Winchester Vacations
Book a Hotel + Flight or Car together to unlock savings
Find the Best Winchester Vacation Packages
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 ￥15,608 per night from May 3 to May 4
￥15,608
￥18,117 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (2,179 reviews)
Friendly staff and well stocked breakfast.
Reviewed on Apr 11, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥33,574 per night from May 3 to May 4
￥33,574
￥41,743 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (1,229 reviews)
Breakfast and cocktails in the bar were excellent. The rooms are well appointed. My issue is that there is no room for your toiletries in the bathroom. We moved a table from the living room into the bathroom. The clean towels they store in the shower on the bench. We had to put them on the floor. ...
Reviewed on Apr 11, 2026
Elwood Hotel & Suites
444 Parkway Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥16,923 per night from Apr 28 to Apr 29
￥16,923
￥19,642 total
Apr 28 - Apr 29
includes taxes & fees
9.4/10 Exceptional! (1,071 reviews)
This boutique hotel is a hidden gem. We have stayed there before and were excited to stay again. This is a definite must stay. They have created a beautiful haven to make guests feel special. The outside seating and fire pits and the open bar inside make it a great place to visit with friends and ...
Reviewed on Apr 10, 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
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.
Kentucky Horse Park
4.5/5(332 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(323 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!
￥1,587
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
￥15,710
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
