29 events in Lexington, Kentucky

From big races to Saturday morning group runs—find 5k events and connect with the local endurance sports community.

• UK Horsey Hustle 5K Run/Walk [equine.mgcafe.uky.edu] [Register at raceroster.com]
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  Sun, Apr 12, 2026 at 1:00 PM

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  UK Horsey Hustle 5K Run/Walk

  Everyone is welcome to join us at the 5th annual UK Horsey Hustle 5K Run/Walk presented by UK Ag Equine Programs and the AFE 300 Equine Event Planning Class. Race time...

  UK Horsey Hustle 5K Run/Walk

  Everyone is welcome to join us at the 5th annual UK Horsey Hustle 5K Run/Walk presented by UK Ag Equine Programs and the AFE 300 Equine Event Planning Class. Race time starts at 1:00 p.m. and following the race we will have family friendly activities. To ensure you are comfortable while relaxing after the race, please bring lawn chair or picnic blankets.

  Funds raised from this event will support the new UK Ag Equine Programs' Student Experience and Applied Education Fund and equine focused clubs and teams.

  The Student Experience and Applied Education Fund was established to support and allow students to gain horse experiences, both academically and recreationally, at the University of Kentucky. This fund is to be utilized to provide financial support for students to do a multitude of extracurricular activities.

  5k Run Virtual Walk

  unnamed road, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Bluegrass Mile & Trotters 5k! [runsignup.com]
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  Fri, Apr 17, 2026 at 7:00 PM

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  Channel your inner equine: Race eight furlongs on a smooth, packed surface.

  The fourth annual edition of the Bluegrass Mile provides runners of all abilities a unique opportunity to cover 5,280 feet...

  Channel your inner equine: Race eight furlongs on a smooth, packed surface.

  The fourth annual edition of the Bluegrass Mile provides runners of all abilities a unique opportunity to cover 5,280 feet on the dirt track at Red Mile. Whether you're looking for a competitive mile or a community walk, all are welcome to join us for an evening on the track.

  We will also be introducing a 5k for 2026! 5k participants will experience the iconic Red Mile race track, and then exit the track for a short out and back before returning to the track, and running a lap of the inner circuit too!

  The number of sign ups for the mile will determine how many heats we will seed runners into. If numbers permit we will send the milers & 5k runners off at the same time.

  This is a unique opportunity to race around the track at Red Mile. We're unable to allow strollers or dogs for this race.

  Mile & Trotters 5k Routes

  Parking & Course Access Map

  1 Miles 5k Run Walk

  1200 Red Mile RD, Lexington, Kentucky, 40504, United States
  OpenStreetMap Google Maps
• Brandon True Memorial Heroes For The Homeless 5K Presented by Anderson Communities [runsignup.com]
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  Sat, Apr 18, 2026 at 12:00 AM

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  Join us for this 3rd annual race to raise funds for the homeless of Lexington while celebrating the life of Brandon True. Special thanks to Anderson Communities for their Presenting Sponsorship....

  Join us for this 3rd annual race to raise funds for the homeless of Lexington while celebrating the life of Brandon True. Special thanks to Anderson Communities for their Presenting Sponsorship.

  SATURDAY, APRIL 19, 2025 at 9:00AM at COLDSTREAM PARK/LEGACY TRAIL

  Race benefits the New Life Day Center

  RACE FEATURES:

  • Flat, fast course on paved trail surfaces on the scenic Legacy Trail

  • Commemorative unisex sized race T-shirts (Sizes S-3XL)

  • Awards for Top 3 M/F Overall & Top 3 M/F in 5-year age groups

  • Free race photos

  • Social teams to enhance your race experience. Prize for the largest team.

  • 5K run/walk, 1-mile fun walk, Little Heroes Kid's Dash & virtual option

  • Music, food, fun and fellowship for a great local cause!

  PACKET PICKUP Our packet pickup will be Friday, 4/18/24 from 4-7pm at Drake's Restaurant on Leestown Road. Come grab your packet and enjoy dinner at Drakes!

  5K ROUTE MAP - Coming Soon

  1 Miles 3.1 Miles 5k Run Trail Virtual Walk

  Coldstream Park/Legacy Trail, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Grace in Every Step 5K [runsignup.com]
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  Fri, Apr 24, 2026 at 12:00 AM

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  Join us for this inaugural race honoring Harper Grace Stone and benefiting Trisomy 18 Warriors!

  Friday, April 24, 2026, at 7:00PM at Coldstream Park in North Lexington

  RACE FEATURES

  • Flat, scenic...

  Join us for this inaugural race honoring Harper Grace Stone and benefiting Trisomy 18 Warriors!

  Friday, April 24, 2026, at 7:00PM at Coldstream Park in North Lexington

  RACE FEATURES

  • Flat, scenic out and back course on the popular Legacy Trail

  • Commemorative race T-shirts (Mens/Womens/Youth sizes)

  • Free Race Photos (Thanks Paul Martin Photography)

  • Overall & Age Group Awards (5K)

  • 5K Run/Walk (timed), 1 Mile Fun Walk (untimed), FREE Kid's Dash (9 & under) and Virtual Option

  • Social Teams to enhance your race experience/Prize for the largest team

  • Indoor Restrooms & Convenient Parking (Embassy Suites North Lexington)

  • Food, fun and fellowship for a great cause!

  5K ROUTE MAP

  PACKET PICKUP - Our plans for PPU will be announced closer to race week. We will definitely have race evening PPU from 5:45-6:45pm at the Embassy Suites North Lexington.

  SPONSORSHIP OPPORTUNITIES - Please see sponsorship levels and additional information below.

  1 Miles 3.1 Miles 5k Indoor Run Trail Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• UK5K presented by Kroger Simple Truth [runsignup.com]
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  Sat, Apr 25, 2026 at 8:30 AM

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  Big Blue Nation invites you for a unique 5K (5000 meters/3.1 mile) run/walk taking you on a course with a close-up view of several UK athletic venues.

