Upcoming 5K Races Near Winchester, KY

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2026 Juneteenth Freedom 5K

Richmond, KY

Saturday, June 20th, 2026

1 Mile

View details for race 2026 Juneteenth Freedom 5K

Run The Runway 5K

Danville, KY

Saturday, June 20th, 2026

View details for race Run The Runway 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

RJ Corman 5K Run

Wilmore, KY

Saturday, June 27th, 2026

View details for race RJ Corman 5K Run

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

Lexington, KY

Saturday, July 4th, 2026

10K

1 Mile

View details for race Bluegrass 10,000

Roots of Mercer 5K & 1 Mile Fun Run

Harrodsburg, KY

Saturday, July 11th, 2026

1 Mile

View details for race Roots of Mercer 5K & 1 Mile Fun Run

Eagle 5K, 10K & 13.1M at Richmond, KY (28)

Richmond, KY

Saturday, July 11th, 2026

10K

Half

View details for race Eagle 5K, 10K & 13.1M at Richmond, KY (28)

Beat the Heat 5K

Lexington, KY

Saturday, July 11th, 2026

View details for race Beat the Heat 5K

Run Wild Rhino Rush 5k

Georgetown, KY

Saturday, July 11th, 2026

Fast

View details for race Run Wild Rhino Rush 5k

Distillery Dash Cross Country 2.5k/5k/10k

Lexington, KY

Friday, July 24th, 2026

10K

View details for race Distillery Dash Cross Country 2.5k/5k/10k

Moonlit Mile 5K

Richmond, KY

Friday, July 24th, 2026

1 Mile

View details for race Moonlit Mile 5K

Shepherd's House Run For Recovery

Lexington, KY

Saturday, July 25th, 2026

View details for race Shepherd's House Run For Recovery

Run White & Blue 5K & 10K

Lexington, KY

Saturday, July 25th, 2026

10K

1 Mile

Fast

View details for race Run White & Blue 5K & 10K

Back to School 5K

Danville, KY

Saturday, August 1st, 2026

1 Mile

View details for race Back to School 5K

Ninja 5K, 10K & 13.1M at Richmond, KY (32)

Richmond, KY

Saturday, August 8th, 2026

10K

Half

View details for race Ninja 5K, 10K & 13.1M at Richmond, KY (32)

Small Town America 5K Run/Walk

Mount Sterling, KY

Saturday, August 8th, 2026

View details for race Small Town America 5K Run/Walk

A Midsummer Night's Run 5K

Lexington, KY

Saturday, August 8th, 2026

View details for race A Midsummer Night's Run 5K

Radler Rush Cross Country 5k/10k

Frankfort, KY

Friday, August 14th, 2026

10K

View details for race Radler Rush Cross Country 5k/10k

Back The Track 5K & Woodford Track Challenge

Versailles, KY

Friday, August 14th, 2026

1 Mile

View details for race Back The Track 5K & Woodford Track Challenge

Chrysalis House 5K Run/Walk

Nicholasville, KY

Saturday, August 15th, 2026

View details for race Chrysalis House 5K Run/Walk

Lions Club - Pioneer Days 5K

Harrodsburg, KY

Saturday, August 15th, 2026

View details for race Lions Club - Pioneer Days 5K

MCXC 5K

Richmond, KY

Saturday, August 15th, 2026

Trail

View details for race MCXC 5K

A Running Start for Hope 5K

Lexington, KY

Saturday, August 22nd, 2026

View details for race A Running Start for Hope 5K

Triple Crown Trot 5K

Versailles, KY

Saturday, August 22nd, 2026

View details for race Triple Crown Trot 5K

Wag Woof Walk 5K

Morehead, KY

Saturday, August 22nd, 2026

View details for race Wag Woof Walk 5K

CASA Superhero Run

Versailles, KY

Saturday, August 22nd, 2026

View details for race CASA Superhero Run

Cabernet Canter Cross Country 5K/10K

Lexington, KY

Friday, August 28th, 2026

10K

View details for race Cabernet Canter Cross Country 5K/10K

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

Danville, KY

Saturday, August 29th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at Danville, KY (35)

Fostering Hope 5K

Richmond, KY

Saturday, August 29th, 2026

Trail

View details for race Fostering Hope 5K

Lexington Equine Medical Hunter Pace & 5K At Th...

Lexington, KY

Saturday, September 5th, 2026

View details for race Lexington Equine Medical Hunter Pace & 5K At The Park

GRC Cross Country Daniel Boone 5K Honoring Davi...

Winchester, KY

Saturday, September 5th, 2026

View details for race GRC Cross Country Daniel Boone 5K Honoring David Borden

Chasing Hope 5K Run & 1 Mile Hope Stride

Richmond, KY

Friday, September 11th, 2026

1 Mile

View details for race Chasing Hope 5K Run & 1 Mile Hope Stride

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

Richmond, KY

Saturday, September 12th, 2026

10K

Half

View details for race Medal Madness 5K, 10K & 13.1M at Richmond, KY (37) 30

Freebird 5K

Lexington, KY

Saturday, September 12th, 2026

1 Mile

Trail

Fast

View details for race Freebird 5K

Patriot Chase 5K Run/Walk

Richmond, KY

Sunday, September 13th, 2026

View details for race Patriot Chase 5K Run/Walk

Constitution 5K Run for the Arts 2026

Danville, KY

Sunday, September 13th, 2026

View details for race Constitution 5K Run for the Arts 2026

Aphasia in Motion 5K & Fun Run

Lexington, KY

Friday, September 18th, 2026

1 Mile

View details for race Aphasia in Motion 5K & Fun Run

Run To Remember 5K

Frankfort, KY

Friday, September 18th, 2026

View details for race Run To Remember 5K

Tracks for Packs 5K Run/Walk

Richmond, KY

Saturday, September 19th, 2026

View details for race Tracks for Packs 5K Run/Walk

J.J. the Jet Plane Foundation 5K Color Run/Walk...

Frenchburg, KY

Saturday, September 19th, 2026

View details for race J.J. the Jet Plane Foundation 5K Color Run/Walk for Pediatric Cancer

Run4DC

Versailles, KY

Saturday, September 19th, 2026

View details for race Run4DC

Harrodsburg Animal Hospital Harrodsburg Oktober...

Harrodsburg, KY

Saturday, September 19th, 2026

View details for race Harrodsburg Animal Hospital Harrodsburg Oktoberfest 5K Walk/Run

Spoonbread Festival 5K

Berea, KY

Sunday, September 20th, 2026

1 Mile

Trail

View details for race Spoonbread Festival 5K

Second Stride 5K and 2.5K Run/Walk at Claiborne...

Paris, KY

Friday, September 25th, 2026

View details for race Second Stride 5K and 2.5K Run/Walk at Claiborne Farm

10,000 Meter on Van Meter

Winchester, KY

Saturday, September 26th, 2026

10K

View details for race 10,000 Meter on Van Meter

Scarecrow Shuffle 5k

Carlisle, KY

Saturday, September 26th, 2026

View details for race Scarecrow Shuffle 5k

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