Bluegrass Bourbon 5K

More races nearby

• Thoroughbred Trot 5K & Fun Run [runsignup.com]

  Sun, Apr 19, 2026 at 12:00 AM

  Description

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  Join us for the 5th Annual Northside Elementary Thoroughbred Trot 5K! This race is hosted by Northside Elementary School's PTO.

  Sunday, April 19, 2026 at 3:00pm at Northside Elementary School &...

  Join us for the 5th Annual Northside Elementary Thoroughbred Trot 5K! This race is hosted by Northside Elementary School's PTO.

  Sunday, April 19, 2026 at 3:00pm at Northside Elementary School & Walter Bradley Park in Midway, KY

  RACE FEATURES:

  • Scenic country course on paved roadway surface

  • Commemorative Race T-Shirts

  • 5K Run/Walk, 1 Mile Fun Walk (untimed), Fastest Kid at Northside Races and Virtual Runner/Walker option

  • Chip Timing (Thanks RaceRise!)

  • Free Race Photos

  • 5K Awards include Top 3 M/F Overall and 1st Place M/F in 14 age groups (0-9, 10-14, 15-19, 20-24, 25-29, 30-34, 35-39, 40-49, 50-54, 55-59, 60-64, 65-69, 70-74 and 75+)

  • All 5K participants will receive a finishers medal

  • Post race food, drink, fellowship and music

  PACKET PICKUP: Packet pickup will be held on Sunday, 4/19/26 (race day) from 12:30-2pm at the pavilion at Walter Bradley Park. There is no advanced day packet pickup this year.

  FASTEST KID AT NORTHSIDE ELEMENTARY RACES These are races that will only be for Northside Elementary students (K-5th Grade). Those students who register for the 5K run/walk or 1 Mile fun run get to participate in the Fastest Kid races for FREE. The Fastest Kid races will take place at 2pm in the bus loop at Northside Elementary school. Each grade will have a race (Kindergarten, 1st, 2nd, 3rd, 4th & 5th). The boy/girl winner in each grade will then have a run off with the other boy/girl winners from the other grades to determine the overall Fastest Kid at Northside. All participants of the Fastest Kid races will earn a participation medal.

  5K ROUTE MAP

  1 MILE FUN RUN/WALK ROUTE MAP

  0 m
  East Leestown Road, Woodford County, Kentucky, 40347, United States
  OpenStreetMap Google Maps

  1 Miles 3.1 Miles 5k Fun Run Run Virtual Walk

• Distillery Dash Cross Country 5k/10k [runsignup.com]

  Fri, Jul 24, 2026 at 7:00 PM

  Description

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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.

  7.8 km
  3051 Leestown Rd, Lexington, Kentucky, 40511, United States
  OpenStreetMap Google Maps

  5k 10k Run Walk

• Shepherd's House Run For Recovery [runsignup.com]

  Sat, Jul 25, 2026 at 8:00 AM

  Description

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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!

  8.6 km
  AM, Lexington, Kentucky, 40510, United States
  OpenStreetMap Google Maps

  5k Run Virtual Walk

• The Iron Horse Half Marathon, 12k & 5k [ironhorsehalfmarathon.com] [Register at runsignup.com]

  Sun, Oct 11, 2026 at 12:00 AM

  Description

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  We invite you to join us in Midway this fall for the 17th annual Iron Horse Half Marathon, 10th annual Iron Horse 12k, and 2nd 5k!

  We want to make your race day special by providing the following...

  We invite you to join us in Midway this fall for the 17th annual Iron Horse Half Marathon, 10th annual Iron Horse 12k, and 2nd 5k!

  We want to make your race day special by providing the following race amenities:

  • Technical running shirt with custom Iron Horse artwork

  • Suitable for framing Iron Horse poster by local artist Cricket Press

  • Personalized bibs

  • Age group awards

  • Free unlimited downloading of all race photos after the race

  • Free custom 13.1 and 12k sticker to all participants

  • And finally, one HUGE finisher medal!

  Pre- Race Deadlines & Events

  • Bib Transfers: 9/28

  • Event Transfer (In-Person Races): 9/28

  • Switch to Virtual Events: 10/4

  • 2027 Deferrals: 10/9

  • NEW for 2026: Official shake out run on Saturday October 10th at 9:30am from John's Run/Walk Shop 317 S. Ashland Ave

  Packet Pick Up Dates & Locations

  Wednesday October 7: 10am - 7pm at John's Run/Walk Shop, 3090 Helmsdale Place.

  Thursday October 8th: 10am -7pm at John's Run/Walk Shop, 3575 Palomar Center Drive.

  Friday 9th & Saturday 10th: 10am - 6pm at John's Run/Walk Shop, 317 S. Ashland Ave.

  Running with a friend? You can pick up their packet and save them a trip!

  Live out of town? Don't worry! There is packet shipping available. This can be managed in your "Add-ons" on RunSignUp.*

  *Please note the packet shipping option will have a deadline in order to get all items mailed in time prior to the race.

  we will not have day of pick up, please plan accordingly

  COURSE MAP

  For additional race day information, and more click HERE

  1.7 km
  S Brand St, Woodford County, Kentucky, 40347, United States
  OpenStreetMap Google Maps

  5k 12k 13.1 Miles Half Marathon Run Virtual Walk