
Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals

Value Stay
5100 Revilo Rd, Winchester, KY
Fully refundableReserve now, pay when you stay
The price is ¥8,688 per night from Aug 17 to Aug 18
¥8,688
¥9,577 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (90 reviews)
"It was right next to the expressway, clean and cheap."
Reviewed on Aug 14, 2025

Baymont by Wyndham Winchester
960 Interstate Dr, Winchester, KY
Fully refundableReserve now, pay when you stay
The price is ¥10,602 per night from Sep 7 to Sep 8
¥10,602
¥11,687 total
Sep 7 - Sep 8
includes taxes & fees
7/10 Good! (738 reviews)
"Nice"
Reviewed on Aug 8, 2025

Quality Inn Lexington -Horse Park
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ¥9,297 per night from Aug 31 to Sep 1
¥9,297
¥10,792 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,650 reviews)
Good hotel
"Nice budget hotel. No rowdy, loud guests. I would return"
Reviewed on Aug 12, 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.
Discover the most popular places to visit in Winchester

Kentucky Horse Park
Explore Kentucky Horse Park, a favorite green space in Lexington, and also enjoy the area's horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Fayette Mall
You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.
What to do in Winchester

Experience Rebecca Ruth Chocolate Tour & Museum!
¥1,477
per adult

Lexington: Downtown Walking Food & History Tour
¥14,621
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.