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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 24-hour front desk. 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 Cassell Creek Golf Course
- Hotels near Community Park
- Hotels near Southwind Golf Course
- Hotels near Lykins Park
- Hotels near Kentucky Horse Park
- Hotels near Keeneland Racing Course
- Hotels near University of Kentucky
- Hotels near Rupp Arena
- Hotels near Red Mile Racetrack
- Hotels near Kroger Field
- Hotels near Red River Gorge Geological Area
- Hotels near Natural Bridge State Park
- Hotels near Lexington Convention Center
- Hotels near The Kentucky Castle
- 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)
- Campton Hotels (38.73 mi)
- Appalachian Mountains Hotels (394.78 mi)
- Nicholasville Hotels (22.72 mi)
- Pine Ridge Hotels (34.57 mi)
- Beattyville Hotels (38.73 mi)
- Mount Sterling Hotels (13.65 mi)
- Paris Hotels (15.69 mi)
- Northern Kentucky Hotels (17.79 mi)
- Lancaster Hotels (33.57 mi)
- Frenchburg Hotels (30.27 mi)
- Irvine Hotels (22.92 mi)
- Wilmore Hotels (27.7 mi)
- Daniel Boone National Forest Hotels (41.98 mi)
- Cynthiana Hotels (28.33 mi)
Most Booked Hotels in Winchester
- Holiday Inn Express Lexington - Horse Park Area by IHG
- Hyatt Regency Lexington
- Marriott Lexington Griffin Gate Golf Resort & Spa
- 21c Museum Hotel Lexington
- Origin Lexington a Wyndham Hotel
- GuestHouse Lexington
- Elwood Hotel & Suites
- Embassy Suites by Hilton Lexington/UK Coldstream
- Microtel Inn by Wyndham Lexington
- Fairfield Inn & Suites by Marriott Lexington North
- Embassy Suites by Hilton Lexington Green
- Quality Inn Lexington -Horse Park
- Motel 6 Lexington I-75 Hamburg
- Country Inn & Suites by Radisson, Georgetown, KY