
Winchester Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Winchester

Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
The price is ฿2,717 per night from 8 Jun to 9 Jun
฿2,717
฿2,996 total
8 Jun - 9 Jun
includes taxes & fees
7.2/10 Good! (805 reviews)
"Shower dirty hairs all over the walls"
Reviewed on 1 Jun 2026

Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is ฿3,185 per night from 14 Jun to 15 Jun
฿3,185
฿3,697 total
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (2,208 reviews)
"Breakfast staff was very helpful"
Reviewed on 30 May 2026

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿2,952 per night from 16 Jun to 17 Jun
฿2,952
฿3,427 total
16 Jun - 17 Jun
includes taxes & fees
8.8/10 Excellent! (1,159 reviews)
"Very clean and super friendly staff!"
Reviewed on 1 Jun 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.
What to do in Winchester

Unique Horse Farm Tours with Insider Access to Private Farms
฿1,910
per adult
90% of travellers recommend

Experience Rebecca Ruth Chocolate Tour & Museum!
฿324
per adult
80% of travellers recommend

Lexington: Downtown Walking Food & History Tour
฿3,205
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.
