Winchester Flight + Hotel Packages

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

The Sire Hotel Lexington, Tapestry Collection by Hilton

per person

Aug 19 - Aug 22

found 11 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

La Quinta Inn Lexington/Horse Park

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

Stay at this 3-star 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 Rupp Arena and Kentucky Horse Park are located nearby.

Tru by Hilton University Medical Center

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Origin Lexington a Wyndham Hotel

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Home2 Suites by Hilton Georgetown

per person

Jul 14 - Jul 17

just found

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

Stay at this 3-star 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.

Home2 Suites By Hilton Richmond, Ky

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

Stay at this 3-star hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Centre Mall and Cinemark At Richmond Centre are located nearby.

The Campbell House Lexington, Curio Collection by Hilton

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Bluegrass Extended Stay Hotel

per person

Jul 14 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

Book a stay at this business-friendly motel in Lexington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.

Winchester Vacation Packages 3-4 Night Stays

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