Prestonsburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Home2 Suites by Hilton Lexington University / Medical Center

$646

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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.

21c Museum Hotel Lexington

$1,001

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Origin Lexington a Wyndham Hotel

$1,066

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

$866

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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 Lexington Sporting Club Youth Complex and Boone Station State Historic Site are located nearby.

SpringHill Suites by Marriott Lexington Near the University of Kentucky

$753

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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 Red Mile Racetrack and Rupp Arena are located nearby.

Not much to say- clean room, good breakfast, great location for my business

Reviewed on Oct 19, 2026

Baymont by Wyndham Georgetown/Lexington North

$932

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

GuestHouse Lexington

$949

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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 Kroger Field are located nearby.

The room was updated and very clean and the bed was comfortable. The breakfast was slightly disappointing but satisfactory. This hotel does not have an elevator so getting my wife's extremely heavy bag up the long flight of stairs was a chore (should have taken a room on the first floor; wish they had mentioned that right away). Also our room was just off the stairs by the large foyer/check in area so any noise in the lobby or preparing for the breakfast easily heard in our room, so get a room away from the foyer. Overall, I would stay here again; I would just get a room on the first floor away from the lobby.

Reviewed on Oct 22, 2026

Elwood Hotel & Suites

$1,007

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.