Eastern Kentucky Holidays

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Your Eastern Kentucky Holiday

When you're ready for your next epic adventure, our Eastern Kentucky holiday packages are the answer. If you're making your way to Middlesboro, walking trails and culture are among the many things that make this city truly special. Your trip to Eastern Kentucky wouldn't be complete without spending some time in its leading cities, starting with London. Some of the most popular attractions here include Wood Creek Lake and London Dragway. Corbin is another favourite with Eastern Kentucky travellers. Visitors to this exciting destination enjoy The Arena at SE KY Agricultural and Expo Complex and Corbin Municipal Golf Course. From the instant you book your Eastern Kentucky holiday to the second you come back home, Expedia has your back each step of the way.

Eastern Kentucky Holiday Packages

Untamed wilderness unfurls throughout this easterly region, where you’ll find thundering waterfalls, mountain trails and tranquil forest retreats.

Experience some of Kentucky’s most stunning landscapes in the wild region of Eastern Kentucky. With Appalachian peaks and lush valleys carved by wild rivers, you’ll find magnificent scenery in Kentucky’s great outdoors. Visit quaint towns and learn about the rich tradition of arts, crafts and country music in the cosy townships. See the breathtaking works of nature in national forests, state parks and the Kentucky Appalachians.

The Appalachians stretch across Kentucky’s northeastern border. Explore this mountainous region’s beautiful reserves via a network of trails suitable for hiking, RV driving and horseback riding. Check out Broke Leg Falls or the serene beauty of the Red River Gorge. Go fishing or boating on the pretty lakes or tour the intriguing geological formations at Carters Caves State Resort Park.

The Highlands Museum and Discovery Centre and the Kentucky Folk Arts Centre present an insight into regional arts, history and crafts. Appalachian music is honored at the US 23 Country Music Highway Museum, as well as numerous festivals held throughout the region.

Further south, you’ll find nature’s splendour in Daniel Boone Country and the Cumberland Falls State Park. Kayak along the river or camp with a riverside vista. Don’t miss the intriguing phenomenon that appears on moonlit nights at Cumberland Falls, a beautiful cascade known as the Niagara of the South. You can also go rock climbing at Torrent Falls or explore the thrilling trails at the Black Mountain Off-Road Adventure Park. Charming Renfro Valley is the home of the “Grand Ole Opry of Kentucky” and numerous country music, comedy and entertainment events. Learn about the historic expedition through the Cumberland Gap in 1750 at the preserved cabin of the trip’s leader, Dr. Thomas Walker.

Reach the breathtaking landscapes of Eastern Kentucky by flying into Lexington’s Bluegrass Airport, which is situated within a few hours’ drive of many Eastern Kentucky attractions. Interstate highways stretch across the region’s northerly and westerly borders from Lexington.

Whether you camp out or stay in a cabin or cosy motel room, you’ll feel revitalized after a visit to Eastern Kentucky.

Eastern Kentucky Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tri-State Airport (HTS)

Top hotels in Eastern Kentucky

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 £81 per night from 19 Apr to 20 Apr
£81
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
We really enjoyed our stay. Was traveling from Ohio to TN due to a death in the family, pulled in at 2am, warm welcome, nice clean room, spacious. Beds were comfortable!

Reviewed on 19 Mar 2026

Country Inn & Suites by Radisson, London, KY
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 £51 per night from 13 Apr to 14 Apr
£51
13 Apr - 14 Apr
includes taxes & fees
8.6/10 Excellent! (1,173 reviews)
Clean room and lobby. Breakfast wasn’t the best.

Reviewed on 23 Mar 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
8.6/10 Excellent! (1,826 reviews)
What a great staff Very clean, friendly hotel Def will stay again

Reviewed on 21 Mar 2026

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Natural Bridge State Resort Park
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Popular places to visit

McHargue's Mill at Levi Jackson State Park with filtered Applied

Levi Jackson Wilderness Road State Park

You can take time to visit Levi Jackson Wilderness Road State Park during your travels to London. While in this trendy area, you can savour the top-notch restaurants.

Levi Jackson Wilderness Road State Park

Loretta Lynn's Birthplace - Butcher Hollow

You can learn about the history of Van Lear with a visit to 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 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. Flight-inclusive packages are ATOL protected.