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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.
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3 out of 5
Price was $576, price is now $539 per person
$539
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.

Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $730, price is now $652 per person
$652
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.

Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $641, price is now $583 per person
$583
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
Hard to really evaluate this hotel since it’s under major renovations but room was very nice and clean and staff was friendly and helpful.

Reviewed on Oct 31, 2026

Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
Price was $668, price is now $611 per person
$611
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red Mile Racetrack and Kroger Field are located nearby.
Property was quiet and clean

Reviewed on Nov 3, 2026

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $669, price is now $615 per person
$615
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $624, price is now $577 per person
$577
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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 stay - clean room and friendly staff

Reviewed on Nov 4, 2026

Residence Inn Lexington Keeneland/Airport

Residence Inn Lexington Keeneland/Airport

3 out of 5
Price was $624, price is now $581 per person
$581
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.
Clean and nice staff

Reviewed on Oct 26, 2026

Courtyard Lexington South/Hamburg Place

Courtyard Lexington South/Hamburg Place

3 out of 5
Price was $618, price is now $577 per person
$577
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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 in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.
Great stay! Entire facility was very clean. The staff was very helpful and friendly. Good food and drink in the hotel and also conveniently located close to a variety of good restaurants. We would definitely return for another stay.

Reviewed on Nov 3, 2026

Prestonsburg Vacation Packages 3-4 Night Stays

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

Capital Plaza Hotel

3 out of 5
Price was $641, price is now $583 per person
$583
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $730, price is now $652 per person
$652
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
South Broadway Park
Price was $668, price is now $611 per person
$611
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $669, price is now $615 per person
$615
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Lexington (LEX)

Prestonsburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown

2 out of 5
Price was $532, price is now $491 per person
$491
per person
Dec 7 - Dec 12
found 20 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Lexington (LEX)
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $713, price is now $645 per person
$645
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Lexington (LEX)
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was $620, price is now $578 per person
$578
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Lexington (LEX)
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $943, price is now $886 per person
$886
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Lexington (LEX)

Top Flight Deals

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

American Airlines
Sat, Nov 7 - Tue, Nov 17
DAB
Daytona Beach Intl.
LEX
Blue Grass
$538 Roundtrip, found 5 days ago
$538
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 7 from Daytona Beach Intl. to Blue Grass, returning Tue, Nov 17, priced at $538 found 5 days ago
Delta
Sat, Nov 7 - Tue, Nov 17
DAB
Daytona Beach Intl.
LEX
Blue Grass
$538 Roundtrip, found 5 days ago
$538
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Nov 7 from Daytona Beach Intl. to Blue Grass, returning Tue, Nov 17, priced at $538 found 5 days ago
American Airlines
Sat, Nov 7 - Tue, Nov 17
DAB
Daytona Beach Intl.
LEX
Blue Grass
$591 Roundtrip, found 5 days ago
$591
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 7 from Daytona Beach Intl. to Blue Grass, returning Tue, Nov 17, priced at $591 found 5 days ago
Delta
Sat, Nov 7 - Tue, Nov 17
DAB
Daytona Beach Intl.
LEX
Blue Grass
$640 Roundtrip, found 5 days ago
$640
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Nov 7 from Daytona Beach Intl. to Blue Grass, returning Tue, Nov 17, priced at $640 found 5 days ago