  Kroger Simple Truth and UK Athletics along with...

  Big Blue Nation invites you for a unique 5K (5000 meters/3.1 mile) run/walk taking you on a course with a close-up view of several UK athletic venues.

  Kroger Simple Truth and UK Athletics along with support from the popular Girls on the Run youth running program are excited to offer this running or walking experience that starts outside of UK Football's home venue Kroger Field (Gate 12) and then FINISHES ON THE FIELD inside the stadium. During the race, you will take a journey around several UK sports facilities including Kroger Field (football), the football training facilities, Kentucky Proud Park (baseball), the Wendell & Vickie Bell Soccer Complex, and the Tim Couch Practice Fields.

  Join us for the UK5K on Saturday, April 25, 2026 at 9:00am.

  For younger runners (6 & under), we also offer the Jr. Wildcat Club Kids 100 yard dash race at 8:30am so that they can be a part of the Big Blue fun! A sprint race from end zone to end zone on Kroger Field.

  The UK5K will be a chip-timed race, with prizes from Kroger for overall top 3 finishers. Each participant will also receive a medal, provided by Kroger.

  The race includes a commemorative t-shirt and finishers medal (a replica of Kroger Field) for all participants.

  Strollers and Pets are not able to participate due to the course terrain.

  PACKET PICKUP

  After entering, the packet pickup for your custom bib number and t-shirt will be:

  Friday, April 24th from 4:00-6:00pm at the Kroger on Euclid/Chevy Chase (Address: 704 Euclid Ave, Lexington, KY 40502).

  Saturday, April 25th from 7:00-8:30am near Gate 12 at Kroger Field (Address: 1540 University Drive, Lexington, KY 40506).

  5k Run Walk

  1540 University Drive, Lexington, Kentucky, 40506, United States
  OpenStreetMap Google Maps
• Lunch Lady Hustle 5K Run/Walk [runsignup.com]
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  Sat, May 09, 2026 at 12:00 AM

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  Do you remember your favorite lunch lady? Did you love school pizza? Lunch ladies spend their school days hustling to feed kids. Now it’s your turn to hustle with the lunch ladies in this fun 5K....

  Do you remember your favorite lunch lady? Did you love school pizza? Lunch ladies spend their school days hustling to feed kids. Now it’s your turn to hustle with the lunch ladies in this fun 5K.

  Lace up your non-slip shoes and grab a hairnet because its race time! Our 6th Annual Lunch Lady Hustle 5K and the 1/4 mile Kids Dash will be held Saturday, May 9, 2026 at 8:15am at Coldstream Park/Legacy Trail in Northwest Lexington. We can’t wait to see you there!

  RACE FEATURES:

  • Commemorative unisex sized, super soft, poly/cotton shirts

  • Awards for Top 3 M/F Overall and Top 3 M/F in the following 5-year age groups (0-14, 15-19, 20-24 .... 75-79, 80+)

  • Flat/fast course on paved surface at beautiful Coldstream Park

  • Free Race Photos

  • The Lunch Lady Challenge --- A chance to hustle faster than the "Running Lunch Lady"

  • Great music, food, fun and fellowship

  • Best Dressed Lunch Lady Contest

  • 5K, Kids (1/4 Mile) Dash and Virtual Participant option

  This race is being presented by the Fayette County School Nutrition Association . FCSNA is a non-profit organization that aides local school nutrition employees and public school students. FCSNA provides annual student scholarships, employee scholarship, and multiple recognition awards. We offer continuing education for our members to develop their career skill sets while offering a localized sense of community. Our members and fellow child nutrition professionals have maintained their dedication throughout the pandemic. We have worked tirelessly to provide meals for adolescents and will continue to do so throughout 2021. If it wasn't known before 2020, it is now clear that some heroes do indeed, wear aprons instead of capes. 100% of proceeds and donations from our race will bolster our student & employee scholarship program.

  SOCIAL TEAMS Expand your race experience and SAVE $3.00 on your registration by starting or joining a social team when you register. Teams of 5 or more members enable team pricing which will save each member of the team $3.00. The first 4 members of the team will have their credit/debit card credited $3.00 when the 5th person joins the team. We'll also have a prize for the largest team. Team members can participate in either the 5K Run/Walk, Kids Dash or Virtual.

  PACKET PICKUP We will hold our only packet pickup on the morning of the race from 7:15-8:45am at Coldstream Park. No credentials or paperwork are necessary to pick up your packet.

  BEST DRESSED LUNCH LADY Channel your favorite lunch lady from the past. Circa 1970’s. We’ll have a fun prize for the best dressed “lady”.

  5K ROUTE MAP

  Course is an out and back on paved/concrete trail surfaces with very little elevation change. There are two hydration stations along the route at Mile 1.4 and 1.9. Common Start/Finish location on the east end of the Coldstream Dog Park area.

  3.1 Miles 5k Run Trail Virtual Walk

  Coldstream Park/Legacy Trail, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Run The Bluegrass [runsignup.com]
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  Sat, May 16, 2026 at 12:00 AM

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  Run alongside beautiful horse farms on Saturday May 16th as you take on Run The Bluegrass!

  With 10k and 5k options also available, there is a distance for everyone, so sign up the whole family, or...

  Run alongside beautiful horse farms on Saturday May 16th as you take on Run The Bluegrass!

  With 10k and 5k options also available, there is a distance for everyone, so sign up the whole family, or your best friend, and make a weekend out of it.

  Start & finish, Race head quarters, and our Packet Pick Up Event are at Talon Winery.

  Enjoy a variety of food and drink after the race from local food and coffee trucks, in addition to Talons wonderful selection of wines.

