Deals on vacations and trips to Winchester
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Winchester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Capital Plaza Hotel
Price was $425, price is now $374 per person
$374
per person
May 28 - May 30
just found
Roundtrip non-stop flight included
New Orleans (MSY) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's a gym on site, and laundry facilities and concierge services are also offered.
The Campbell House Lexington, Curio Collection by Hilton
Price was $827, price is now $695 per person
$695
per person
May 28 - May 31
just found
Roundtrip non-stop flight included
New Orleans (MSY) to Lexington (LEX)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a picnic area are also offered.
Home2 Suites by Hilton Lexington Hamburg
Price was $850, price is now $730 per person
$730
per person
May 28 - May 31
just found
Roundtrip non-stop flight included
New Orleans (MSY) to Lexington (LEX)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
DoubleTree Suites by Hilton Hotel Lexington
Price was $530, price is now $457 per person
$457
per person
May 28 - May 30
just found
Roundtrip non-stop flight included
New Orleans (MSY) to Lexington (LEX)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
Price was $638, price is now $552 per person
$552
per person
May 28 - May 30
just found
Roundtrip non-stop flight included
New Orleans (MSY) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a terrace are also offered.
Top Winchester hotels deals
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Free Cancellation
$80 nightly
The price is $93 total per night
$93 total
Mar 9 - Mar 10
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-out are also on offer.
The Manchester
941 Manchester St Lexington KY
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $236 total per night
$236 total
Mar 22 - Mar 23
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $128 total per night
$128 total
Mar 15 - Mar 16
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the indoor pool and perks like free self parking.
Elwood Hotel & Suites
444 Parkway Drive Lexington KY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $108 total per night
$108 total
Mar 12 - Mar 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $175 total per night
$175 total
Mar 31 - Apr 1
Total with taxes and fees
This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the express check-out, laundry service, and free airport shuttle. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Hyatt Regency Lexington
401 W High St Lexington KY
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $166 total per night
$166 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
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.
Popular places to visit
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Keeneland Racing Course
Enjoy a trip to Keeneland Racing Course and popular activities like horseback riding in Lexington. You can attend a sporting event while in the area.
Frequently asked questions
Photos of local treasures
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