Winchester Packages (Flight + Hotel)
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- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
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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 ฿2,479 per night from 27 Nov to 28 Nov
฿2,479
฿2,732 total
27 Nov - 28 Nov
includes taxes & fees
8.4/10 Very Good! (999 reviews)
Just right
Reviewed on 20 Nov 2025
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿3,959 per night from 30 Nov to 1 Dec
฿3,959
฿4,595 total
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Clean room however toilet did not work properly.
Reviewed on 17 Nov 2025
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿4,961 per night from 21 Dec to 22 Dec
฿4,961
฿6,322 total
21 Dec - 22 Dec
includes taxes & fees
9.4/10 Exceptional! (1,049 reviews)
Rooms and premises are very quaint and cozy and clean. The hotel is located in a semi secluded industrial area with no walkable access to shops or restaurants. Very limited breakfast options on Monday mornings and only in room instant coffee available
Reviewed on 17 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.
What to do in Winchester
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,593
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
฿3,218
per adult
Bites of the Bluegrass Cocktails & Bites Tour
฿3,395
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
