Winchester Vacations

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Top Hotel Deals

Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave Winchester KY
2.41 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Hampton Inn Winchester

Hampton Inn Winchester

2.5 out of 5
1025 Early Dr Winchester KY
2.41 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 helpful staff and the clean ...
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 ...
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
209 RUCCIO WAY Lexington KY
30.6 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 ...
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
28.93 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 ...
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3 out of 5
100 Canebrake Drive Lexington KY
18.22 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
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 ...
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 ...
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
501 Waller Avenue Lexington KY
30.35 km from city center
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 ...
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. ...
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
28.57 km from city center
Stay at this 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. ...
Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg

3 out of 5
1750 PLEASANT RIDGE DR Lexington KY
20.52 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 ...
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 ...
Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport

2 out of 5
750 Newtown Court Lexington KY
29.15 km from city center
Stay at this motel in Lexington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

3.5 out of 5
245 Lexington Green Circle Lexington KY
30.27 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.

Delta
Tue, Jul 7 - Mon, Jul 13
DEN
Denver Intl.
LEX
Blue Grass
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 7 from Denver Intl. to Blue Grass, returning Mon, Jul 13, priced at $249 found 5 days ago
Delta
Thu, Jul 9 - Mon, Jul 13
DEN
Denver Intl.
LEX
Blue Grass
$274 Roundtrip, found 5 days ago
$274
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jul 9 from Denver Intl. to Blue Grass, returning Mon, Jul 13, priced at $274 found 5 days ago
United
Sat, Mar 28 - Mon, Mar 30
PHL
Philadelphia Intl.
LEX
Blue Grass
$413 Roundtrip, found 5 days ago
$413
Roundtrip
found 5 days ago
Select United flight, departing Sat, Mar 28 from Philadelphia Intl. to Blue Grass, returning Mon, Mar 30, priced at $413 found 5 days ago
American Airlines
Fri, Aug 21 - Mon, Aug 24
PHL
Philadelphia Intl.
LEX
Blue Grass
$453 Roundtrip, found 2 days ago
$453
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Aug 21 from Philadelphia Intl. to Blue Grass, returning Mon, Aug 24, priced at $453 found 2 days ago