Landmark Hotel

The Landmark Hotel

190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
CA $123
CA $141 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Good cool room and staff was nice."

Reviewed on Sep 1, 2026

The Landmark Hotel
See all 871 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.
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Stay near popular Eastern Kentucky attractions

A forest with autumn foliage, a rocky outcrop, and a cloudy sky.

Red River Gorge

9.6/10 (460 reviews)
Commune with nature and explore the great outdoors at Red River Gorge during your travels in Wellington. Amble around this relaxing area's riverfront, or seek out the hiking trails.
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A waterfall with two kayakers in red kayaks.
Photo by www.kentuckytourism.com

Cumberland Falls

9.6/10 (642 reviews)
Gaze in awe at Kentucky’s own Niagara of the South, where a stunning cascade creates a unique natural phenomenon on brightly moonlit nights.
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University of the Cumberlands

8.8/10 (61 reviews)
Enjoy the collegiate vibe at University of the Cumberlands as part of your travels around Williamsburg. Discover the restaurants and museums in this family-friendly area.
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Kentucky Splash Water Park

7.6/10 (59 reviews)
Bring the family to Kentucky Splash Water Park and have a fun-filled day at this amusement park in Williamsburg. While in this family-friendly area, you can savor the top-notch restaurants.
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Loretta Lynn's Birthplace - Butcher Hollow

8.6/10 (56 reviews)
You can learn about the history of Van Lear when you stop by Loretta Lynn's Birthplace - Butcher Hollow. Stroll along the riverfront or discover the area's mountain views.
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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.

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