
Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Nawa Aseen
- Plan, book, travel with confidence
Better together
Save up to Rp173.195 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Winchester

Baymont by Wyndham Winchester
960 Interstate Dr, Winchester, KY
Fully refundableReserve now, pay when you stay
The price is Rp1.149.616 per night from 7 Sept to 8 Sept
Rp1.149.616
Rp1.267.326 total
7 Sept - 8 Sept
includes taxes & fees
7/10 Good! (739 reviews)
"Nice"
Reviewed on 8 Aug 2025

Value Stay
5100 Revilo Rd, Winchester, KY
Fully refundableReserve now, pay when you stay
The price is Rp953.971 per night from 19 Aug to 20 Aug
Rp953.971
Rp1.051.632 total
19 Aug - 20 Aug
includes taxes & fees
7.8/10 Good! (90 reviews)
"It was right next to the expressway, clean and cheap."
Reviewed on 14 Aug 2025

Quality Inn Lexington -Horse Park
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is Rp1.017.030 per night from 31 Aug to 1 Sept
Rp1.017.030
Rp1.180.466 total
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,652 reviews)
"Na"
Reviewed on 15 Aug 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.
What to do in Winchester

Experience Rebecca Ruth Chocolate Tour & Museum!
Rp165.130
per adult

Unique Horse Farm Tours with Insider Access to Private Farms
Rp809.137
per adult
88% of travellers recommend

Lexington: Downtown Walking Food & History Tour
Rp1.634.787
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.