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Featured Winchester Hotels with a Pool
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
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. ...
Best Western Winchester Hotel
1307 W Lexington Ave Winchester KY
Fully refundableReserve now, pay when you stay
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 ...
Comfort Inn Winchester
5250 Revilo Rd Winchester KY
Fully refundable
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Community Park and Wiseman ...
Hampton Inn Winchester
1025 Early Dr Winchester KY
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 ...
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.
Hotels by Star Rating
Top Points of Interests in Winchester
- Hotels near Bluegrass Heritage Museum
- Hotels near Lykins Park
- Hotels near Southwind Golf Course
- Hotels near Cassell Creek Golf Course
- Hotels near Community Park
- Hotels near Kentucky Horse Park
- Hotels near University of Kentucky
- Hotels near Keeneland Racing Course
- Hotels near Red Mile Racetrack
- Hotels near Natural Bridge State Park
- Hotels near Red River Gorge Geological Area
- Hotels near Lexington Convention Center
- Hotels near Kroger Field
- Hotels near Rupp Arena
- Hotels near University of Kentucky Albert B. Chandler Hospital
Cities near Winchester
- Georgetown Hotels (25.59 mi)
- Richmond Hotels (17.86 mi)
- Versailles Hotels (30.24 mi)
- Slade Hotels (29.2 mi)
- Berea Hotels (29.78 mi)
- Stanton Hotels (20.15 mi)
- Nicholasville Hotels (22.72 mi)
- Pine Ridge Hotels (34.57 mi)
- Campton Hotels (38.73 mi)
- Appalachian Mountains Hotels (394.78 mi)
- Mount Sterling Hotels (13.65 mi)
- Paris Hotels (15.69 mi)
- Beattyville Hotels (38.73 mi)
- Northern Kentucky Hotels (17.79 mi)
- Daniel Boone National Forest Hotels (41.98 mi)
- Wilmore Hotels (27.7 mi)
- Lancaster Hotels (33.57 mi)
- Cynthiana Hotels (28.33 mi)
- Frenchburg Hotels (30.27 mi)
- Irvine Hotels (22.92 mi)
Most Booked Hotels in Winchester
- Holiday Inn Express Lexington Horse Park Area by IHG
- Hilton Lexington/Downtown
- DoubleTree Suites by Hilton Hotel Lexington
- Days Inn Lexington SE/Hamburg
- Spark by Hilton Lexington Hamburg
- Elwood Hotel & Suites
- Embassy Suites by Hilton Lexington/UK Coldstream
- Fairfield Inn & Suites by Marriott Lexington North
- Marriott Lexington Griffin Gate Golf Resort & Spa
- Hyatt Regency Lexington
- GuestHouse Lexington
- La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
- Quality Inn Lexington -Horse Park