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.
MainStay Suites Georgetown Lexington North
Price was $777, price is now $662 per person
$662
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Home2 Suites by Hilton Lexington University / Medical Center
Zandale
Price was $1,299, price is now $1,022 per person
$1,022
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Red Mile Racetrack are located nearby.
The Campbell House Lexington, Curio Collection by Hilton
Price was $1,558, price is now $1,256 per person
$1,256
per person
Jun 1 - Jun 7
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Kroger Field are located nearby.
Sleep Inn
Price was $826, price is now $688 per person
$688
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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 Toyota Visitor Center and Country Boy Brewing are located nearby.
Capital Plaza Hotel
Price was $948, price is now $798 per person
$798
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy room service, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
Holiday Inn Express Lexington Horse Park Area by IHG
Price was $1,277, price is now $1,119 per person
$1,119
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Lexington (LEX)
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 Kentucky Horse Park and Red Mile Racetrack are located nearby.
Top Hotel Deals
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 ...
Spark by Hilton Lexington Hamburg
2381 Buena Vista Rd Lexington KY
22.03 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 pool in ...
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 ...
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 ...
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
29.26 km from city center
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 ...
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. ...
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. ...
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 ...
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 ...
Hotel LEX, Trademark Collection by Wyndham
5532 Athens Boonesboro Rd Lexington KY
18.47 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 helpful staff and the clean ...
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 ...
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, May 27 - Sat, Jun 13
SAN
San Diego Intl.
LEX
Blue Grass
$277 Roundtrip, found 1 hour ago
$277
Roundtrip
found 1 hour ago
Mon, Jun 15 - Wed, Jun 24
SAN
San Diego Intl.
LEX
Blue Grass
$313 Roundtrip, just found
$313
Roundtrip
just found
Thu, Jul 9 - Wed, Jul 15
DEN
Denver Intl.
LEX
Blue Grass
$314 Roundtrip, found 15 hours ago
$314
Roundtrip
found 15 hours ago
Tue, Jun 30 - Thu, Jul 16
SAN
San Diego Intl.
LEX
Blue Grass
$469 Roundtrip, found 1 hour ago
$469
Roundtrip
found 1 hour ago