Upcoming 5K Races Near Winchester, KY

Name: Bluegrass 10,000 5K & Fun Run
Start: 2026-07-04
End: 2026-07-04
Location: Lexington

Madison Central Marching Band Band On The Run 5k

Richmond, KY

Saturday, March 21st, 2026

Featured

View details for race Madison Central Marching Band Band On The Run 5k

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Bluegrass Bourbon 5K

Midway, KY

Saturday, March 21st, 2026

Trail

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Reforest Frenzy

Lexington, KY

Saturday, March 21st, 2026

1 Mile

10K

View details for race Reforest Frenzy

Strides Against Blood Cancer 5K

Lexington, KY

Sunday, March 22nd, 2026

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Run For Another 2026 5K and 10K

Georgetown, KY

Saturday, March 28th, 2026

10K

View details for race Run For Another 2026 5K and 10K

Medal Madness 5K, 10K, & 13.1M at Danville, KY ...

Danville, KY

Saturday, March 28th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at Danville, KY (13)

The Perfect 10 at Mt. Brilliant Farm

Lexington, KY

Saturday, March 28th, 2026

10 Miles

10K

View details for race The Perfect 10 at Mt. Brilliant Farm

Healing in Motion 5K

Richmond, KY

Saturday, April 4th, 2026

View details for race Healing in Motion 5K

Lions Run for Sight 5K

Lexington, KY

Saturday, April 4th, 2026

View details for race Lions Run for Sight 5K

Hillbilly Hustle 5K & 10K

Georgetown, KY

Saturday, April 4th, 2026

10K

View details for race Hillbilly Hustle 5K & 10K

Isaiah House Hope & Healing 5K

Lexington, KY

Saturday, April 4th, 2026

Trail

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A Warrant to Run 5K

Frankfort, KY

Saturday, April 11th, 2026

View details for race A Warrant to Run 5K

Pirate 5K, 10K, & Half Marathon at Whitehall Pa...

Richmond, KY

Saturday, April 11th, 2026

10K

Half

View details for race Pirate 5K, 10K, & Half Marathon at Whitehall Park, Richmond, KY (15) 30

Tour de Paris 5K

Paris, KY

Saturday, April 11th, 2026

View details for race Tour de Paris 5K

Bluegrass Mile & Trotters 5k!

Lexington, KY

Friday, April 17th, 2026

1 Mile

View details for race Bluegrass Mile & Trotters 5k!

Wesley Waddle 10K5K

Wilmore, KY

Saturday, April 18th, 2026

10K

View details for race Wesley Waddle 10K5K

Two Bridge Run 10-Miler and 5K

Maysville, KY

Saturday, April 18th, 2026

10 Miles

View details for race Two Bridge Run 10-Miler and 5K

Run/Walk for Hope 5K

Richmond, KY

Saturday, April 18th, 2026

View details for race Run/Walk for Hope 5K

Brandon True Memorial Heroes For The Homeless 5...

Lexington, KY

Saturday, April 18th, 2026

1 Mile

Trail

Fast

View details for race Brandon True Memorial Heroes For The Homeless 5K Presented by Anderson Communities

Thoroughbred Trot 5K & Fun Run

Midway, KY

Sunday, April 19th, 2026

1 Mile

View details for race Thoroughbred Trot 5K & Fun Run

Grace in Every Step 5K

Lexington, KY

Friday, April 24th, 2026

1 Mile

View details for race Grace in Every Step 5K

UK5K presented by Kroger Simple Truth

Lexington, KY

Saturday, April 25th, 2026

View details for race UK5K presented by Kroger Simple Truth

Diaper Dash 5K & FREE Kid's Sprint

Versailles, KY

Saturday, April 25th, 2026

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Derby Dash 5k

Williamstown, KY

Saturday, May 2nd, 2026

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Fairview Baptist 5K Run For Missions

Mount Vernon, KY

Saturday, May 2nd, 2026

View details for race Fairview Baptist 5K Run For Missions

Luau 5K, 10K, & Half Marathon at Whitehall Park...

