Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals
Best Western Winchester Hotel
1307 W Lexington Ave Winchester KY
Fully refundableReserve now, pay when you stay
The price is ￥11,267 per night from Jan 5 to Jan 6
￥11,267
￥12,422 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Room was fine. Staff was nice. Didn’t eat breakfast because we had a brunch to go to.
Reviewed on Dec 14, 2025
Hampton Inn Winchester
1025 Early Dr Winchester KY
The price is ￥19,235 per night from Jan 25 to Jan 26
￥19,235
￥21,205 total
Jan 25 - Jan 26, 2026
includes taxes & fees
9.2/10 Wonderful! (452 reviews)
Enjoyed our stay.
Reviewed on Dec 6, 2025
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
The price is ￥12,595 per night from Jan 6 to Jan 7
￥12,595
￥13,884 total
Jan 6 - Jan 7, 2026
includes taxes & fees
7/10 Good! (772 reviews)
Everything was perfect.
Reviewed on Dec 27, 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.
Discover the most popular places to visit in Winchester
University of Kentucky
4.5/5(384 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.
Kentucky Horse Park
4.5/5(328 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.
Fayette Mall
4.5/5(321 reviews)
You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.
What to do in Winchester
Experience Rebecca Ruth Chocolate Tour & Museum!
￥1,558
per adult
80% of travellers recommend
Sound Bath Meditation in Lexington
￥3,895
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.