  Packet Pick-ups will be hosted at John's Run/Walk Shop Locations & Talon Winery on the following days:

  Tuesday May 12th, 10am - 7pm at our Hamburg Location: 3090 Helmsdale Place.

  Wednesday 13th, 10am - 7pm at our Palomar Location: 3735 Palomar Centre.

  Thursday 14th, 10am - 7pm at our Chevy Chase Location: 317 S. Ashland Ave.

  Friday 15th, 11am - 7pm at Talon Winery: 7086 Tates Creek.

  *There is no race day packet pick-up. If you or a friend/family member are unable to pick-up your packet in the week leading up to the race, please select advance packet shipping so we can get your items to you ahead of Raceday.

  Pre-Race Deadlines

  • Bib Transfer 5/1

  • Distance Changes 5/1

  • Switch to Virtual Race 5/9

  • 2027 Deferrals 5/14

  ALL RACERS MUST BE ON SITE BY 6:30AM ON RACE DAY

  Road closures surrounding the course will be going into effect at 6:30am on race day, you will not be an exception if you are late, the road closures are in place for safety and to ensure a punctual 7am start time - this is why it is imperative that you are at Talon by 6:30am on race day.

  If you are using a ride share service please make sure you arrive by 6:30am so they can leave Talon and exit the course quickly.

  Friendly Reminder for Half Marathon Participants

  We are continuing to enforce a strict 14mm pace cut off this year- there will be a sweeper bus at the Half Marathon turning point that will begin to sweep by 8:45. The bus will have snacks & water and will deliver participants back to Start/Finish area.

  We thank you for understanding in this matter.

  2026 COURSE MAP

  5k 10k 13.1 Miles Run Virtual Walk

  7086 Tates Creek Road, Lexington, Kentucky, 40515, United States
  OpenStreetMap Google Maps
• Run For Hope 5K [runsignup.com]
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  Sun, May 17, 2026 at 12:30 PM

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  Join us for the 4th annual Run For Hope 5K at Coldstream Park on Sunday, May 17, 2026 as we raise funds and awareness to provide hope to individuals and families through compassionate clinical...

  Join us for the 4th annual Run For Hope 5K at Coldstream Park on Sunday, May 17, 2026 as we raise funds and awareness to provide hope to individuals and families through compassionate clinical counseling.

  Our race is being held during the month of May which is Mental Health Awareness Month.

  RACE FEATURES

  • Flat, fast course on the paved Legacy Trail at Coldstream Park

  • Commemorative unisex sized race shirts (Sizes S-2XL) while supplies last

  • Awards for our top finishers

  • Free race photos (Thanks TOPS in LEX!)

  • Music, fun and fellowship

  • A run/walk event where all fitness levels are welcomed

  PACKET PICKUP --- Our packet pickup will be held on race day (Sunday, May 17th) from 12:45-2:00pm at Coldstream Park. We'll be at the RaceRise table.

  5K ROUTE MAP

  Our race will benefit Hope Springs Counseling Center.

  3.1 Miles 5k Run Trail Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Seton Catholic School Run for the Nun 5K [runsignup.com]
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  Sat, May 30, 2026 at 7:45 AM

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  A running tradition in Lexington since 1990!

  Join us for the 36th Anniversary of Seton Catholic's Run For The Nun 5K & Kids 1/3 Mile Fun Run/Walk to be held on Saturday, May 30, 2026 at 8:00am.

  RACE...

  A running tradition in Lexington since 1990!

  Join us for the 36th Anniversary of Seton Catholic's Run For The Nun 5K & Kids 1/3 Mile Fun Run/Walk to be held on Saturday, May 30, 2026 at 8:00am.

  RACE FEATURES

  • Scenic 5K Course

  • Commemorative race T-shirts

  • Overall, Age Group and Team Awards

  • Kids 1/3 Mile Dash (7:45am)

  Overall awards (top 3 M/F) will be based on gun time (head to head competition) and age group awards (top 3 M/F) will be based on chip time. Age groups are 14 & under, 15-19, 20-24, 25-29, 30-34, 35-39, ..., 70-74, 75-79, 80 & over.

  3.1 Miles 5k Fun Run Run Walk

  1730 Summerhill Drive, Lexington, Kentucky, 40515, United States
  OpenStreetMap Google Maps
• No Greater Honor 5K [nogreaterhonorrun.org] [Register at runsignup.com]
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  Sat, Jun 06, 2026 at 12:00 AM

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  Join us for the 6th Annual No Greater Honor 5K Run presented by Honor Flight Kentucky. Run or walk 3.1 miles and receive a commemorative race shirt.

  SATURDAY, JUNE 6, 2026, AT 8:00AM AT KEENELAND...

  Join us for the 6th Annual No Greater Honor 5K Run presented by Honor Flight Kentucky. Run or walk 3.1 miles and receive a commemorative race shirt.

  SATURDAY, JUNE 6, 2026, AT 8:00AM AT KEENELAND RACECOURSE

  This race is about honoring our veterans and supporting a great local cause, Honor Flight Kentucky. (Read more about their mission below.) Our race will feature a scenic 5K route on the historic Keeneland Racecourse grounds, commemorative men's/women's/youth sized race T-shirts, free race photos, overall & age group awards and more.

  RACE FEATURES:

  • Scenic course at Keeneland Racecourse

  • Free Race Photos

  • Commemorative Performance/Tech Race Shirts

  • Overall and Age Group Awards

  • 5K, 1 Miler and Kids Dash plus a Virtual Option for those who can't join us in person

  • Walkers welcomed!

  We've enabled SOCIAL TEAMS for this race. Expand your race day fun by starting or joining a social team. Invite your friends, family, & co-workers to join your team. We'll have a prize for the largest team, and teams of 5 or more SAVE $3.00 per team member.

