Estill County Vacations & Trips from $543
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Your Estill County Vacation
From start to finish, everything is taken care of when you choose an Estill County vacation package. So whether you're coming to experience its culture, or any of its other highlights, planning your break is easy. Not sure where your first stop should be? Irvine is one of the most popular cities to visit during a trip to Estill County. Find some travel buddies and start packing, because your Estill County vacation is only a few clicks away with Expedia.
The Latest Estill County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington
Downtown Lexington
Price was $725, price is now $543 per person
$543
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Lexington (LEX)
8.8/10 Excellent! (1,001 reviews)
Really nice remodel of an old bank building, large modern room, nice art gallery
Reviewed on Sep 30, 2025
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
Price was $745, price is now $545 per person
$545
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Lexington (LEX)
9.4/10 Exceptional! (824 reviews)
Nice-looking, comfortable room in a handsome historic building
Reviewed on Sep 23, 2025
Sleeps 5-6 Near RRG-Hot Tub-Nice Sunrise-Quiet
Price was $853, price is now $671 per person
$671
per person
Nov 6 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9.8/10 Exceptional! (14 reviews)
This property is absolutely what we needed. Modern design, all the comfort of home, and the best host we have ever met. See what Dennis is building around there. He's a skilled builder. He's also available for your questions, concerns. We will be coming back to this beautiful slice of Appalachia.
Reviewed on Aug 24, 2025
Home2 Suites by Hilton Lexington University / Medical Center
Zandale
Price was $830, price is now $658 per person
$658
per person
Nov 6 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (999 reviews)
Served its purpose for me while attending a Kentucky football game. Clean room. I would definitely stay again if I'm ever in Lexington
Reviewed on Sep 8, 2025
Newly Listed-Private 25-Acre Escape Near Red River Gorge
Price was $1,181, price is now $948 per person
$948
per person
Nov 6 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
10/10 Exceptional! (4 reviews)
The property held up in while it was in the high 90s but my senior dog was super comfortable. Definitely a beautiful sight to have a nice chill getaway.
Reviewed on Aug 6, 2025
Estill County Hotel Deals
Oak Tree Inn
1075 Richmond Rd, Irvine, KY
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from Oct 1 to Oct 2
$87 total
Oct 1 - Oct 2
Total with taxes and fees
7/10 Good! (2 reviews)
Nice little place to stay
"Needs little upgrading. But nice little place just sleep over at a affordable price. Very friendly people that run it. They will give you all you need every time you ask."
Reviewed on Jul 31, 2025
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive, Lexington, KY
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $106 total per night from Oct 5 to Oct 6
$106 total
Oct 5 - Oct 6
Total with taxes and fees
8.6/10 Excellent! (1,205 reviews)
Highly recommend
"Very clean and comfortable stay. We had the one bedroom that had 2 queen beds and an extra room with sofa and kitchen which was amazing and felt very spacious. Only stayed one night but would definitely stay again. It had a nice breakfast. 35 minute drive to Buffalo Trace distillery."
Reviewed on Sep 23, 2025
Natural Bridge State Resort Park
2135 Natural Bridge Road, Slade, KY
$136 nightly
The price is $150 total per night from Oct 26 to Oct 27
$150 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,710 reviews)
Beautiful park
"Our room was very comfortable and spacious. The balcony was lovely. The breakfast buffet was ok, but somewhat limited in options. The pool wasn’t open, understandably, but the walk from the lodge would have been daunting. Many many steps."
Reviewed on Sep 25, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
