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. ...
Value Stay

Value Stay

2 out of 5
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 ...
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
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 ...
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 ...
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
28.83 km from city center
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
1938 Stanton Way, Bldg A, 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

Elwood Hotel & Suites

4 out of 5
444 Parkway Drive, Lexington, KY
30.41 km from city center
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
The Manchester

The Manchester

4 out of 5
941 Manchester St, Lexington, KY
29.79 km from city center
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff 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
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Lexington

Hyatt Place Lexington

3 out of 5
2001 Bryant Rd, Lexington, KY
20.55 km from city center
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the ...
GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
1935 Stanton Way, Lexington, KY
29.3 km from city center
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
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
Stay at this 4.5-star luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
Tru by Hilton University Medical Center

Tru by Hilton University Medical Center

2.5 out of 5
535 Waller Avenue, Lexington, KY
30.4 km from city center
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 ...
Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg

2 out of 5
5575 Athens Boonesboro Rd, Lexington, KY
18.28 km from city center
Book a stay at this business-friendly motel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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.

Delta
Wed, Sep 10 - Wed, Sep 17
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 10 from Newark Liberty Intl. Airport to Blue Grass, returning Wed, Sep 17, priced at $249 found 5 days ago
American Airlines
Thu, Aug 21 - Mon, Aug 25
SAN
San Diego Intl.
LEX
Blue Grass
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug 21 from San Diego Intl. to Blue Grass, returning Mon, Aug 25, priced at $289 found 2 days ago
United
Thu, Aug 21 - Mon, Aug 25
SAN
San Diego Intl.
LEX
Blue Grass
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select United flight, departing Thu, Aug 21 from San Diego Intl. to Blue Grass, returning Mon, Aug 25, priced at $289 found 2 days ago
Alaska Airlines
Thu, Aug 21 - Mon, Aug 25
SAN
San Diego Intl.
LEX
Blue Grass
$589 Roundtrip, found 2 days ago
$589
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Aug 21 from San Diego Intl. to Blue Grass, returning Mon, Aug 25, priced at $589 found 2 days ago