Eastern Kentucky Holidays

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Your Eastern Kentucky Holiday

Lock in one of our holiday 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 holiday is just clicks away with Expedia.

Eastern Kentucky Holiday

Eastern Kentucky Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tri-State Airport (HTS)
Top Sights
Natural Bridge State Park, Cumberland Falls and Red River Gorge Geological Area

Our pick of the best 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! (1,719 reviews)
"I booked a room last minute after the hike up to natural bridge . I ended up booking one of their cottages as it was all that was available. It was cute, quiet... lots of spiders. I found them just about everywhere. I ordered food and a bottle of wine at the lodge and took it to my cottage with me. ..."

Reviewed on 4 Oct 2025

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Natural Bridge State Resort Park
The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 12 Oct to 13 Oct
AU$154
12 Oct - 13 Oct
includes taxes & fees
8.4/10 Very Good! (954 reviews)
"Unbelievably friendly and welcoming staff. Clean rooms. Decent rates."

Reviewed on 3 Oct 2025

The Landmark Hotel
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
8.2/10 Very Good! (1,005 reviews)
"Wish they would have more handicap Room there are a lot more or us"

Reviewed on 4 Oct 2025

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Cumberland Falls State Resort Park
See all 784 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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Frequently asked questions

Can I cancel my flight booking to Eastern Kentucky due to COVID-19?
Our convenient Customer Service Portal is where you can get information about cancelling your Eastern Kentucky flight due to COVID-19. Before purchasing your tickets, it's smart to check the terms and conditions of your airfare too.
What's the best way to find cheap flights to Eastern Kentucky that have flexible change policies?
By using our clever "No change fee" filter, that's how. Simply type in your origin, destination and dates, click the "Search" button, then click the checkbox below the "Flexible change policies" heading (it's on the left). Expedia makes it a cinch to find low-cost, flexible tickets to Eastern Kentucky.
What are some of the general tips for travellers to Eastern Kentucky during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 outbreak, you'll no doubt notice a few more rules and restrictions in place. Follow these tips and make your getaway to Eastern Kentucky a smooth one:
  • Investigate if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any requirements you'll have to follow on arrival, such as testing and quarantining.
  • Requirements state that you must wear a face mask throughout your travel experience, including at screening checkpoints. Be prepared to adjust your mask for ID purposes when asked.
  • Instead of handing a TSA employee your boarding pass, position it directly on the scanner yourself. Then, hold it up for inspection.
  • One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll need to remove it from your bag for X-ray scanning.
  • Put any personal items (e.g, wallet, keys and phone) in your carry-on instead of a bin to minimize handling during the screening process.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on means it's less likely a TSA employee will need to touch and open your bag for inspection.

Which airlines fly to Eastern Kentucky?
American Airlines offers flights into or near Eastern Kentucky, including 91 that land at Tri-State Airport (HTS) each month. Choose your travel dates and then lock in your seat early for the best price.
How can I find cheap tickets to Eastern Kentucky?
One of the best ways to get a hold of cheap tickets to Eastern Kentucky is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. You'll see the cheapest prices for nearby days. The best price for a flight to Eastern Kentucky in the last seven days was . Booking well in advance will usually help you pick up an even bigger bargain.
How much is a flight to Eastern Kentucky?
There were lots of bargain fares up for grabs in the last seven days, with the cost of a return ticket to Eastern Kentucky varying between and . Many lucky travellers scored one-way seats from () for just .
What are the most popular airports to fly into in Eastern Kentucky?
Eastern Kentucky's main entryway is Tri-State Airport (HTS). Get your next thrilling adventure underway by securing a fare on one of the 173 flights a month to this destination.
When is the cheapest time to fly to Eastern Kentucky?
If you're not set on your travel dates to Eastern Kentucky, try to fly out early in the week. The most affordable day to take off is usually Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with many people opting to fly on the weekend.
How much is a plane ticket to Eastern Kentucky?
In the last seven days, tickets to Eastern Kentucky varied between and . Prices generally depend on the time of departure, cabin class, airline and when you make your booking.
Which airlines with flights to Eastern Kentucky employ COVID-19 cleanliness policies?
As borders reopen and people start flying again, many airlines have implemented measures like social distancing to help reduce the spread of COVID-19. Below are a couple of excellent examples:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Allegiant Air - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.