Search Deals onPrestonsburg Vacation Packages
Prestonsburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Winchester
Price was $561, price is now $488 per person
$488
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Community Park and Wiseman Park are located nearby.
I like hire helpful they are here
Reviewed on Aug 31, 2026
Elwood Hotel & Suites
Price was $1,704, price is now $1,458 per person
$1,458
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
There's nothing not to like
Reviewed on Sep 3, 2026
Holiday Inn Lexington - Hamburg by IHG
Price was $1,089, price is now $943 per person
$943
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.
Clean room. Helpful staff.
Reviewed on Sep 2, 2026
Springhill Suites by Marriott Lexington Fritz Farm
Price was $1,292, price is now $1,122 per person
$1,122
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kroger Field and Red Mile Racetrack are located nearby.
Easy check-in. Friendly staff. Would recommend this hotel to anyone.
Reviewed on Aug 31, 2026
The Delegate
Price was $1,052, price is now $914 per person
$914
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Buffalo Trace Distillery and Old Governor’s Mansion are located nearby.
Home2 Suites by Hilton Lexington University / Medical Center
Price was $1,210, price is now $1,058 per person
$1,058
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Red Mile Racetrack are located nearby.
Stayed for only one night with family we absolutely enjoyed our stay and most definitely will stay again also breakfast was delicious.
Reviewed on Sep 2, 2026
Origin Lexington a Wyndham Hotel
Price was $1,589, price is now $1,392 per person
$1,392
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hampton Inn I-75 Lexington/Hamburg Area
Price was $996, price is now $880 per person
$880
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Prestonsburg Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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