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 1.904.391 ₫ per night from 14 Dec to 15 Dec
1.904.391 ₫
2.099.401 ₫ total
14 Dec - 15 Dec
includes taxes & fees
8.4/10 Very Good! (999 reviews)
This is our 2nd time staying here. Convenient stop on our trip. Rooms are clean and well maintained. The night check in guy Jared was very friendly & helpful.
Reviewed on 25 Nov 2025
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is 3.285.884 ₫ per night from 3 Jan to 4 Jan
3.285.884 ₫
3.813.925 ₫ total
3 Jan - 4 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Everything was great but the heat was stuck on and the thermostat didn’t work
Reviewed on 30 Nov 2025
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
Fully refundableReserve now, pay when you stay
The price is 1.783.126 ₫ per night from 15 Dec to 16 Dec
1.783.126 ₫
2.069.673 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.2/10 Very Good! (1,496 reviews)
It was good for an overnight stay, convenient to restaurants and good price.
Reviewed on 2 Dec 2025
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.
