Eastern Kentucky Vacation Packages

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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

Baymont by Wyndham London KY

Baymont by Wyndham London KY

2.5 out of 5
2075 Hwy 192 London KY
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Mar 8 to Mar 9
CA $73
CA $81 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (1,140 reviews)
It was a very clean room and an extremely comfortable bed. Some areas of the hotel are a little dated but not shabby. Since the floors are laminate and being that it is winter, a rug in the room would have stopped some water puddles that we had from our shoes.

Reviewed on Feb 2, 2026

Baymont by Wyndham London KY
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,800 reviews)
Great setting and very convenient to everything.

Reviewed on Feb 6, 2026

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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 CA $122 per night from Feb 9 to Feb 10
CA $122
CA $139 total
Feb 9 - Feb 10
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Everything was great during my stay and I will definitely be back!

Reviewed on Jan 19, 2026

The Landmark Hotel
See all 828 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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Discover the most popular places to visit in Eastern Kentucky

Lookout Point - Red River Gorge - Natural Bridge State Resort Park - Stanton, Kentucky

Red River Gorge

Explore the great outdoors at Red River Gorge, a popular spot to commune with nature in Wellington. Amble around this relaxing area's riverfront, or seek out the hiking trails.

Red River Gorge

Loretta Lynn's Birthplace - Butcher Hollow

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.

Loretta Lynn's Birthplace - Butcher Hollow

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 canceling 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 travelers to Eastern Kentucky during the COVID-19 outbreak?
If it's your first time traveling 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 travelers 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.