All Day
Breeders’ Cup Festival Week
Saturday, October 24: 9 am: Thoroughbred Makeover at Kentucky Horse Park 3 pm: Feeders' Cup at Whitaker Bank Ballpark Sunday, October 25 7 am: Morning Workouts at Keeneland (open to the public) 9 am: Thoroughbred Makeover at Kentucky Horse Park 2 pm: Kentucky for Kentucky 5K Fun Run & Walk at Kentucky Horse Park 7 pm: […]
Find out more »Art: Kentucky Crafted, The Livery
The Livery hosts Kentucky Crafted: The Market October 28-31. The Kentucky Arts Council presents this curated shopping experience at the Livery. It features art and craft by Kentucky artists.
Find out more »National Horse Show, Kentucky Horse Park
The National Horse Show is at the Kentucky Horse Park's Alltech Arena from Tuesday, October 28 through Sunday, November 2. "The National Horse Show is a 5-day hunter/jumper event. The event will feature a full array of hunter divisions, Junior & Amateur Owner Jumpers, the top Open Jumpers from the USA and around the world, […]
Find out more »Breeders’ Cup Bash, Red Mile
Watch, wager, and celebrate the Breeders' Cup at the newly renovated Red Mile. A full offering of food, music, drink, and wagers will be presented from the first of the the Breeders' Cup to the last.
Find out more »Bourbon Backstretch Tasting Night, The Livery
The Livery hosts Bourbon Backstretch Tasting Nights on October 30 & 31 at 6 pm. Join the members of the Kentucky Bourbon Trail tour. Brands include: • Jim Beam • Four Roses • Heaven Hill • Bulleit • Woodford Reserve • Old Forester • Wild Turkey • Town Branch • Maker’s Mark
Find out more »Kids: Zombie in Love, Lexington Children’s Theatre
The Lexington Children's Theatre present Zombie in Love at the Learning Stage Theatre on the 2nd floor of the building on October 30 - November 1. Friday, October 30: 7 pm Saturday, October 31: 2 pm Sunday, November 1: 2 pm "Book and Lyrics by Michelle Elliott Music by Danny Larsen Recommended for Ages 8 and up […]
Find out more »Snuggleween, Terrapin Hill
The Snuggleween music festival at Terrapin Hill Farm is October 30 - November 1. Featuring Rumpke Mountain Boys (playing 2 nights), Hyryder, Fresh Hops, Blue Moon Soup, Restless Leg String Band, Hollow Bone, Chris Dollar, SNUGGLEJAM, and more to be announced.
Find out more »MIDNIGHT MOVIE: Rocky Horror, Kentucky Theater
The Kentucky Theater will show a special Halloween screening of The Rocky Horror Picture Show at 11:45 p.m. on Friday, October 30 and Saturday, October 31.
Find out more »Breeders’ Cup World Championships, Keeneland
The Breeders' Cup World Championships are at Keeneland on Friday, October 30 and Saturday, October 31 at 9 am. Join some of the top thoroughbred horses from around the world descending on Lexington to decide who's the best of the best.
Find out more »Football: UK vs Tennessee
The Kentucky Wildcats football team plays the Tennessee Volunteers Saturday, October 31 at Commonwealth Stadium at 7:30 p.m. Since the game coincides with Breeder's Cup and Halloween, there will be activities all throughout gameday. SEC Nation, the SEC Network's weekly pregame show will start off the day at 10 a.m. in the Purple Lot at Commonwealth Stadium. […]
Find out more »Ongoing
Mark Klein, Comedy Off Broadway
Mark Klein is performing on October 28-31 at Comedy Off Broadway. Wednesday, October 28 at 7:15 p.m. Thursday, October 29 at 7:15 p.m. Friday, October 30 at 7:15, 9:45 p.m. Saturday, October 31 at 8 p.m.
Find out more »8:00 am
(un)Pleasant Hill Trail Marathon, Shaker Village
The (un)Pleasant Hill Trail Marathon + Kids' Fun Run starts at 8 am at the Shaker Village on October 31. The challenging course is a combination of turf and gravel tread over rolling hills. The run goes through The Historic Center and alongside rock walls, surrounded by countryside views. There is also a hike starting […]
Find out more »7:00 pm
Music: The Wags, Courthouse Plaza
The Wags play at the Kentucky Ale Stage at the Courthouse Pavilion for the Breeders' Cup Festival at 7 pm on October 31. The Twiggenburys open. Six straight nights of free national and local musicians will perform on the Kentucky Ale Stage downtown in Courthouse Plaza. Bands will play each evening beginning at dark and continue until […]
Find out more »9:00 pm
Halloweezer VI, Cosmic Charlie’s
A Lexington Halloween tradition: Halloweezer VI at Cosmic Charlie’s on October 31 at 9 pm is the annual Lexington Halloween Weezer tribute. Fuzzwood will open with a Nirvana set. Big Fresh and Palisades will play second with a Cheap Trick set. Costumes highly encouraged.
Find out more »GIGS: Morning Teleportation, Manchester Music Hall
Morning Teleportation will perform at Manchester Music Hall on Saturday, October 31 at 9 p.m.
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