  PACKET PICKUP Our packet pickup will be held on Friday, June 5th from 4-6pm at J&H Running Company (197 Moore Drive in Lexington!. There will also be race morning packet pickup offered from 7:00-8:15am. You can pickup for friends/family with no credentials, paperwork or ID necessary.

  DISCOUNT FOR VETERANS & ACTIVE DUTY MILITARY Use coupon code SERVICE at online checkout to SAVE $5 on your registration. Thank you for your service!!!

  Our online registration will remain open until race morning.

  5K ROUTE MAP

  1k 1 Miles 3.1 Miles 5k Run Virtual Walk

  Lexington, Kentucky, 40510, United States
  OpenStreetMap Google Maps
• Wild Hearts Superhero 5K, 10K & Kids Super Sprint [kerringtonsheart.org] [Register at runsignup.com]
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  Sat, Jun 13, 2026 at 12:00 AM

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  Join us for our Superhero themed races which offer something for everyone (5K Run/Walk, 10K Run & Kids Super Sprint)!

  SATURDAY, JUNE 13, 2026 *** KID"S SUPER SPRINT - 7:30AM, 5K & 10K - 8:00AM ***...

  Join us for our Superhero themed races which offer something for everyone (5K Run/Walk, 10K Run & Kids Super Sprint)!

  SATURDAY, JUNE 13, 2026 *** KID"S SUPER SPRINT - 7:30AM, 5K & 10K - 8:00AM *** KEENELAND RACECOURSE

  RACE FEATURES:

  • Scenic course at the historic Keeneland Racecourse (Lexington KY)

  • Commemorative Race Shirts & Enamel Collector Pins

  • Superhero themed race --- Prizes for: Superhero Boy & Girl, Superhero Man & Woman, Super Pet, Super Stroller & Best T-shirt

  • Chip timed (5K and 10K) --- Thanks RaceRise

  • Free Race Photos

  • DJ James Hummel (Freestyle Entertainment)

  • 10K - Finisher Medals, Overall & Age Group Pins

  • 5K - Overall & Age Group Medal Awards

  • Age Groups (5K & 10K) - 0-11, 12-15, 16-19, 20-24, 25-29 .... (5 year) ... 75-79, 80+

  • Kids Super Sprint (Ages 2-10) - receive a participant medal

  Our race supports Kerrington's Heart. We provide hope, help and healing to CHD families.

  The purpose of this event is not only to increase overall awareness concerning Congenital Heart Defects (CHD), but to raise funds in furtherance of our mission to provide education, support, and encouragement for children with heart disease, their families, and caregivers.

  CHD is the #1 birth defect in America, and we’re fighting every day to make a difference in the lives of Kentucky families affected by this condition.

  Visit our non-profit online at www.kerringtonsheart.org.

  5K ROUTE MAP

  10K ROUTE MAP

  PACKET PICKUP:

  Friday June 12th from 3:00pm-6:00pm

  Greyline Station (beside North Lime Coffee & Donuts)

  101 West Loudon Street, Lexington, KY 40508

  Picking up for family, friends and team members is highly encouraged. The more racers that can pick up on Friday the better for all! Expect long lines for those picking up day of race event.

  3.1 Miles 5k 10k Kids Run Sprint Super Sprint Walk

  Lexington, Kentucky, 40510, United States
  OpenStreetMap Google Maps
• Distillery Dash Cross Country 5k/10k [runsignup.com]
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  Fri, Jul 24, 2026 at 7:00 PM

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  The Distillery Dash is the first in a three part XC series collaborating with local distilleries, breweries and wineries! Sign up early for the lowest prices, and Run for Bourbon!

  The Distillery Dash...

  The Distillery Dash is the first in a three part XC series collaborating with local distilleries, breweries and wineries! Sign up early for the lowest prices, and Run for Bourbon!

  The Distillery Dash will feature a 5k and 10k cross-country race options at beautiful Masterson Station Park. All participants will receive a race t-shirt, finisher's award, and a bourbon tasting drink ticket.

  Participants under 21 will receive all portions of the finisher award except for the tasting tickets.

  The afterparty will run until 10:00 p.m., so hang around for music, bourbon tastings, drink sales, food trucks, and a great time! Register for all three races in the series for a special finisher's award at the end of the series!

  The 5k will be open to walkers, but we will enforce a cutoff pace of 16 minutes/mile for the 10k due to concerns with sunset.

  Event Map

  Packet Pickup

  Packet Pickup prior to Race Day TBD

  Race day packet pickup: Friday, July 24, 6 p.m. - 6:45 p.m. at the Masterson Station Fairgrounds.

  If possible, please pick up your packet early to help ensure a smoother race day. You may also pick up for friends.

  Register for all three races in the Beer, Bourbon & Wine Series for a special finisher's award at the end of the series!

  Race 1 - Race 2 - Race 3

  The Central Kentucky Beer, Bourbon & Wine Cross Country Series is presented by John’s Bluegrass Racing Company and sponsored by Diadora.

  5k 10k Run Walk

  3051 Leestown Rd, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Run White & Blue 5K & 10K [runsignup.com]
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  Sat, Jul 25, 2026 at 12:00 AM

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  Join us for this 3rd Annual race that celebrate the life & legacy of CPT. Alan Kurre Elliott!

  Saturday, July 25, 2026, at 8:00am at Coldstream Park in North Lexington

  We race to make a difference and...

  Join us for this 3rd Annual race that celebrate the life & legacy of CPT. Alan Kurre Elliott!

