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Winchester Vacation Packages

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Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Lexington (LEX)
Stay at this 3-star 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.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Lexington (LEX)
Stay at this 4-star B&B in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are located nearby.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Lexington (LEX)
Stay at this 4-star eco-certified hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
The Manchester

The Manchester

4 out of 5
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Lexington (LEX)
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. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
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 attractions Kentucky Horse Park and Rupp Arena are located nearby.
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kroger Field and The Red Mile Racetrack are located nearby.
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
Book a stay at this business-friendly hotel in Versailles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Keeneland Racing Course and Raintree Gallery and Framing are located nearby.
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.

Winchester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
South Broadway Park
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 out of 5
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Mon, Jul 28 - Thu, Aug 7
LGA
LaGuardia
LEX
Blue Grass
$213 Roundtrip, found 4 days ago
$213
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Jul 28 from LaGuardia to Blue Grass, returning Thu, Aug 7, priced at $213 found 4 days ago
Delta
Sat, Oct 18 - Tue, Oct 21
HOU
William P. Hobby
LEX
Blue Grass
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 18 from William P. Hobby to Blue Grass, returning Tue, Oct 21, priced at $249 found 2 days ago
American Airlines
Wed, Oct 15 - Wed, Oct 22
IAH
George Bush Intercontinental
LEX
Blue Grass
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 15 from George Bush Intercontinental to Blue Grass, returning Wed, Oct 22, priced at $249 just found
American Airlines
Fri, Sep 5 - Sat, Sep 6
SAN
San Diego Intl.
LEX
Blue Grass
$256 Roundtrip, found 5 hours ago
$256
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Sep 5 from San Diego Intl. to Blue Grass, returning Sat, Sep 6, priced at $256 found 5 hours ago