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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. ...
6.8/10 (639 reviews)
"Staff was very friendly and accommodating"
Reviewed on Dec 29, 2024
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! (890 reviews)
"It was during a snow/ice storm. Staff was nice, easy check in."
Reviewed on Jan 11, 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 Bluegrass Heritage Museum
- Hotels near Lykins Park
- Hotels near Southwind Golf Course
- Hotels near Community Park
- Hotels near Cassell Creek Golf Course
- Hotels near Red River Gorge
- Hotels near Kentucky Horse Park
- Hotels near University of Kentucky
- Hotels near Natural Bridge State Park
- Hotels near Kroger Field
- Hotels near The Kentucky Castle
- Hotels near Rupp Arena
- Hotels near Keeneland Racing Course
- Hotels near Fayette Mall
- Hotels near The Red Mile Racetrack
- Hotels near University of Kentucky Albert B. Chandler Hospital
- Hotels near Red River Gorge Geological Area
Cities near Winchester
- Stanton Hotels (20.15 mi)
- Georgetown Hotels (25.59 mi)
- Richmond Hotels (17.86 mi)
- Berea Hotels (29.78 mi)
- Slade Hotels (29.2 mi)
- Appalachian Mountains Hotels (265.2 mi)
- Versailles Hotels (30.24 mi)
- Nicholasville Hotels (22.72 mi)
- Campton Hotels (38.73 mi)
- Northern Kentucky Hotels (17.79 mi)
- Pine Ridge Hotels (34.57 mi)
- Mount Sterling Hotels (13.65 mi)
- Paris Hotels (15.69 mi)
- Lancaster Hotels (33.57 mi)
- Beattyville Hotels (38.73 mi)
- Cynthiana Hotels (28.33 mi)
- Ohio River Valley Hotels (131.08 mi)
- Frenchburg Hotels (30.27 mi)
- Eastern Kentucky Hotels (65.15 mi)
- The South Hotels (452.74 mi)
Car Rentals Near Winchester
- Car rentals in Stanton
- Car rentals in Georgetown
- Car rentals in Richmond
- Car rentals in Berea
- Car rentals in Slade
- Car rentals in Appalachian Mountains
- Car rentals in Versailles
- Car rentals in Nicholasville
- Car rentals in Campton
- Car rentals in Northern Kentucky
- Car rentals in Pine Ridge
- Car rentals in Mount Sterling
- Car rentals in Paris
- Car rentals in Lancaster
- Car rentals in Beattyville
- Car rentals in Cynthiana
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- 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
- GLō Best Western Lexington
- Hilton Lexington/Downtown
- Quality Inn Lexington -Horse Park
- GuestHouse Lexington
- Embassy Suites by Hilton Lexington/UK Coldstream
- Embassy Suites by Hilton Lexington Green
- Marriott Lexington Griffin Gate Golf Resort & Spa
- 21c Museum Hotel Lexington
- Hyatt Regency Lexington
- Fairfield Inn & Suites by Marriott Lexington North
- La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
- Elwood Hotel & Suites
- The Campbell House Lexington, Curio Collection by Hilton
- Quality Inn Lexington East/Hamburg Area