Book Hotels in Winchester, KY
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Top Winchester hotels

Spark by Hilton Lexington Hamburg
It was enjoyable stay at a fair price. I'd stay here should I need to be in the area.
Reviewed on Oct 24, 2025

Hyatt Regency Lexington
We love this hotel because of the friendly staff and location to everything Lex!!!
Reviewed on Oct 20, 2025

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Everything was fine
Reviewed on Oct 22, 2025

Best Western Winchester Hotel
Yes
Reviewed on Oct 5, 2025

Hilton Lexington/Downtown
Bar help
Reviewed on Oct 25, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
Nice property in a good area. Needs updating.
Reviewed on Oct 22, 2025

Quality Inn Lexington -Horse Park
The room was very clean as was the hotel. A quick trip to The Kentucky Horse Park where I was competing. It was very quiet. I would definitely stay here again.
Reviewed on Oct 22, 2025

GuestHouse Lexington
Awesome service and rooms
Reviewed on Oct 24, 2025

Motel 6 Lexington, KY - Airport
Room filthy, roaches, stench, stains on bedcover, cig burns everywhere, mildew all around bath. Homeless roaming around the balcony. Desk staff was very friendly
Reviewed on Oct 20, 2025
Cheap Winchester hotels

Baymont by Wyndham Winchester
Winchester Hotel & Travel Guide\n
Since the days when it was a small town on the Western frontier, the power of the human character has driven Winchester, Kentucky to ever-greater achievements. Nestled amongst the rolling hills of the famed Bluegrass Region, the gorgeous scenery and down-to-earth locals will make you want to stay forever, while the inimitable pioneer spirit will also inspire you to see out great adventures from hotels in Winchester, KY.
Visiting Winchester
Are the scents of the day’s delicious meals already wafting through your curtains when you wake at Winchester hotels? It won’t be long until you indulge, but for now, follow the sounds of babbling brooks and gentle songbirds to Lower Howard’s Creek Nature and Heritage Preserve. In the spring, a sea of indigo overtakes the preserve as bluebells, Jacob’s ladder, and larkspur burst into color and friendly river otters wave hello from the riverbanks.
It will soon be time for sustenance, and Travelocity’s Winchester rental cars can take you on culinary pursuits to satisfy any palate. On the Beer Cheese Trail, let the delectable flavors of cheddar, beer and spices melt in your mouth—there is nothing on earth quite like Kentucky beer cheese, and you are lucky enough to be in its birthplace. Yearning for more? Whether you crave a classic, juicy American hot dog with all the accoutrements or fresh, country-style fish with more hush puppies than you can eat, Winchester’s Bypass Road is sure to satisfy.
Seventy-five miles west, Louisville also offers plenty of opportunity for edible adventures. While the flavors of smoky pulled pork linger in your mind, you sip a first-rate bourbon and let the toasted oak and caramel dance along your taste buds and warm your soul. After such exploits, you’ll be more than happy to slip under the covers at any of our superb Louisville hotels.
Thanks to the incredible souls who came before you and built their version of the American dream, no wish must remain unexplored in this Southern paradise. Book hotels near Winchester with Travelocity today, and your vacation fantasies can start coming true tomorrow.
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Elwood Hotel & Suites
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