Winchester Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Winchester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GuestHouse Lexington
Price was $660, price is now $605 per person
$605
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 breakfast and the helpful staff in our reviews. Popular attractions Hamburg Place and Red Mile Racetrack are located nearby.
Origin Lexington a Wyndham Hotel
Price was $818, price is now $737 per person
$737
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Lexington (LEX)
Book a stay at this 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 Red Mile Racetrack and Cinemark Fayette Mall are located nearby.
La Quinta Inn Lexington/Horse Park
Price was $699, price is now $635 per person
$635
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Red Mile Racetrack are located nearby.
Quality Inn Lexington -Horse Park
Price was $706, price is now $653 per person
$653
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Kentucky Horse Park and Red Mile Racetrack are located nearby.
DoubleTree Suites by Hilton Hotel Lexington
Price was $733, price is now $678 per person
$678
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hamburg Place and Red Mile Racetrack are located nearby.
Elwood Hotel & Suites
Price was $846, price is now $783 per person
$783
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Red Mile Racetrack and Keeneland Racing Course are located nearby.
Top Hotel Deals
Value Stay
5100 Revilo Rd Winchester KY
3.33 km from city center
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Community Park and Wiseman Park are located ...
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
2.38 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
29.29 km from city center
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 ...
The Manchester
941 Manchester St Lexington KY
29.79 km from city center
Stay at this 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 ...
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
18.22 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
29.06 km from city center
Book a stay at this luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
28.83 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
24.23 km from city center
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
49.76 km from city center
Stay at this cabin in Slade. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
29.29 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites by Marriott Lexington North
2100 Hackney Pl Lexington KY
29.16 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Elwood Hotel & Suites
444 Parkway Drive Lexington KY
30.41 km from city center
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. ...
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
22.14 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Jul 29 - Tue, Aug 11
SAN
San Diego Intl.
LEX
Blue Grass
$277 Roundtrip, found 1 hour ago
$277
Roundtrip
found 1 hour ago
Wed, Jul 29 - Tue, Aug 11
SAN
San Diego Intl.
LEX
Blue Grass
$303 Roundtrip, found 1 hour ago
$303
Roundtrip
found 1 hour ago
Thu, Jul 9 - Wed, Jul 15
DEN
Denver Intl.
LEX
Blue Grass
$350 Roundtrip, found 4 days ago
$350
Roundtrip
found 4 days ago
Wed, Jul 29 - Tue, Aug 11
SAN
San Diego Intl.
LEX
Blue Grass
$729 Roundtrip, found 1 hour ago
$729
Roundtrip
found 1 hour ago