Whine up the Hill | Fun Run Atlas | RMN
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Whine up the Hill

A deliberately steep 2.24-mile hill climb near Mammoth Cave that rewards runners with a vineyard route lined with winery tasting tables.

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Fun Run Atlas · Kentucky

Food and drink · Park City, KY

Whine up the Hill is a food and drink fun run in Park City, Kentucky, with no upcoming dates listed.

Season completedFamily friendly
When
Last held Sat, Oct 3, 2026; next date TBA
Start 4:00 PM CT
Early October Saturday afternoon
Where
The Maple Retreat
1 Jagni Loop
Park City, KY 42160 · Barren
Directions
Entry
$40 (before Aug 31)
Register
Organized by
2nd annual (2026)

What to expect

  • vineyard
  • steep hill
  • wine tastings on course
  • wine glass
  • near Mammoth Cave

2026 Season completed

Saturday, October 3, 2026 (completed)

  • Sat, Oct 3, 2026

2027 Not announced

2027 not announced

Date TBA

About the run

A timed run/walk and an untimed Sip-n-Stroll share the course at The Maple Retreat; 21+ participants get a commemorative wine glass.

The run

Distances
2.24-mile run/walk, Sip-n-Stroll (untimed), Kids run
Season
Fall
Swag
Long-sleeve shirt; wine glass for 21+
Benefits
A Life Choice Pregnancy Care Center

Nearby

Sources

Details checked against the race’s own pages on Sun, Oct 4, 2026.