Richmond, KY

Saturday, May 9th, 2026

10K

Half

View details for race Luau 5K, 10K, & Half Marathon at Whitehall Park, Richmond, KY (19) 30

Share Your Strength 5K Run/Walk

Danville, KY

Saturday, May 9th, 2026

View details for race Share Your Strength 5K Run/Walk

Lunch Lady Hustle 5K Run/Walk

Lexington, KY

Saturday, May 9th, 2026

Trail

Fast

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Wanda Casey Mother's Day 3K

Frankfort, KY

Sunday, May 10th, 2026

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Run The Bluegrass

Lexington, KY

Saturday, May 16th, 2026

Half

10K

View details for race Run The Bluegrass

Kentucky Hands & Voices SuperHEARo 5K

Richmond, KY

Saturday, May 16th, 2026

1 Mile

View details for race Kentucky Hands & Voices SuperHEARo 5K

Milford's Merry Miles of May

Brooksville, KY

Saturday, May 16th, 2026

Fast

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2026 Run for the Paws 5k Run/Walk

Winchester, KY

Saturday, May 16th, 2026

View details for race 2026 Run for the Paws 5k Run/Walk

Run For Hope 5K

Lexington, KY

Sunday, May 17th, 2026

Trail

Fast

View details for race Run For Hope 5K

Pisgah Farms & Furlongs Half Mare-athon, 10K an...

Versailles, KY

Saturday, May 30th, 2026

Half

10K

View details for race Pisgah Farms & Furlongs Half Mare-athon, 10K and 5K

Mountain Memories 5K

Frenchburg, KY

Saturday, June 6th, 2026

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No Greater Honor 5K

Lexington, KY

Saturday, June 6th, 2026

1 Mile

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Alexis Thompson Memorial 5k/10K

Winchester, KY

Saturday, June 6th, 2026

10K

View details for race Alexis Thompson Memorial 5k/10K

MCXC 5K

Richmond, KY

Saturday, June 6th, 2026

Trail

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Wild Hearts Superhero 5K, 10K & Kids Super Sprint

Lexington, KY

Saturday, June 13th, 2026

10K

View details for race Wild Hearts Superhero 5K, 10K & Kids Super Sprint

Medal Madness 5K, 10K & 13.1M at Richmond, KY (24)

Richmond, KY

Saturday, June 13th, 2026

10K

Half

View details for race Medal Madness 5K, 10K & 13.1M at Richmond, KY (24)

Run The Runway 5K

Danville, KY

Saturday, June 20th, 2026

View details for race Run The Runway 5K

2026 Juneteenth Freedom 5K

Richmond, KY

Saturday, June 20th, 2026

1 Mile

View details for race 2026 Juneteenth Freedom 5K

Eckert's Versailles Orchard Donut Dash 5k

Versailles, KY

Sunday, June 21st, 2026

View details for race Eckert's Versailles Orchard Donut Dash 5k

The Ascent Red River Gorge 5K & 10K Trail Races

Slade, KY

Saturday, June 27th, 2026

10K

Trail

View details for race The Ascent Red River Gorge 5K & 10K Trail Races

Stars, Stripes & Strides 5K

Versailles, KY

Saturday, June 27th, 2026

View details for race Stars, Stripes & Strides 5K

6th Annual Run Morehead 5K

Morehead, KY

Friday, July 3rd, 2026

View details for race 6th Annual Run Morehead 5K

Blackberry Festival 5K

Carlisle, KY

Saturday, July 4th, 2026

View details for race Blackberry Festival 5K

Bluegrass 10,000 5K & Fun Run

Lexington, KY

Saturday, July 4th, 2026

10K

1 Mile

View details for race Bluegrass 10,000 5K & Fun Run

Explore more in Winchester, KY

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Kentucky races

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