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Featured Winchester Family Hotels
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. ...
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 ...
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 ...
Red Roof Winchester - Lexington East
1100 Interstate Drive, Winchester, KY
Fully refundableReserve now, pay when you stay
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lykins Park and Bluegrass Heritage Museum are ...
Comfort Inn
5250 Revilo Rd, Winchester, KY
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Park and Wiseman ...
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 with Pools in Winchester
Baymont by Wyndham Winchester
960 Interstate 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 clean rooms in our reviews. ...
7/10 Good! (657 reviews)
"Spacing, clean room. Great value for the price."
Reviewed on Mar 16, 2025
Best Western Winchester Hotel
1307 W Lexington Ave, Winchester, KY
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 ...
8.4/10 Very Good! (896 reviews)
"I liked parking in front of the room. Not anything fancy but a clean and comfortable place to stay the night. We didn’t have time to try the breakfast so don’t know anything about that."
Reviewed on Mar 23, 2025
Comfort Inn
5250 Revilo Rd, Winchester, KY
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Park and Wiseman ...
6.8/10 (325 reviews)
"One night stay to visit Claireborne farm. Comfortable, quiet , clean had everything we needed."
Reviewed on May 5, 2024
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 With Connecting Rooms in Winchester
Best Western Winchester Hotel
1307 W Lexington Ave, Winchester, KY
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
5250 Revilo Rd, Winchester, KY
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Park and Wiseman ...
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 Clark Regional Medical Center
- Hotels near Cassell Creek Golf Course
- Hotels near Bluegrass Heritage Museum
- Hotels near Southwind Golf Course
- Hotels near Lykins Park
- Hotels near Community Park
- Hotels near Red River Gorge
- Hotels near University of Kentucky
- Hotels near Kentucky Horse Park
- Hotels near Keeneland Racing Course
- Hotels near Natural Bridge State Park
- Hotels near The Red Mile Racetrack
- Hotels near Rupp Arena
- Hotels near Kroger Field
- Hotels near The Kentucky Castle
- Hotels near Fayette Mall
- Hotels near University of Kentucky Albert B. Chandler Hospital
- Hotels near Red River Gorge Geological Area
Cities near Winchester
- Georgetown Hotels (25.59 mi)
- Stanton Hotels (20.15 mi)
- Richmond Hotels (17.86 mi)
- Slade Hotels (29.2 mi)
- Berea Hotels (29.78 mi)
- Versailles Hotels (30.24 mi)
- Campton Hotels (38.73 mi)
- Pine Ridge Hotels (34.57 mi)
- Nicholasville Hotels (22.72 mi)
- Appalachian Mountains Hotels (265.2 mi)
- Mount Sterling Hotels (13.65 mi)
- Northern Kentucky Hotels (17.79 mi)
- Paris Hotels (15.69 mi)
- Beattyville Hotels (38.73 mi)
- Daniel Boone National Forest Hotels (41.98 mi)
- Lancaster Hotels (33.57 mi)
- Frenchburg Hotels (30.27 mi)
- Wilmore Hotels (27.7 mi)
- Eastern Kentucky Hotels (65.15 mi)
- Cynthiana Hotels (28.33 mi)
Car Rentals Near Winchester
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- Car rentals in Northern Kentucky
- Car rentals in Paris
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- Car rentals in Daniel Boone National Forest
- Car rentals in Lancaster
Top Family Hotel Destinations
- Las Vegas Family Hotels
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- Ocean City Family Hotels
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- Colorado Springs Family Hotels
- Phoenix Family Hotels
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- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Winchester
- Quality Inn Lexington -Horse Park
- Marriott Lexington Griffin Gate Golf Resort & Spa
- GuestHouse Lexington
- Embassy Suites by Hilton Lexington/UK Coldstream
- GLō Best Western Lexington
- Days Inn Lexington SE/Hamburg
- Hyatt Regency Lexington
- Elwood Hotel & Suites
- Hilton Lexington/Downtown
- Holiday Inn Lexington - Hamburg by IHG