  Saturday, July 25, 2026, at 8:00am at Coldstream Park in North Lexington

  We race to make a difference and honor a life well lived. The “CPT. Alan Kurre Elliott Memorial Run” is more than just a race; it is a tribute to a remarkable person, and an opportunity to give back. All proceeds will fund the “CPT. Alan Kurre Elliott Memorial Student Award” for undergraduate students in the Kinesiology Department at the University of Kentucky who embody Alan’s outstanding character. (Read more below)

  RACE FEATURES:

  • Flat/fast 5K and 10K courses at scenic Coldstream Park in North Lexington

  • Commemorative super soft poly/cotton T-shirts

  • Patriotic themed race

  • Awards for Top 3 M/F Overall and Top 3 M/F in 10-year age groups (5K & 10K)

  • Free Race Photos (Thanks Ruby Cline-Eaton!)

  • Social teams to enhance your race experience (Prize for the largest team)

  • Convenient race morning packet pickup

  • 5K run/walk, 10K run (chip timed), 2 Mile Ruck/Walk (untimed) and virtual option

  • Food, fun, music and fellowship for a great cause

  PACKET PICKUP Our PPU plans will be announced closer to the race date. We will definitely have race morning packet pickup at Coldstream Park from 6:45-8am.

  5K ROUTE MAP

  10K ROUTE MAP

  The 10K ROUTE will just do the 5K out and back route twice. There will be a turnaround just in front of the 5K finish line with a water station at that point. 10K participants will turn at that point and run the same 5K course a 2nd time.

  NEW FOR 2026 --- We've added a 2 Mile Walk/Ruck

  CPT Elliott set off on Sunday, July 30, 2023, intending to complete a ruck march in preparation for an upcoming tryout with Special Mission Unit. Two miles into his run/ruck, he has hit and killed in a hit-and-run. This year, we will be changing Run, White, & Blue’s “1-mile fun run/walk” to 2 miles in tribute and encourage all who would like to honor Alan and other service members lost in the line of duty to complete the 2 miles carrying a rucksack.

  1 Miles 3.1 Miles 5k 6.2 Miles 10k Fun Run Run Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Shepherd's House Run For Recovery [runsignup.com]
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  Sat, Jul 25, 2026 at 8:00 AM

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  The Shepherd’s House is hosting the 27th Annual Run for Recovery 5K and Fun Walk. We are EXCITED to be BACK AT KEENELAND again in 2026 offering a live event. Again this year a VIRTUAL Run/Walk option...

  The Shepherd’s House is hosting the 27th Annual Run for Recovery 5K and Fun Walk. We are EXCITED to be BACK AT KEENELAND again in 2026 offering a live event. Again this year a VIRTUAL Run/Walk option will be available for those who prefer to participate remotely and still support the Shepherd's House. The Shepherd’s House operates several Recovery Treatment Programs throughout Central Kentucky ranging from In-Patient, Intensive Out-Patient, Recovery Housing, Community Impact, Recovery Community Center, and Jail Substance Abuse Programs. All of our programs are highly structured programs that promote personal responsibility, accountability, and life skills to successfully live in recovery.

  This fundraising event is a celebration of recovery and attracts both serious and recreational runners, walkers, and dogs. This event has something for everyone. Family friendly, pet friendly, and supports a great mission! We can't wait to see you at Keeneland in July 2026! Join us in Celebrating Recovery in the Bluegrass!

  5k Run Virtual Walk

  AM, Lexington, Kentucky, 40510, United States
  OpenStreetMap Google Maps
• A Midsummer Night's Run 5K [runsignup.com]
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  Sat, Aug 08, 2026 at 12:00 AM

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  Let's close out the summer with Lexington's most exciting race!

  The 42nd Annual A Midsummer Night's Run!

  The 2026 A Midsummer Night's Run presented by CHI Saint Joseph Health is a live, in-person...

  Let's close out the summer with Lexington's most exciting race!

  The 42nd Annual A Midsummer Night's Run!

  The 2026 A Midsummer Night's Run presented by CHI Saint Joseph Health is a live, in-person race in downtown Lexington scheduled for Saturday, August 8, 2026 at 7:30pm. We are providing a virtual participant option for those who can't (or choose not to) join us in person. Additionally the Fastest Kid In Town Kids Races (Ages 2-12) will be held at 6pm.

  RACE DAY SCHEDULE (Saturday, August 8, 2026)

  • 4:30PM --- Packet Pickup Opens (Packet Pickup Tent on Courthouse Plaza Lawn)

  • 5:45PM --- Fastest Kid In Town Meeting with Parents/Kids (Corner of Limestone & Short Streets)

  • 6:00PM --- Fastest Kid in Town Races (Ages 2-12)

  • 7:20PM --- Brief Pre-Race Program

  • 7:30PM --- A Midsummer Night's Run 5K START

  • 8:00PM --- Awards Tent Open (For pickup of Age Group Awards (Top 3 M/F in each 5 year division)

  • 8:15PM --- Awards Presented to Top 3 Male & Female Overall winners

  RACE FEATURES

  • A unique downtown race in the heart of Lexington, Kentucky

  • Commemorative race T-shirts

  • 5K Run/Walk and Fastest Kid In Town (Ages 2-12)

  • Awards for top Overall & Age Group finishers

  • Free Race Photos

  • Team Pricing (Teams of 5 or more SAVE $5 on each team member's registration fee)

  • Virtual Option for those who can't join the race in-person

  • DJ & Food Trucks

  RACE DONATIONS All race donations made by A Midsummer Night’s Run participants will support the Saint Joseph Hospital Foundation’s Yes, Mamm! program which provides free mammography screening, diagnostics services, and program support to uninsured or underinsured women and men.

  PACKET PICKUP There will be two prerace packet pickup opportunities. We encourage all local runners to pickup in advance. You can pickup for friends, family and team members with no credentials, paperwork or ID's required.

