Search Deals onPrestonsburg Vacation Packages
Prestonsburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Georgetown/Lexington North
Price was $572, price is now $506 per person
$506
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Origin Lexington a Wyndham Hotel
Price was $1,007, price is now $823 per person
$823
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Red Mile Racetrack are located nearby.
Love this hotel but it fell short this visit. We upgraded to the suite and at this price point you would expect better. They had a nespresso machine but no pods for it. We asked the housekeeper for some and she gave us regular keurig pods. It would be wise to take the machine out if they aren’t going to provide the pods.
Reviewed on Jul 29, 2026
The Kentucky Castle
Price was $3,571, price is now $3,003 per person
$3,003
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
Book a stay at this spa hotel in Versailles. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions The Kentucky Castle and Keeneland Racing Course are located nearby.
Montgomery Inn BnB
Price was $1,129, price is now $983 per person
$983
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
Stay at this B&B in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Kentucky Castle and Nostalgia Station Toy Train Museum are located nearby.
The Campbell House Lexington, Curio Collection by Hilton
Price was $1,063, price is now $928 per person
$928
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Red Mile Racetrack and Kroger Field are located nearby.
Very friendly staff, room was clean, bathroom was rather small, some parts of the hotel were dated.
Reviewed on Jul 29, 2026
The Manchester
Price was $1,517, price is now $1,330 per person
$1,330
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
Stay at this 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 Red Mile Racetrack are located nearby.
Amazing stay and experience! Such friendly staff! From the time of arrival to leaving, it was a great visit!
Reviewed on Jul 29, 2026
21c Museum Hotel Lexington
Price was $879, price is now $773 per person
$773
per person
Sep 10 - Sep 14
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Historic building in an urban setting with great contemporary art. Their restaurant is closed for renovation but there are several fantastic restaurants within walking distance.
Reviewed on Jul 28, 2026
Elwood Hotel & Suites
Price was $962, price is now $856 per person
$856
per person
Sep 10 - Sep 14
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Red Mile Racetrack and Kroger Field are located nearby.
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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