Winchester Flight + Hotel Packages

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

The Campbell House Lexington, Curio Collection by Hilton

per person

Jun 3 - Jun 6

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

21c Museum Hotel Lexington

per person

Jun 3 - Jun 6

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

Capital Plaza Hotel

per person

Apr 25 - Apr 27

found 6 hours 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.

Hampton Inn Lexington South-Keeneland/Airport

per person

Apr 25 - Apr 27

found 6 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Lexington (LEX)

Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions The Red Mile Racetrack and Kroger Field are located nearby.

Quality Inn Lexington -Horse Park

per person

Apr 25 - Apr 27

found 6 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Lexington (LEX)

Book a stay at this golf 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 Rupp Arena and Kentucky Horse Park are located nearby.

Microtel Inn by Wyndham Georgetown

per person

Apr 25 - Apr 27

found 6 hours 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 helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.

Origin Lexington a Wyndham Hotel

per person

Apr 25 - Apr 27

found 6 hours 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 restaurant and the helpful staff in our reviews. Popular attractions Kroger Field and The Red Mile Racetrack are located nearby.

MainStay Suites

per person

Apr 25 - Apr 27

found 6 hours 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 helpful staff in our reviews. Popular attractions Toyota Visitor Center and Country Boy Brewing are located nearby.

Winchester Vacation Packages 3-4 Night Stays

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