Search Deals onPaintsville Vacation Packages
Paintsville Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Montgomery Inn BnB
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this 4-star 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.
21c Museum Hotel Lexington
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this 4-star eco-certified 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 The Red Mile Racetrack are located nearby.
Home2 Suites by Hilton Lexington University / Medical Center
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Red Mile Racetrack and Rupp Arena are located nearby.
Hyatt Regency Lexington
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
GuestHouse Lexington
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 The Red Mile Racetrack are located nearby.
The Manchester
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
Hampton Inn Lexington South-Keeneland/Airport
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions The Red Mile Racetrack and Keeneland Racing Course are located nearby.
Paintsville Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Paintsville 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.
Thu, Oct 9 - Sun, Oct 12
DEN
Denver Intl.
LEX
Blue Grass
$309 Roundtrip, found 4 days ago
$309
Roundtrip
found 4 days ago
Wed, Apr 23 - Wed, Apr 30
DFW
Dallas-Fort Worth Intl.
LEX
Blue Grass
$443 Roundtrip, found 1 day ago
$443
Roundtrip
found 1 day ago
Wed, Apr 2 - Fri, Apr 11
SEA
Seattle - Tacoma Intl.
LEX
Blue Grass
$516 Roundtrip, found 1 day ago
$516
Roundtrip
found 1 day ago
Tue, Mar 18 - Sat, Mar 22
DAL
Love Field
LEX
Blue Grass
$593 Roundtrip, found 1 day ago
$593
Roundtrip
found 1 day ago
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