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Kid-Friendly Hotels in Winchester

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Featured Winchester Family Hotels

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 out of 5
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. ...
Baymont by Wyndham Winchester
Hampton Inn Winchester

Hampton Inn Winchester

2.5 out of 5
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 ...
Hampton Inn Winchester
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
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 ...
Best Western Winchester Hotel
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

2 out of 5
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 The Holler and Lykins Park are located ...
Red Roof Inn Winchester - Lexington East
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
Fully refundableReserve now, pay when you stay
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 ...
Comfort Inn Winchester
See all 1,193 properties in Winchester
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

Baymont by Wyndham Winchester

2.5 out of 5
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! (772 reviews)
Everything was perfect.

Reviewed on Dec 27, 2025

Baymont by Wyndham Winchester
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
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! (999 reviews)
Room was fine. Staff was nice. Didn’t eat breakfast because we had a brunch to go to.

Reviewed on Dec 14, 2025

Best Western Winchester Hotel
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
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 ...
6.8/10 (352 reviews)
The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min

Reviewed on Dec 4, 2025

Comfort Inn Winchester
See all 1,193 properties in Winchester
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

Best Western Winchester Hotel

2.5 out of 5
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 ...
Best Western Winchester Hotel
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
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 ...
Comfort Inn Winchester
See all 1,193 properties in Winchester
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.