Hotels in Winchester
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Where to stay in Winchester?

Best Western Winchester Hotel
Best Western Winchester Hotel
Baymont by Wyndham Winchester
Baymont by Wyndham Winchester
Value Stay
Value Stay
Hampton Inn Winchester
Hampton Inn Winchester
Comfort Inn Winchester
Comfort Inn Winchester
Holiday Inn Express Lexington East - Winchester by IHG
Holiday Inn Express Lexington East - Winchester by IHG
Days Inn Lexington SE/Hamburg
Days Inn Lexington SE/Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Comfort Inn Lexington I-75
Comfort Inn Lexington I-75
Hotel LEX, Trademark Collection by Wyndham
Hotel LEX, Trademark Collection by Wyndham
Hyatt Place Lexington
Hyatt Place Lexington
Holiday Inn Lexington - Hamburg by IHG
Holiday Inn Lexington - Hamburg by IHG
Tru By Hilton Lexington Hamburg
Tru By Hilton Lexington Hamburg
Hilton Garden Inn Lexington Hamburg
Hilton Garden Inn Lexington Hamburg
Home2 Suites by Hilton Lexington Hamburg
Home2 Suites by Hilton Lexington Hamburg
Courtyard Lexington South/Hamburg Place
Courtyard Lexington South/Hamburg Place
Holiday Inn Express & Suites Mt Sterling North by IHG
Holiday Inn Express & Suites Mt Sterling North by IHG
avid hotel Lexington - Hamburg Area by IHG
avid hotel Lexington - Hamburg Area by IHG
Sleep Inn Lexington
Sleep Inn LexingtonGet last-minute hotel deals in Winchester and save more


Check out hotels with a pool in Winchester

Go beyond your typical stay in Winchester
Top landmarks in Winchester
Learn more about Winchester
Beneath the shadow of the Bluegrass Heritage Museum, Main Street reveals a parade of antique shops where yesterday's treasures await discovery. The Winchester Opera House stands as a cultural cornerstone in this small Kentucky town with big character. Escape to Daniel Boone National Forest, where hiking trails wind through Appalachian wilderness that would make the legendary frontiersman feel right at home. College Park offers a peaceful retreat when urban exploration tires the feet. Local eateries serve up authentic flavors that chain restaurants can't replicate. For golf enthusiasts, Southwind Golf Course presents challenging fairways with scenic vistas. The Clark County Courthouse anchors the historic downtown, its architecture telling stories of bygone eras without saying a word.

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