Winchester Vacations

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Top Hotel Deals

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 out of 5
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

Holiday Inn Express Lexington - Horse Park Area by IHG

3 out of 5
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 ...
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
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 ...
The Manchester

The Manchester

4 out of 5
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 ...
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
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 ...
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
4174 Rowan Lexington KY
30.38 km from city center
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 ...
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
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. ...
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

3 out of 5
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 ...
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
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 ...
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
1375 South Broadway Lexington KY
30.54 km from city center
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 ...
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
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. ...
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
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 ...
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
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 ...
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
1976 Justice Dr Lexington KY
20.57 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt Place Lexington

Hyatt Place Lexington

3 out of 5
2001 Bryant Rd Lexington KY
20.55 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 ...
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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.

American Airlines
Wed, Oct 14 - Tue, Oct 20
JFK
John F. Kennedy Intl.
LEX
Blue Grass
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 14 from John F. Kennedy Intl. to Blue Grass, returning Tue, Oct 20, priced at $291 found 1 day ago
Delta
Wed, Oct 14 - Tue, Oct 20
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 14 from Newark Liberty Intl. Airport to Blue Grass, returning Tue, Oct 20, priced at $311 found 2 days ago
United
Sat, Aug 15 - Wed, Aug 19
IAH
George Bush Intercontinental
LEX
Blue Grass
$349 Roundtrip, found 2 hours ago
$349
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 15 from George Bush Intercontinental to Blue Grass, returning Wed, Aug 19, priced at $349 found 2 hours ago
Alaska Airlines
Sun, Aug 23 - Sun, Sep 6
SEA
Seattle - Tacoma Intl.
LEX
Blue Grass
$837 Roundtrip, found 1 day ago
$837
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sun, Aug 23 from Seattle - Tacoma Intl. to Blue Grass, returning Sun, Sep 6, priced at $837 found 1 day ago