Kentucky · 2.24 Miles

Whine Up the Hill

Whine Up the Hill is a 2.24 Miles event held in Park City, Kentucky. It was last held on October 3, 2026 and is usually run in October; the next date hasn't been announced yet.

Usually held
October
Location
Park City, KY

Race details

Last held
October 3, 2026
Usually held in
October
Distances
2.24 Miles
Registration
runsignup.com
Official website
whineupthehill.com

Registration, course & weather

About the Whine Up the Hill

"At least it's not a 5K" Get Ready to Whine (and Wine!) at the 2nd Annual Whine up the Hill! Tired of the same old events that are always a 5K? Ready for a challenge with a delicious reward? Mark your calendars for Saturday, October 3rd, 2026, and join us at the stunning Maple Retreat in Park City, Kentucky (near Mammoth Cave National Park) for the first-ever Whine up the Hill! This isn't your average race! Prepare to conquer our signature challenge – a steep climb that might just make …

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Whine Up the Hill: common questions

When is the Whine Up the Hill?
The next date hasn't been announced in the listing yet. The race is usually held in October. Check the organiser's website for the official date.
Where is the Whine Up the Hill held?
In Park City, Kentucky.
What distances does the Whine Up the Hill offer?
2.24 Miles.
How do I register for the Whine Up the Hill?
Registration is handled by the organiser at runsignup.com. Entry fees, caps and deadlines are set there.
Is registration open for the Whine Up the Hill?
Registration status as last checked September 22, 2026: open. $45 (from runsignup.com, checked September 22, 2026).