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Jackson Vacation Packages

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Jackson Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Tru by Hilton University Medical Center

Tru by Hilton University Medical Center

2.5 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Red Mile Racetrack and Kroger Field are located nearby.
The Manchester

The Manchester

4 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Frankfort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond

2 out of 5
per person
Jun 16 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
Book a stay at this business-friendly motel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions E.C. Million Park and Richmond Area Arts Center are located nearby.
Comfort Suites Richmond

Comfort Suites Richmond

2.5 out of 5
per person
Jun 20 - Jun 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Richmond Centre Mall and Richmond Peddler's Mall are located nearby.
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Stay at this 4-star business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions The Red Mile Racetrack and Kroger Field are located nearby.
The Ashbrook Hotel

The Ashbrook Hotel

3.5 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Stay at this 3.5-star business-friendly hotel in Frankfort. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Buffalo Trace Distillery and Church of the Ascension are located nearby.
The Delegate

The Delegate

3.5 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Stay at this 3.5-star business-friendly hotel in Frankfort. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Buffalo Trace Distillery and Old Governor’s Mansion are located nearby.

Jackson Vacation Packages 3-4 Night Stays

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

Super 8 by Wyndham Richmond

2 out of 5
per person
Jun 16 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
The Manchester

The Manchester

4 out of 5
Distillery District
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
per person
Jun 12 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)

Top Flight Deals

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

Delta
Fri, Jul 4 - Sat, Jul 5
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$199 Roundtrip, found 19 hours ago
$199
Roundtrip
found 19 hours ago
Select Delta flight, departing Fri, Jul 4 from Newark Liberty Intl. Airport to Blue Grass, returning Sat, Jul 5, priced at $199 found 19 hours ago
American Airlines
Tue, Jul 1 - Thu, Jul 10
IAH
George Bush Intercontinental
LEX
Blue Grass
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 1 from George Bush Intercontinental to Blue Grass, returning Thu, Jul 10, priced at $224 found 1 day ago
American Airlines
Fri, May 16 - Mon, May 19
DEN
Denver Intl.
LEX
Blue Grass
$240 Roundtrip, found 8 hours ago
$240
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Fri, May 16 from Denver Intl. to Blue Grass, returning Mon, May 19, priced at $240 found 8 hours ago
American Airlines
Fri, Sep 5 - Sat, Sep 6
SAN
San Diego Intl.
LEX
Blue Grass
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 5 from San Diego Intl. to Blue Grass, returning Sat, Sep 6, priced at $247 found 1 day ago