Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals
The Manchester
941 Manchester St Lexington KY
The price is ￥28,549 per night from Jun 21 to Jun 22
￥28,549
￥35,904 total
Jun 21 - Jun 22
includes taxes & fees
9.6/10 Exceptional! (1,295 reviews)
"The Manchester is a charming curated hotel with a refined but unpretentious aesthetic and vibe. The room was comfortable, considered, and full of character. The staff was warm, professional, and attentive without feeling overly formal. I’d say it has a distinctive southern charm that feels elevated ..."
Reviewed on May 25, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is ￥15,575 per night from Jun 14 to Jun 15
￥15,575
￥18,078 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (2,208 reviews)
"It was in very easy walking distance of a Cracker Barrell Restaurant. The breakfast bar was good and the desk staff were very nice and helpful."
Reviewed on May 24, 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥20,264 per night from Jun 21 to Jun 22
￥20,264
￥23,522 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"No complaints, great stay. Clean room, friendly & helpful staff."
Reviewed on May 22, 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
4.5/5(333 reviews)
Enjoy a trip to Kentucky Horse Park and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
4.5/5(389 reviews)
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.
The Kentucky Castle
4.5/5(24 reviews)
Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
What to do in Winchester
Experience Rebecca Ruth Chocolate Tour & Museum!
￥1,569
per adult
80% of travellers recommend
Sound Bath Meditation in Lexington
￥3,923
per adult
100% 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.