  • Packet Pickup #1: Location TBD, Thursday, August 6th from 12pm-6pm

  • Packet Pickup #2: Location TBD, Friday, August 7th from 2pm-7pm

  5K AWARDS Awards will be presented to the Top 3 M/F Overall finishers and Top 3 M/F in the following Age Groups (0-14, 15-19, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70-74, 75-79, & 80+)

  5K ROUTE MAP

  3.1 Miles 5k Run Virtual Walk

  Lexington, Kentucky, 40507, United States
  OpenStreetMap Google Maps
• Cabernet Canter Cross Country 5K/10K [runsignup.com]
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  Fri, Aug 28, 2026 at 6:45 PM

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  Run for wine at the eighth annual Cabernet Canter Cross Country 5K/10K at Talon Winery!

  Participants will run a beautiful cross-country race at Talon Winery, and receive a finishers award and drink...

  Run for wine at the eighth annual Cabernet Canter Cross Country 5K/10K at Talon Winery!

  Participants will run a beautiful cross-country race at Talon Winery, and receive a finishers award and drink ticket redeemable for one glass of Talon wine. Participants under 21 will receive all portions of the finisher award except for the glass of wine.

  Stick around after the event to shop the great selection of wines and hang out with live music! The after-party will run until 10 p.m. in the Talon Winery tasting room and Monarch Pavilion.

  Packet Pickup

  TBD

  Race day packet pickup: Friday, August 29, 6 p.m. - 6:45 p.m. at the Talon Winery Tasting Pavilion.

  If possible, please pick up your packet early to help ensure a smoother race day. You may also pick up for friends.

  The Central Kentucky Beer, Bourbon & Wine Cross Country Series is presented by John’s Bluegrass Racing Company and sponsored by Diadora.

  5k 10k Run

  7086 Tates Creek Road, Lexington, Kentucky, 40515, United States
  OpenStreetMap Google Maps
• Freebird 5K [runsignup.com]
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  Sat, Sep 12, 2026 at 12:00 AM

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  Join us for the 2nd Annual Freebird 5K Run/Walk honoring the life & legacy of Charles "Charlie" O'Connell.

  SATURDAY, SEPTEMBER 12, 2026 AT 8:00AM AT COLDSTREAM DOG PARK/LEGACY TRAIL

  RACE FEATURES:

  *...

  Join us for the 2nd Annual Freebird 5K Run/Walk honoring the life & legacy of Charles "Charlie" O'Connell.

  SATURDAY, SEPTEMBER 12, 2026 AT 8:00AM AT COLDSTREAM DOG PARK/LEGACY TRAIL

  RACE FEATURES:

  • Flat/fast and scenic course at Coldstream Park/Legacy Trail

  • Commemorative unisex sized T-shirts (Or select the No Shirt option)

  • 5K Run/Walk, 1 Miler (untimed) Fun Walk & Virtual Option

  • Overall Top 3 M/F & Top 3 M/F Age Group Awards (0-14, 15-19, 20-24 and 5-year groups to 65-69, 70+)

  • Free Race Photos (Thanks Paul Martin Photography) & Finish Line Photo Contest

  • Social Teams to Enhance Your Race Experience (Prize for the largest team)

  • Convenient race morning Packet Pickup at Coldstream Park

  • Food, fun and fellowship as we honor a great Lexingtonian and his legacy

  Our race will benefit the Lexington Public Safety Museum which is dedicated to preserving, collecting, and exhibiting the history of all public safety agencies within Fayette County, Kentucky. It serves as an ambassador and advocate for public safety, promoting safety awareness, diversity, and collective heritage.

  Charles “Charlie” O’Connell July 5, 1954 – September 16, 2021; A larger than life spirit that is still felt within Lexington! Affectionately called Charlie ‘O by many that knew him, he was a husband, a son, a brother, an uncle and a beloved friend of so many! Charlie was as public servant to the core. He was always ready to offer a helping hand to anyone in need! Charlie devoted his life to public safety! Charlie worked for UKPD, Lexington PD, Lexington E911 as a PD Dispatcher and Fire Dispatch Supervisor. Charlie had a public safety heart, a servant leader. Charlie left everyone he came in contact better! Charlie was a music enthusiast and adventurous! Whether he was running, bicycling, riding in his convertible, motorcycling, or flying his Cessna he loved the feeling of the wind. He loved feeling free! Our 5K was founded in honor of Charlie’s legacy in public safety. Fly high Charlie O' ---- Freebird!

  1 Miles 3.1 Miles 5k Cycling Run Trail Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Run Baby Run 5K Benefiting NICU Babies [runsignup.com]
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  Sat, Sep 26, 2026 at 12:00 AM

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  Join us for this fun 5th annual race at Coldstream Park to support NICU babies.

  The 5th Annual RUN BABY RUN 5K will be held on Saturday, September 26, 2026 at 9:00am at Coldstream Park/Legacy Trail...

  Join us for this fun 5th annual race at Coldstream Park to support NICU babies.

  The 5th Annual RUN BABY RUN 5K will be held on Saturday, September 26, 2026 at 9:00am at Coldstream Park/Legacy Trail in Northwest Lexington. Run/walk in-person or join us as a virtual participant and run/walk your 3.1 miles from anywhere. We also have a Kid's Dash (1/4 mile) for kiddos 10 and under!

  RACE FEATURES:

  • Flat/fast course on the Legacy Trail through scenic Coldstream Park

  • Commemorative race T-shirts

  • Free race photos (Thanks Ruby Cline-Eaton)

  • Chip timing (Thanks RaceRise)

  • Awards for Top 3 M/F Overall and Age Groups (5-year divisions)

  • Social teams to expand your race fun/experience (We'll have a prize for the largest team)

  • 5K run/walk, Kid's 1/4 Mile Dash and Virtual option

  • Food, fun and fellowship

  5K ROUTE MAP

  PACKET PICKUP We will be holding our packet pickup on race morning (Saturday, 9/26/26) from 7:30-8:45am at Coldstream Park. If the size of the race grows to the point of needing an advanced day PPU then we'll announce those details.

