Search Deals onPikeville Vacation Packages
Pikeville Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

GuestHouse Lexington
Price was $697, price is now $628 per person
$628
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
Rooms had severe cleanliness issues. Hair and unidentifiable crumbs in bed, requested either new bedding or a room change. Staff was friendly and allowed me to switch rooms. New room had even more cleanliness issues.
Suspicious white smears across multiple surfaces, something that had been smeared on the wall long enough that it had begun to mold, hair on the pillowcases and clean towels. Stains on most soft furniture, chips and dents on most hard furniture.
Both rooms had small safes in the closets, but the batteries hadn't been changed in either of them so they were non-functional. First room I was in had one of those doors that allow for adjoining rooms. The door had been left unlocked when I first entered the room, which means that whoever was on the other side would have been able to enter my room if I hadn't noticed. Mold growing in AC unit.
If my schedule would have allowed it, I would have asked for a refund and gone somewhere else. Most disgusting room I've personally ever stayed in.
Reviewed on Aug 17, 2026

Hyatt Regency Lexington
Price was $1,113, price is now $864 per person
$864
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
The parking is an issue. There is no reason why the hotel can't provide
a security guard as I've been actually chased by a homeless person and
had to get help. The $12 dollar fee is also a problem with paying as the
machine has been broken many times. Breakfast was not good, food
not hot and waitress could barely take an order. She said "well, it was
on the ticket." Maybe she should have gotten the order correct before she
brought it to the table. This is just being lazy.
Reviewed on Aug 17, 2026

21c Museum Hotel Lexington
Price was $792, price is now $651 per person
$651
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
There was issues with the air conditioner.... the room was very warm and the air conditioner turned off in the middle of the night.
Reviewed on Aug 15, 2026

Elwood Hotel & Suites
Price was $1,477, price is now $1,221 per person
$1,221
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.

The Campbell House Lexington, Curio Collection by Hilton
Price was $1,317, price is now $1,095 per person
$1,095
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.
The entire property had a wonderful Kentucky feeling to it.
Reviewed on Aug 17, 2026

Origin Lexington a Wyndham Hotel
Price was $1,430, price is now $1,241 per person
$1,241
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.
Very good place to say..
Reviewed on Aug 16, 2026

Capital Plaza Hotel
Price was $801, price is now $717 per person
$717
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
Place was under construction. Areas were dark and creepy. Our room was dingy an old. "Queen beds" were more like twin beds. Staff was nice.
Reviewed on Aug 16, 2026

Montgomery Inn BnB
Price was $812, price is now $729 per person
$729
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
Stay at this B&B in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are located nearby.
The host was very friendly and Sadie (dog) was adorable
Reviewed on Jul 30, 2026
Pikeville Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Pikeville Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 6 - Sat, Oct 10
SAN
San Diego Intl.
LEX
Blue Grass
$271 Roundtrip, found 21 hours ago
$271
Roundtrip
found 21 hours ago

Tue, Oct 13 - Mon, Oct 19
IAH
George Bush Intercontinental
LEX
Blue Grass
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago

Tue, Nov 17 - Sat, Nov 21
LAX
Los Angeles Intl.
LEX
Blue Grass
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago

Tue, Oct 6 - Mon, Nov 2
SEA
Seattle - Tacoma Intl.
LEX
Blue Grass
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations



