Winchester Holidays
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Top hotels in Winchester
Best Western Winchester Hotel
1307 W Lexington Ave Winchester KY
Fully refundableReserve now, pay when you stay
The price is 1.897.456 ₫ per night from 18 Jan to 19 Jan
1.897.456 ₫
2.091.756 ₫ total
18 Jan - 19 Jan
includes taxes & fees
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 14 Dec 2025
Hampton Inn Winchester
1025 Early Dr Winchester KY
The price is 3.252.256 ₫ per night from 25 Jan to 26 Jan
3.252.256 ₫
3.585.287 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9.2/10 Wonderful! (455 reviews)
Overall the hotel was good - very friendly staff, safe area, clean and presentable. I was quite surprised and astonished by the $75 pet fee - it is outrageous for adding a dog to add $75 to a $150 room. This also was not clearly presented during the booking process.
Reviewed on 4 Jan 2026
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
The price is 2.096.027 ₫ per night from 19 Jan to 20 Jan
2.096.027 ₫
2.310.660 ₫ total
19 Jan - 20 Jan
includes taxes & fees
7/10 Good! (773 reviews)
Great stay and the bed was extremely comfortable
Reviewed on 11 Jan 2026
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.
Popular places to visit
Fayette Mall
3/5(2 reviews)
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Eastern Kentucky University
4/5(1 review)
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.
