Winchester Holidays
Photo by Nawa Aseen
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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 €77 per night from 16 Nov to 17 Nov
€77
16 Nov - 17 Nov
includes taxes & fees
8.4/10 Very Good! (995 reviews)
Staff, amenities, breakfast inclusion.
Reviewed on 10 Nov 2025
Motel 6 Lexington, KY - Airport
750 Newtown Court, Lexington, KY
Fully refundable
The price is €51 per night from 24 Nov to 25 Nov
€51
24 Nov - 25 Nov
includes taxes & fees
5.8/10 (1,000 reviews)
Clean
Reviewed on 4 Nov 2025
Hilton Lexington/Downtown
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is €123 per night from 30 Nov to 1 Dec
€123
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Nothing. Mediocre. I’m learning to expect less services when traveling these days
Reviewed on 8 Nov 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
Kentucky Horse Park
Kentucky Horse Park is a popular place to visit in Lexington and nearby activities include horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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.
What to do in Winchester
Experience Rebecca Ruth Chocolate Tour & Museum!
€9
per adult
Unique Horse Farm Tours with Insider Access to Private Farms
€42
per adult
90% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum
€9
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
