Lexington Oktoberfest 2026 Sat, 26 Sep at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 7 TO 31 FITNESS
2026 Wiener Dog Races & Doggie Dash Sun, 27 Sep at 12:00 pm 1200 Red Mile Rd, Lexington, KY, United States, Kentucky 40504 SPORTS
Keeneland Fall Race Meet Sat, 10 Oct at 01:59 pm Keeneland, 4201 Versailles Road, Lexington, KY 40510, USA SPORTS
RO&CO 3rd Anniversary Tailgate 💙🏈 Sat, 10 Oct at 03:30 pm Kroger Field / University of Kentucky SPORTS
Drag Bingo @ Comedy Off Broadway (21+) • 9/29/26 Tue, 29 Sep at 07:00 pm Comedy Off Broadway USD 32 FITNESS
The Fifth Annual Lexington African-American Sports Hall of Fame Gala Fri, 26 Jun at 06:00 pm Central Bank Center USD 0 TO 135 FITNESS
Rise from the Ash Bash - 2026 Sat, 26 Sep at 05:00 pm Red Mile Gaming & Racing USD 109 TO 3,000 FITNESS
HUNKS The Show at Spearmint Rhino Nightclub (Lexington, KY) 09/27/26 Sun, 27 Sep at 07:00 pm Spearmint Rhino Nightclub USD 19 TO 72 FITNESS
Illusions The Drag Queen Show Lexington - Drag Queen Dinner Show Fri, 18 Sep at 07:00 pm Illusions The Drag Queen Show Lexington USD 13 TO 907 FITNESS
Readin’, Rhinestones & Dolly Parton - A Magpie Collective Event Tue, 22 Sep at 07:00 pm doodles breakfast and lunch USD 6 TO 36 FITNESS
Lexington Halloween Bar Crawl Sat, 24 Oct at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 11 TO 31 FITNESS
Lexington Halloween Bar Crawl 2026 Sat, 31 Oct at 03:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 10 TO 46 PARTIES
A Pink Renaissance: 5th Annual Pink Out Fundraiser Sat, 03 Oct at 07:00 pm Lyric Theatre & Cultural Arts Center USD 55 NONPROFIT
House Party. A sweaty love-letter to the 2010s rager Sat, 17 Oct at 09:30 pm Manchester Music Hall PARTIES
50FEST - Celebrating 50 Years of St. Luke Church Sat, 19 Sep at 05:00 pm 2351 Alumni Dr, Lexington, KY, United States, Kentucky 40517 MUSIC
2026 Horse Racing Women's Association - Flagship Conference Mon, 12 Oct at 04:30 pm Harper Hall USD 0 TO 3,000 FITNESS
Halloween with a Twist: The Witch’s Study Paint Party! Sat, 26 Sep at 11:00 am Painting with a Twist (Lexington, KY) ART
🌹SBC Warmup🌹Jack & Jill Scotch Doubles 9-Ball CHIP-FRENZY Fri, 25 Sep at 06:00 pm 140 Moore Drive, Lexington, KY SPORTS
Sacred Heart Pioneers at Kentucky Wildcats Mens Basketball Tue, 22 Dec at 03:30 am Rupp Arena TRIPS-ADVENTURES
Weekday Deal Paint Party: Lunar Phases Starting at $36 + $15 DIY Candles! Wed, 23 Sep at 06:00 pm Painting with a Twist (Lexington, KY) PARTIES
5 Across October 2026 Entrepreneur Pitch Competition - Awesome Inc Wed, 14 Oct at 05:00 pm The Mane on Main USD 3 TO 5 FITNESS
Lexington Official Thanksgiving Eve Bar Crawl 2026 Wed, 25 Nov at 08:00 pm Downtown Lexington USD 0 TO 13 PARTIES
HotMess Sports Lexington: Free Kickball Open Play Sun, 20 Sep at 01:00 pm Woodland Park Lexington SPORTS
Cabin Comforts-Add a DIY Fall Candle for ONLY $15! Sun, 20 Sep at 05:00 pm Painting with a Twist (Lexington, KY) ART
Lexington, KY Murder Mystery: Solve the case! Thu, 01 Oct at 12:00 am 241 W Main St, Lexington, KY 40507 USD 10 TRIPS-ADVENTURES
