Search Deals onPrestonsburg Vacation Packages
Prestonsburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
GuestHouse Lexington
Price was $954, price is now $844 per person
$844
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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 Kroger Field and Red Mile Racetrack are located nearby.
Nice clean place for the money
Reviewed on Jul 6, 2026
DoubleTree Suites by Hilton Hotel Lexington
Price was $1,401, price is now $1,147 per person
$1,147
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Lexington Ice Center are located nearby.
Room size
Reviewed on Jul 8, 2026
Origin Lexington a Wyndham Hotel
Price was $1,229, price is now $1,017 per person
$1,017
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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 Red Mile Racetrack and Cinemark Fayette Mall are located nearby.
The room was fine but there was no hand soap and the refrigerator didn't work.
Reviewed on Jul 7, 2026
The Sire Hotel Lexington, Tapestry Collection by Hilton
Price was $1,616, price is now $1,341 per person
$1,341
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Red Mile Racetrack are located nearby.
It would be helpful to put a microwave in the room like MANY other hotels have
Reviewed on Jul 5, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
Price was $1,471, price is now $1,252 per person
$1,252
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Lexington (LEX)
Book a stay at this luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Kentucky Horse Park are located nearby.
The property was wonderful. Just wish the weather would’ve been nicer to enjoy the outdoor pool.
Reviewed on Jul 7, 2026
21c Museum Hotel Lexington
Price was $1,181, price is now $1,027 per person
$1,027
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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 Red Mile Racetrack are located nearby.
It’s in a historical landmark building so I get that it’s old. But the tile floors were pretty dingy looking. The corners in the rooms seemed to be overlooked when cleaned. Very convenient location to bars and restaurants. Staff was great.
Reviewed on Jun 25, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Price was $1,019, price is now $899 per person
$899
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Just what we needed, clean, comfortable & conveniently located. Nice breakfast too
Reviewed on Jul 8, 2026
Montgomery Inn BnB
Price was $1,081, price is now $956 per person
$956
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Perfect
Reviewed on Jul 6, 2026
Prestonsburg Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Prestonsburg Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
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