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Prestonsburg Vacation Packages

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Prestonsburg Flight + Hotel Packages

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

Hyatt Regency Lexington

3.5 out of 5
Price was $826, price is now $670 per person
$670
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.
We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us! All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency Lexington.

Reviewed on Aug 5, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Price was $944, price is now $758 per person
$758
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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 Kroger Field are located nearby.
Coffee maker would not work in the room, toilet was not functioning when I arrived, restaurant and bar were under construction, a few signs of wear and tear in the units.

Reviewed on Aug 7, 2026

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $962, price is now $842 per person
$842
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.
Great charming place! Staff were excellent- Trace the bartender was a true artist with cocktails! Rooms were clean, super quiet and had a lot of space! Will recommend to anyone coming to town!

Reviewed on Aug 7, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,164, price is now $1,050 per person
$1,050
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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 Kroger Field are located nearby.
This is an extremely quiet and comfortable hotel. Restaurants and parks are within a few blocks.

Reviewed on Jul 30, 2026

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $1,039, price is now $938 per person
$938
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.
Very Friendly Staff. Conveniently located to lots of shops and restaraunts. Room was very clean, modern and comfortable! 10/10

Reviewed on Aug 8, 2026

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Price was $822, price is now $750 per person
$750
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.

Residence Inn Lexington Keeneland/Airport

Residence Inn Lexington Keeneland/Airport

3 out of 5
Price was $926, price is now $850 per person
$850
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Kroger Field are located nearby.
Awesome

Reviewed on Aug 7, 2026

Springhill Suites by Marriott Lexington Fritz Farm

Springhill Suites by Marriott Lexington Fritz Farm

3 out of 5
Price was $880, price is now $808 per person
$808
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.

Prestonsburg Vacation Packages 3-4 Night Stays

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

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was $826, price is now $670 per person
$670
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Lexington (LEX)
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $944, price is now $758 per person
$758
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Lexington (LEX)
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $962, price is now $842 per person
$842
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Lexington (LEX)
The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was $1,164, price is now $1,050 per person
$1,050
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Lexington (LEX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Wed, Aug 26 - Sat, Sep 5
DAB
Daytona Beach Intl.
LEX
Blue Grass
$429 Roundtrip, found 2 days ago
$429
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 26 from Daytona Beach Intl. to Blue Grass, returning Sat, Sep 5, priced at $429 found 2 days ago
Delta
Tue, Aug 25 - Sat, Sep 5
DAB
Daytona Beach Intl.
LEX
Blue Grass
$443 Roundtrip, found 2 days ago
$443
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Daytona Beach Intl. to Blue Grass, returning Sat, Sep 5, priced at $443 found 2 days ago
American Airlines
Fri, Aug 28 - Fri, Sep 4
DAB
Daytona Beach Intl.
LEX
Blue Grass
$453 Roundtrip, found 2 days ago
$453
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Aug 28 from Daytona Beach Intl. to Blue Grass, returning Fri, Sep 4, priced at $453 found 2 days ago
Delta
Wed, Aug 26 - Tue, Sep 1
DAB
Daytona Beach Intl.
LEX
Blue Grass
$463 Roundtrip, found 2 days ago
$463
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 26 from Daytona Beach Intl. to Blue Grass, returning Tue, Sep 1, priced at $463 found 2 days ago