- Friday, May 24th
- Louie Anderson at Comedy Off Broadway
- offSITE Art Hunt Reception
- Vagabond Blue @ Kahunas!
- Saturday, May 25th
- KDA Kearney Cancer 5K & Fun Walk
- Tim McGraw with Brantley Gilbert and Love and Theft
- 4th Annual Woodford Humane Society's Woodford Wag
- SITE
- Smith-Berry Winery's May 25th Dinner/Concert
- Sunday, May 26th
- Racing Toward Murder
- Caribbean memorial dance
- Summer Sunday Tunes Kickoff-
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- Undivided Attention: Three Distinct Voices In Contemporary Fiber Workshop: Stitched & Embellished Textile Collage With Artist Jennifer Reis
- Lexington Parks & Recreation Big Band & Jazz Series - Free
- Discover Gardening Fruit, Flower & Vegetable Contest At The Lions Club Bluegrass Fair
- Central Kentucky’s Finest Food And Drink Honored At The 33rd Annual Taste Of The Bluegrass.
- Alltech International Symposium: Envision The Era Of You
- First Ever Woodford Reserve Room Opens At Fort Knox