  3.1 Miles 5k Run Trail Virtual Walk

  Coldstream Park/Legacy Trail, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Foundations 4 Hope 5K - Kentucky [runsignup.com]
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  Sat, Oct 03, 2026 at 8:00 AM

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  Foundations For Hope 5K- October 3, 2026 8:00 am

  • Chipped Time Event

  • Run or Walk 5K

  • Fun For All

  • Jerry Can 5K Relay - will be a (3) person relay with both men's teams and women's teams welcome....

  Foundations For Hope 5K- October 3, 2026 8:00 am

  • Chipped Time Event

  • Run or Walk 5K

  • Fun For All

  • Jerry Can 5K Relay - will be a (3) person relay with both men's teams and women's teams welcome. Each team will run/walk the 5K with a Jerry can provided by Foundations 4 Hope. The Jerry can will be filled with 5 Gallons (42lbs) of water for men teams and 3 Gallons (25lbs) of water for women teams. Time results end when the Jerry Can carried by each team crosses the finish line. Each team will sign up for the race as single entry but will be responsible for forming their own (3) person teams. The Jerry can can be carried in any position desired but no straps or alternative methods/additions to the can will be permitted. All age athletes are welcomed!

  • Starts and Ends at Alltech Arena on the beautiful grounds of the Kentucky Horse Park!

  The goal of the Foundations for Hope 5K is to Advance the Gospel by empowering the local church, investing in individuals, providing critical resources, and equipping Christian leaders. This year’s 5K will support a combination of these efforts, through the local church in East Africa, by providing communities with Christian leaders, churches, clean water, and medicine. Join us for a great event and be part of a generation being changed by the love of Jesus.

  3.1 Miles 5k Run Walk

  4089 Iron Works Pike, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Monster Mash & Dash 5K Glow Run [runsignup.com]
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  Sat, Oct 10, 2026 at 12:00 AM

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  Join us for the 4th Annual Monster Mash & Dash 5K Glow Run supporting direct services at Recovery Cafe Lexington

  SATURDAY, OCTOBER 10, 2026 *** 6:00PM (Trunk or Treat at 7:15PM) *** COLDSTREAM...

  Join us for the 4th Annual Monster Mash & Dash 5K Glow Run supporting direct services at Recovery Cafe Lexington

  SATURDAY, OCTOBER 10, 2026 *** 6:00PM (Trunk or Treat at 7:15PM) *** COLDSTREAM RESEACH PARK (Lexington)

  RACE FEATURES:

  • Scenic, flat/fast course at Coldstream Research Park

  • Commemative unisex sized T-shirts

  • Overall & Age Group Awards (5-year divisions)

  • 5K Run/Walk, 1 Mile Fun Walk (untimed), Kid's Dash & Virtual option

  • Music, food, fun and fellowship

  • Dress Up's encouraged! Prizes for the best dressed!

  • Social Teams to expand your race experience. We'll have a prize for the largest team!

  • Free Race Photos (Thanks Paul Martin Photography)

  • Trunk or Treat to follow the races & awards ceremony

  5K ROUTE MAP

  PACKET PICKUP Our only packet pickup will be at Coldstream Dog Park (race venue) on Saturday, October 10th from 4:30-6:00pm.

  Recovery Cafe Lexington is a peer-led, peer-run community space for individuals to build recovery relationships and find supportive resources. We aren’t the type of café that sells sandwiches or lattés; we're a gathering space for folks on a recovery journey and our allies. We celebrate every type and pathway of recovery (substance use, mental health, housing insecurity, and more). No matter the need, we have resources to help; whether you or someone you know is in long-term recovery or contemplating making a change. We invite anyone to attend a support group, a sober social event, or see a Recovery Coach who can help be a guide through unique challenges. A new life is waiting for you!

  OUR VISION To empower people in their own recovery with a welcoming community driven sanctuary to connect with one another, heal, feel accepted, loved, and worthy of success in their life.

  OUR GUIDING PRINCIPLES 1.Connect with divine Love in ourselves and others, 2. Show Respect 3. Cultivate Compassion, 4. Practice Forgiveness, 5. Encourage Growth, 6. Give Back

  The Monster Mash and Dash 5K Glow Run will support direct services at Recovery Cafe Lexington, including School for Recovery Learning Programs, Weekend Life-Enrichment Retreats, Sober-Social Events, and direct financial assistance to program participants.

  1 Miles 3.1 Miles 5k Run Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• The Running Pumpkin [runsignup.com]
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  Sat, Oct 17, 2026 at 9:00 AM

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  Gleaning Housing is hosting the second annual Running Pumpkin 5k. Bring a pumpkin or if you are feeling more festive dress in your best pumpkin costume. We will provide pumpkins for anyone that...

  Gleaning Housing is hosting the second annual Running Pumpkin 5k. Bring a pumpkin or if you are feeling more festive dress in your best pumpkin costume. We will provide pumpkins for anyone that donated $20 or more to Gleanings Housing. Gleanings is a nonprofit that builds affordable rental housing in Lexington, Ky.

  Snacks and drinks will provide for all race participants.

  All are welcome for a fun fall run/walk.

  5k Run Walk

  Coldstream Park/Legacy Trail, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• Miles For Medicine 5K Run/Walk [runsignup.com]
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  Sat, Oct 24, 2026 at 12:00 AM

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  Join us for the 3rd Annual Miles For Medicine 5K Run/Walk as we raise funds to support the University of Kentucky College of Medicine Salvation Army Clinic!

  Saturday, October 24, 2026 at 9:00am at...

  Join us for the 3rd Annual Miles For Medicine 5K Run/Walk as we raise funds to support the University of Kentucky College of Medicine Salvation Army Clinic!