Vintage Market Days® Lexington - A Classic Christmas Fri, 06 Nov at 10:00 am 4089 Iron Works Pike, Lexington, KY 40511, USA FOOD-DRINKS
Supper at Saxony: Harvest Supper Sunday October 18th Sun, 18 Oct at 06:00 pm Saxony Farm - A Farm For All Reasons SPORTS
Nutcracker! Magical Christmas Ballet - Lexington Sat, 07 Nov at 03:00 pm University of Kentucky TRIPS-ADVENTURES
Perfectly Flawed - Ladies Retreat Sat, 19 Sep at 10:00 am 1820 Versailles Road, Lexington, KY, United States, Kentucky 40504
Halloween with a Twist: Bloomin' Jack Paint Party! Sun, 20 Sep at 01:00 pm Painting with a Twist (Lexington, KY) PARTIES
Breakfast with Bubbles hosted by Goldfish Swim School Nicholasville Road Mon, 26 Jan at 10:30 am Goldfish Swim School - Nicholasville Rd., Lexington , Nicholasville Road, Lexington, KY, USA FREE FITNESS
Beaumont Beauty Crawl at IMAGE Studios Thu, 24 Sep at 06:00 pm 3159 Beaumont Centre Cir Ste 150, Lexington, KY MUSIC
Berry Pumpkins Paint Party: Choose Your Colors! Sat, 03 Oct at 03:00 pm Painting with a Twist (Lexington, KY) PARTIES
Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More! Thu, 14 May at 08:00 pm Lexington FREE ART
Oktoberfest in the Garden Wed, 23 Sep at 04:00 pm 417 E Maxwell St Unit B, Lexington, KY, United States, Kentucky 40508 MUSIC
Halloween Drag Brunch....House of Villains Sun, 25 Oct at 11:00 am 21c Museum Hotel Lexington USD 39 FITNESS
Family Fall Festival 2026 Sat, 10 Oct at 02:00 pm 1070 Lane Allen Rd, Lexington, KY, United States, Kentucky 40504 FESTIVALS
Light of Possibilities - Changing Lives Then & Now Tue, 13 Oct at 06:00 pm Embassy Suites Lexington/UK Coldstream (Lexington, KY)
Barrel Creek Revival LIVE at Greyline Station Sat, 10 Oct at 06:30 pm Greyline Station, Lexington KY PARTIES
Halloween with a Twist- Squeaky Clean Paint Party! Sun, 04 Oct at 01:00 pm Painting with a Twist (Lexington, KY) PARTIES
Count Down Around the World. A Global New Years Eve. Thu, 31 Dec at 08:00 pm 21c Museum Hotel Lexington USD 162 FITNESS
Kentucky Card Show - Lexington, KY (NOVEMBER 1ST) Sun, 01 Nov at 09:00 am Oleika Shriners KENTUCKY-DERBY
Northern Arizona Lumberjacks at Kentucky Wildcats Mens Basketball Fri, 13 Nov at 03:30 am Rupp Arena KENTUCKY-DERBY
LNC Meet the Candidates Wed, 23 Sep at 05:30 pm 751 Tattersalls Way, Lexington, KY 40504, United States NONPROFIT
Board Game Speed Dating - West Sixth - Lexington, KY - (Ages 25 - 39) Tue, 10 Nov at 07:00 pm West Sixth Brewing USD 25 TO 45 SPEED-DATING
Midnight At The Masquerade - M**der Mystery Night Sat, 07 Nov at 07:00 pm Manchester Reserve ARTS & THEATRE
Central Kentucky Second Saturday Divorce Workshop Sat, 10 Oct at 10:00 am Central Kentucky Second Saturday Divorce Workshop FREE WORKSHOPS
First Friday Social Ride 2026 Fri, 03 Jul 230 W Third St, Lexington, KY 40508-17ND, United States FIRST-FRIDAY
CommUNITY Tuesdays At The Lyric Tue, 18 Aug Lyric Theatre & Cultural Arts Center, East Third Street, Lexington, KY, USA FREE WORKSHOPS