WHINE UP THE HILL

  • Date Sat 11th October 2025
  • Time 3:00PM CDT
  • Location Park City, Kentucky
  • Price $16.90 - $27.50
  • Races 3 races

Event summary

Get ready for a unique and exhilarating experience at the inaugural Whine Up the Hill, taking place on Saturday, October 11th, 2025, in the picturesque Park City, Kentucky, at the beautiful Maple Retreat. This event offers a delightful twist on traditional races, featuring a challenging 2.24-mile course that invites participants to tackle a steep climb while enjoying breathtaking vineyard views. Whether you're a competitive runner or prefer a leisurely stroll, there's something for everyone! Join the Whine Up the Hill Run/Walk for a timed challenge, or opt for the Sip-n-Stroll, where you can savor the scenery and indulge in wine tastings from local wineries along the wayβ€”perfect for participants aged 21 and over.

Families can also join in on the fun with the Grape Gallop Kid's Run, designed for children aged 6-12 to safely enjoy a shorter loop around the hilltop. All proceeds from this exciting event will benefit Hope House Ministries, supporting their vital work in the community. So lace up your shoes, grab your friends, and prepare to whine, wine, and walk/run for a fantastic cause! Don’t miss out on this unforgettable day filled with fitness, fun, and friendship!

Organiser's Description

"AT LEAST IT'S NOT A 5K"

GET READY TO WHINE (AND WINE!) AT THE INAUGURAL 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 11th, 2025, 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 you "whine" a little! But trust us, the view (and the vino) from the top is worth it. Our unique course, slightly shorter than a traditional 5K, takes you up the hill and then rewards you with a scenic journey through the vineyard.

Along the way, local wineries will be waiting with tasting tables, ready to offer you a sample of their finest creations (for participants 21+ with ID, of course!).

A DISTANCE FOR ALL LEVELS:

WHINE UP THE HILL RUN/WALK (Timed, Competitive Event): Tackle the hill, soak in the vineyard views, and enjoy the wine stops. Perfect for runners and walkers seeking a fun challenge. Participants will receive a long-sleeve shirt, while those age 21+ will also receive a commemorative wine glass. PHOTO ID WILL BE REQUIRED AT PACKET PICKUP

SIP-N-STROLL: (Non-Timed Walking Event) Would you rather enjoy the scenery with a little less "whine" and head straight for the wine? This leisurely walking option is on the same course as the competitive event but lets you enjoy the beautiful vineyard scenery and tasting stations at a relaxed pace. Participants will receive a long-sleeve shirt, while those age 21+ will also receive a commemorative wine glass. PHOTO ID WILL BE REQUIRED AT PACKET PICKUP

GRAPE GALLOP KID'S RUN: A fun dash for younger runners! Let them burn off some energy in a safe, shorter course that runs in a looping course around the hilltop. This event is open to participants aged 6-12 years old. participants will receive a shirt and finishers medal.

MORE THAN JUST A RACE:

Feel great knowing that all proceeds benefit Hope House Ministries, supporting their incredible work in our community.

Hope House Ministries exists to alleviate physical and spiritual poverty through gospel restoration.



Ready to whine, wine, and walk/run for a great cause?

DETAILS:

WHAT: Whine up the Hill Run/Walk, Sip-n-Stroll, Kid's Run
WHEN: Saturday, October 11th, 2025 3:00 PM
WHERE: The Maple Retreat, 1 Jagni Loop Park City, KY
WHY: Benefit Hope House Ministries
FEATURES: Challenging hill (2.24mi course), vineyard route, wine tasting (21+), beautiful scenery
FOLLOW US: Follow us us on Facebook [https://www.facebook.com/profile.php?id=61574922731177#]

Races

  • Whine Up the Hill

    Incl. $2.50 Fee & Long- Sleeve Shirt

    Sat 11th October 2025 (3:00PM CDT)

    $27.50

    OPENS 23 APR
    Whine up the Hill Run/Walk (Competitive, Timed Event): Tackle the hill, soak in the vineyard views, and enjoy the wine stops. Perfect for runners and walkers seeking a fun challenge. Awards will be given to top 3 overall male and female winners Awards will be given to division winners in 10 year age increments. Participants over the age of 21 years old will receive a commemorative wine glass Photo ID will be required at packet pickup
  • Sip N Stroll

    Incl. $2.50 Fee & Long- Sleeve Shirt

    Sat 11th October 2025 (3:05PM CDT)

    $27.50

    OPENS 23 APR
    Sip-n-Stroll: A little less "whine" and head straight for the wine? This leisurely walking option is on the same course as the competitive event but lets you enjoy the beautiful vineyard scenery and tasting stations at a relaxed pace. The Sip n Stroll is a non-competitive event. Take your time and enjoy the wine. There are no awards for this event. Participants over the age of 21 years old will receive a commemorative wine glass Photo ID will be required at packet pickup
  • Kid's Run

    Incl. $1.90 Fee & T-Shirt

    Sat 11th October 2025 (3:10PM CDT)

    $16.90

    OPENS 23 APR
    Fun dash for younger runners! Let them burn off some energy in a safe, shorter course that runs in a loop around the hilltop. This event is open to participants aged 6-12 years old.

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Location

1 Jagni Loop, Park City, 42160, KY, United States

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