Search Deals on
Cumberland Cultural Heritage Highway Vacation Packages

Build your package with 2 more options
Photo by RoseMary

Cumberland Cultural Heritage Highway Flight + Hotel Packages

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

MainStay Suites

2.5 out of 5
per person
Jun 4 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 in our reviews. Popular attractions Toyota Visitor Center and Country Boy Brewing are located nearby.
The Manchester

The Manchester

4 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
Stay at this 4-star eco-certified 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 The Red Mile Racetrack are located nearby.
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
Stay at this 3.5-star 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 The Red Mile Racetrack are located nearby.
Comfort Inn Hamburg Area / I-75 Lexington

Comfort Inn Hamburg Area / I-75 Lexington

2.5 out of 5
per person
May 31 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 Lexington Sporting Club Youth Complex and Boone Station State Historic Site are located nearby.
Comfort Suites

Comfort Suites

2.5 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 breakfast and the helpful staff in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.

Cumberland Cultural Heritage Highway 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
per person
Jun 4 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
per person
Jun 4 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Lexington (LEX)
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
per person
Jun 4 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Lexington (LEX)
Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
per person
Jun 4 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Lexington (LEX)

Top Flight Deals

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

Delta
Tue, Apr 22 - Tue, Apr 29
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Apr 22 from Newark Liberty Intl. Airport to Blue Grass, returning Tue, Apr 29, priced at $250 found 2 days ago
Delta
Wed, Apr 9 - Tue, Apr 15
DEN
Denver Intl.
LEX
Blue Grass
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 9 from Denver Intl. to Blue Grass, returning Tue, Apr 15, priced at $374 found 1 day ago
American Airlines
Thu, Apr 3 - Mon, Apr 7
DFW
Dallas-Fort Worth Intl.
LEX
Blue Grass
$653 Roundtrip, found 2 days ago
$653
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Apr 3 from Dallas-Fort Worth Intl. to Blue Grass, returning Mon, Apr 7, priced at $653 found 2 days ago
American Airlines
Sun, Apr 6 - Tue, Apr 8
LAX
Los Angeles Intl.
LEX
Blue Grass
$740 Roundtrip, found 2 hours ago
$740
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Apr 6 from Los Angeles Intl. to Blue Grass, returning Tue, Apr 8, priced at $740 found 2 hours ago