  Saturday, October 24, 2026 at 9:00am at Coldstream Park in Northwest Lexington

  RACE FEATURES:

  • Flat/fast 5K route on the Legacy Trail through scenic Coldstream Park

  • Commemorative performance T-shirts (Men's, Women's, Youth sizes)

  • Awards for Top 3 M/F Overall and Top 3 M/F in 5-year age groups

  • DJ and Free Race Photos (Thanks Paul Martin Photography)

  • Social Teams to Expand/Enhance your Race Experience (Prize for the largest social team)

  • Chip timing for the 5K provided by RaceRise

  • 5K Run/Walk, 1 Mile Walk (untimed), Kid's Dash & Virtual Option

  • Food, fun and fellowship for a great cause!

  WHY WE RACE?

  Our race will support the University of Kentucky College of Medicine Salvation Army Clinic (SAC).

  The University of Kentucky College of Medicine Salvation Army Clinic (SAC) has been serving Lexington residents for free since 1986. The clinic is located in and treats residents of the Salvation Army women and children’s shelter. The clinic currently has twice weekly adult clinics, and monthly pediatric and ophthalmology clinics along with oral cancer screenings provided by ENT and free weekly tobacco cessation groups. We also help patients sign-up for insurance, get established with primary care and dental care, and connect them with other community resources. The clinic is fully run by medical students with the support of volunteer physicians, pharmacists, and pharmacy students. The mission of SAC is to allow students to get early clinical exposure by assuming a leadership role in improving the health and well-being of the underserved populations in Lexington and to increase awareness of the social determinants of health while providing free medical services. Without the service and

  leadership of our volunteers, we would not be able to operate the clinic. The Salvation Army Clinic is completely dependent on donations and grants. All monies raised will go towards the purchase of medications and supplies for the clinic.

  5K ROUTE

  PACKET PICKUP DETAILS - We are conducting our packet pickup on race morning (Saturday) from 7:30-8:45am at Coldstream Dog Park. Look for the orange/blue RaceRise tent on race day. Pickup for friends/family/team members is fine and encouraged. There is no advanced day PPU for this year's race.

  1 Miles 3.1 Miles 5k Run Trail Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps
• The Gobbler Half Marathon, 10K & 5K [runsignup.com]
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  Sun, Nov 22, 2026 at 12:00 AM

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  THANKSGIVING WILL NEVER BE THE SAME AGAIN!

  Join us for the 11th Annual Gobbler Half Marathon, 10K & 5K on Sunday, November 22, 2026, at 8:30am at Mereworth Farm in West Lexington. Earn your...

  THANKSGIVING WILL NEVER BE THE SAME AGAIN!

  Join us for the 11th Annual Gobbler Half Marathon, 10K & 5K on Sunday, November 22, 2026, at 8:30am at Mereworth Farm in West Lexington. Earn your Thanksgiving feast the following Thursday with a scenic Half Marathon, 10K, or 5K through beautiful bluegrass horse country.

  RACE FEATURES:

  • Scenic country course through horse country

  • Start/Finish on Mereworth Farm (Home of New Vocations Racehorse Adoption)

  • Finisher's medals for all 3 races

  • Commemorative long sleeved performance race shirts

  • DJ James Hummel/Freestyle Entertainment

  • Free Race Photos (Ruby Cline-Eaton and JA Laub Photography)

  • A distance for everyone --- Half Marathon, 10K, 5K and Virtual Option

  • Overall & Age Group Awards for all 3 races (5-year age divisions)

  • Berserker Brew Coffee & Hot Cocoa

  • Food, fun and fellowship for a great cause

  In addition to our in-person race, we are also providing a VIRTUAL OPTION for those who can't join us in person (or who are not ready for an in-person race). Those who register as a virtual participant can run/walk/hike their race on their own schedule and on their own course. Virtual participants will earn a commemorative shirt and finisher's medal. We will mail out virtual packets to those who live outside of the Central Kentucky area. The registration fee for the virtual race (any distance) is $45.

  Our race charitable beneficiaries will be New Vocations Racehorse Adoption. Read more about this worthy local charity below.

  Our scenic half marathon course will traverse through beautiful horse country and past a number of our horse farms.

  IMPORTANT NOTE: Because our race starts and finishes on a horse farm, dogs are not allowed in this race as their presence could disturb the horses.

  Commemorative long-sleeved shirts (men's/women's sized) are on a first come, first served basis. When you register if your size is not available, you can either select another size or "no shirt option" to SAVE $5.00. We will have a SHIRT SWAP immediately following the race for anyone who either did not receive a shirt or got a size that they would like to trade with another participant. If we have race no shows, their shirts will be available for swap following the race.

  There will be a 15 minute/mile (3:15 total time) pace limit imposed for the half marathon race per contract with the City of Lexington. Walkers and strollers are welcomed in the 10K and 5K races. No dogs are allowed.

  PACKET PICKUP - 3 ADVANCED OPPORTUNITIES TO PICKUP FOR YOU AND FRIENDS/FAMILY

  • Thursday, November 19th from 5-7pm at J&H Running Company (197 Moore Drive, Lexington, KY 40503)

  • Friday, November 20th from 4-6pm at J&H Running Company (197 Moore Drive, Lexington, KY 40503)

  • Saturday, November 21st from 1-4pm at J&H Running Company (197 Moore Drive, Lexington, KY 40503)

  There will also be limited race day PPU from 7:15-8:30am mostly designed for our out of town/out of state runners. This will be a Mereworth Farm our race venue.

  HALF MARATHON COURSE CLICK HERE

  10K COURSE CLICK HERE

  5K COURSE CLICK HERE

  VOLUNTEERING Please consider volunteering for our benefiting charities at this race (or having friends/family do so). Our race day shift generally runs from 6:30am-12:00pm. Once you sign up, we'll be in touch with you about more details, duties, etc...

  3.1 Miles 5k 6.2 Miles 10k 13.1 Miles Half Marathon Run Virtual Walk

  Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps

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