Search Deals onPrestonsburg Vacation Packages
Prestonsburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Tru by Hilton Richmond
Price was $470, price is now $447 per person
$447
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Centre Mall and Cinemark At Richmond Centre are located nearby.
Awesome staff.
Reviewed on Aug 26, 2026
Holiday Inn Express Lexington - Horse Park Area by IHG
Price was $651, price is now $596 per person
$596
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kentucky Horse Park and Rupp Arena are located nearby.
Hyatt Regency Lexington
Price was $1,000, price is now $939 per person
$939
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Peter at the concierge was very helpful in informing us of local eatery. Loved your location to many local attractions.
Reviewed on Aug 27, 2026
Hotel Lex and Conference Center, Trademark Collection
Price was $1,027, price is now $950 per person
$950
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 helpful staff and the clean rooms in our reviews. Popular attractions Lexington Sporting Club Youth Complex and Boone Station State Historic Site are located nearby.
Hampton Inn I-75 Lexington/Hamburg Area
Price was $1,159, price is now $1,074 per person
$1,074
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
Montgomery Inn BnB
Price was $852, price is now $793 per person
$793
per person
Oct 2 - Oct 4
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Breakfast was delicious. Loved the pet dog
Reviewed on Aug 24, 2026
Home2 Suites by Hilton Lexington University / Medical Center
Price was $967, price is now $907 per person
$907
per person
Oct 2 - Oct 4
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
Book a stay at this 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 Kroger Field and Rupp Arena are located nearby.
Room was clean. Easy quick check in. Loved the large fridge with freezer
Reviewed on Aug 28, 2026
Baymont by Wyndham Georgetown/Lexington North
Price was $870, price is now $819 per person
$819
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to Lexington (LEX)
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
The pool is as always amazing
Reviewed on Aug 27, 2026
Prestonsburg Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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