Winchester Holidays
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Winchester Holiday
Our pick of the best Winchester Hotel Deals
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is NZ$165 per night from 11 Mar to 12 Mar
NZ$165
11 Mar - 12 Mar
includes taxes & fees
9.4/10 Exceptional! (2,211 reviews)
Na
Reviewed on 9 Mar 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$363 per night from 22 Mar to 23 Mar
NZ$363
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (1,189 reviews)
Easy to find. It was raining pretty hard when we showed up so the parking/ballet situation was a bit of a cluster. Once we got in the lot though it was all taken care of.
Reviewed on 9 Mar 2026
Elwood Hotel & Suites
444 Parkway Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$176 per night from 15 Mar to 16 Mar
NZ$176
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (1,046 reviews)
Great room and friendly service. The only thing was our room didn’t have a microwave.
Reviewed on 9 Mar 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
Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Red Mile Racetrack
Enjoy a trip to Red Mile Racetrack and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
What to do in Winchester
Distillery District Food & History Tour in Lexington
NZ$165
per adult
Lexington: Downtown Walking Food & History Tour
NZ$165
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
NZ$17
per adult
80% of travellers recommend
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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.
