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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 Lexington/Horse Park

La Quinta Inn Lexington/Horse Park

3 out of 5
Price was $757, price is now $672 per person
$672
per person
Sep 25 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 Kentucky Horse Park and Rupp Arena are located nearby.

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Price was $1,290, price is now $957 per person
$957
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $1,140, price is now $963 per person
$963
per person
Oct 16 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 Kroger Field and Rupp Arena are located nearby.
Fantastic place to stay. Great for the price. Staff is amazing.

Reviewed on Aug 12, 2026

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $1,194, price is now $1,017 per person
$1,017
per person
Oct 16 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 Kroger Field and Rupp Arena are located nearby.

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Price was $1,348, price is now $1,171 per person
$1,171
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.

The Delegate

The Delegate

3.5 out of 5
Price was $1,304, price is now $1,140 per person
$1,140
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Awesome place. I will 100% stay here again. Beautiful room. Amazing restaurant quit. Comfy beds. Big shower. Really nice

Reviewed on Aug 11, 2026

Candlewood Suites Lexington by IHG

Candlewood Suites Lexington by IHG

2.5 out of 5
Price was $938, price is now $825 per person
$825
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 in our reviews. Popular attractions Kentucky Horse Park and Rupp Arena are located nearby.
Fantastic staff!

Reviewed on Aug 1, 2026

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

3 out of 5
Price was $975, price is now $859 per person
$859
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kentucky Horse Park and Rupp Arena are located nearby.
This was an overall ok experience, and given the location, we might stay again. Check-in/out was easy, rooms were clean, and breakfast was what we've come to expect. There were several slightly annoying things about the room. 1. There are lots of little lights all over the room that you need to hide to make the room dark. 2. By design, the bathroom door does not lock (it's a barn door slider). It's a bit awkward staying with my daughters. 3. Our room shared a wall with the elevator, and it woke us up all night - the walls seemed thin.

Reviewed on Aug 11, 2026

Prestonsburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Lexington by IHG

Candlewood Suites Lexington by IHG

2.5 out of 5
Price was $938, price is now $825 per person
$825
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was $1,290, price is now $957 per person
$957
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $1,348, price is now $1,171 per person
$1,171
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
The Delegate

The Delegate

3.5 out of 5
Price was $1,304, price is now $1,140 per person
$1,140
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)

Prestonsburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
Price was $709, price is now $705 per person
$705
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Birmingham (BHM) to Lexington (LEX)
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $853, price is now $770 per person
$770
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Birmingham (BHM) to Lexington (LEX)
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,002, price is now $923 per person
$923
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Birmingham (BHM) 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 6 days ago
$429
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 26 from Daytona Beach Intl. to Blue Grass, returning Sat, Sep 5, priced at $429 found 6 days ago
Delta
Tue, Aug 25 - Sat, Sep 5
DAB
Daytona Beach Intl.
LEX
Blue Grass
$443 Roundtrip, found 6 days ago
$443
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 25 from Daytona Beach Intl. to Blue Grass, returning Sat, Sep 5, priced at $443 found 6 days ago
American Airlines
Fri, Aug 28 - Fri, Sep 4
DAB
Daytona Beach Intl.
LEX
Blue Grass
$453 Roundtrip, found 6 days ago
$453
Roundtrip
found 6 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 6 days ago
Delta
Wed, Aug 26 - Tue, Sep 1
DAB
Daytona Beach Intl.
LEX
Blue Grass
$463 Roundtrip, found 6 days ago
$463
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 26 from Daytona Beach Intl. to Blue Grass, returning Tue, Sep 1, priced at $463 found 6 days ago