Winchester Vacations
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Winchester Hotel Deals
Value Stay
5100 Revilo Rd Winchester KY
Fully refundableReserve now, pay when you stay
The price is ￥10,440 per night from Jun 24 to Jun 25
￥10,440
￥11,510 total
Jun 24 - Jun 25
includes taxes & fees
7.6/10 Good! (157 reviews)
"While the room was clean and maintained, the only grip I had was its location and the road you had to travel to reach the hotels. A sign would have been nice so drivers won't get lost on their first time getting to the hotel."
Reviewed on Jun 14, 2026
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
The price is ￥12,191 per night from Jun 21 to Jun 22
￥12,191
￥13,441 total
Jun 21 - Jun 22
includes taxes & fees
7.2/10 Good! (809 reviews)
"Great people clean rooms and the pool works"
Reviewed on Jun 8, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is ￥15,481 per night from Jun 30 to Jul 1
￥15,481
￥17,969 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (2,197 reviews)
"The room was very comfortable . I am disabled and there were ample parking spaces for me to easily leave my car and come into the hotel."
Reviewed on Jun 18, 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.
Discover the most popular places to visit in Winchester
Kentucky Horse Park
4.5/5(333 reviews)
Kentucky Horse Park is a favorite place to visit in Lexington and nearby activities include horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
4.5/5(389 reviews)
Take a campus tour or just explore the area around University of Kentucky, a top university in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
The Kentucky Castle
4.5/5(24 reviews)
Enjoy a trip to The Kentucky Castle and popular activities like horseback 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!
￥1,600
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
￥15,835
per adult
100% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
￥43,986
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
