Winchester, KY Road Trips
Plan drives from Winchester, KY with practical route pages for distance, drive time, fuel cost, road character, and places to stop along the way.
Photo: Wikimedia Commons
Trip Routes
1
Longest Drive
220.5 mi
Henderson, KY
Quickest Drive
4h 14m
Henderson, KY
Plan Around Winchester, KY
Continue From Winchester, KY
Good next legs if this city is only one stop in a longer road trip.
Trips from Winchester, KY
Winchester, KY by the Numbers
Recent demographic snapshot from the US Census Bureau's American Community Survey.
Population
19,133
Median Income
$57,653
Median Home Value
$180,400
Median Age
38.8
Source: US Census Bureau ACS 5-year (public domain). See our methodology for details.
Notable People from Winchester, KY
A sampling of people born in Winchester, KY.
Helen Thomas
1920–2013
American author and journalist
Allen Tate
1899–1979
American poet, essayist and social commentator (1899–1979)
Matt Long
1980
American actor
John E. Fryer
1938–2003
American psychiatrist and gay rights activist (1938–2003)
Marcus C. Lisle
1862–1894
American politician (1862-1894)
James Bamford White
1842–1931
American politician, Kentucky (1842-1931)
Joseph Jackson
1894–1932
American screenwriter (1894–1932)
Preston Knowles
1989
American basketball player
Landmarks & Historic Sites
Attractions and heritage-registered places located in Winchester, KY.
Bluegrass Heritage Museum
local history museum in Winchester, Kentucky
City data from Wikidata (Q985302), available under CC0. Photos from Wikimedia Commons under their respective licenses. See our methodology for details.
Nearby Hubs
Other cities within driving distance of Winchester, KY that also have route pages.
Escape Planner
Where to go from Winchester, KY?
Curated day trips, weekend getaways, and overnight routes — grouped by how much time you have and the kind of trip you want.
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