Halloween & Thriller Parade 2026 – Downtown Lexington Sun, 25 Oct at 06:30 pm Main Street, Downtown Lexington PARADES
Keeneland Fall Race Meet Sat, 10 Oct at 01:59 pm Keeneland, 4201 Versailles Road, Lexington, KY 40510, USA SPORTS
West Sixth Oktoberfest Table Packages - Lexington Sat, 10 Oct at 11:00 am West Sixth Brewing USD 3 TO 183 FITNESS
RO&CO 3rd Anniversary Tailgate 💙🏈 Sat, 10 Oct at 03:30 pm Kroger Field / University of Kentucky SPORTS
Lexington Halloween Bar Crawl Sat, 24 Oct at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 16 TO 46 FITNESS
Disney Fall Festival - Benchmark Family Services Sat, 17 Oct at 05:00 pm 160 Burt Rd., Lexington, KY, United States, Kentucky 40503 FESTIVALS
Haunted Market Sun, 18 Oct at 11:00 am 1205 E New Circle Rd, Lexington, KY, United States, Kentucky 40505 CONTESTS
Illusions The Drag Queen Show Lexington - Drag Queen Dinner Show Fri, 09 Oct at 07:00 pm Illusions The Drag Queen Show Lexington USD 13 TO 907 FITNESS
5 Across October 2026 Entrepreneur Pitch Competition - Awesome Inc Wed, 14 Oct at 05:00 pm The Mane on Main USD 3 TO 5 CONTESTS
Nutcracker! Magical Christmas Ballet - Lexington Sat, 07 Nov at 03:00 pm University of Kentucky TRIPS-ADVENTURES
2026 Horse Racing Women's Association - Flagship Conference Mon, 12 Oct at 04:30 pm Harper Hall USD 0 TO 3,000 FITNESS
RAN TO LEXINGTON Fri, 09 Oct at 10:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 18 KENTUCKY-DERBY
Supper at Saxony: Harvest Supper Sunday October 18th Sun, 18 Oct at 06:00 pm Saxony Farm - A Farm For All Reasons SPORTS
Lexington Official Thanksgiving Eve Bar Crawl 2026 Wed, 25 Nov at 08:00 pm Downtown Lexington USD 0 TO 13 FITNESS
Vintage Market Days® Lexington - A Classic Christmas Fri, 06 Nov at 10:00 am 4089 Iron Works Pike, Lexington, KY 40511, USA FOOD-DRINKS
Sacred Heart Pioneers at Kentucky Wildcats Mens Basketball Tue, 22 Dec at 03:30 am Rupp Arena TRIPS-ADVENTURES
Halloween Drag Brunch....House of Villains Sun, 25 Oct at 11:00 am 21c Museum Hotel Lexington USD 39 BRUNCH
Midnight At The Masquerade - M**der Mystery Night Sat, 07 Nov at 07:00 pm Manchester Reserve ARTS & THEATRE
Painting Classes Lexington: Ceramic Plates & Bowls Sat, 05 Sep at 10:00 am Hyatt Regency Lexington USD 69 TO 99 FITNESS
Northern Arizona Lumberjacks at Kentucky Wildcats Mens Basketball Fri, 13 Nov at 03:30 am Rupp Arena KENTUCKY-DERBY
Herradura Tequila Tasting at Desperados Cantina Wed, 18 Nov at 06:00 pm Desperados Cantina USD 36 FITNESS
Lexington KY - Oct 23/24 - Edgar Allan Poe Speakeasy Sat, 24 Oct at 08:00 pm The Manchester Reserve CONCERTS
Kentucky Card Show - Lexington, KY (NOVEMBER 1ST) Sun, 01 Nov at 09:00 am Oleika Shriners KENTUCKY-DERBY
Family Fall Festival 2026 Sat, 10 Oct at 02:00 pm 1070 Lane Allen Rd, Lexington, KY, United States, Kentucky 40504 FESTIVALS
Barrel Creek Revival LIVE at Greyline Station Sat, 10 Oct at 06:30 pm Greyline Station, Lexington KY PARTIES
USA Dance Bluegrass - Oct. 10th Dance - West Coast Swing with Scott Fisher! Sat, 10 Oct at 07:30 pm Central Baptist Church Lexington
House Party. A sweaty love-letter to the 2010s rager Sat, 17 Oct at 09:30 pm Manchester Music Hall PARTIES
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 FITNESS
Light of Possibilities - Changing Lives Then & Now Tue, 13 Oct at 06:00 pm Embassy Suites Lexington/UK Coldstream (Lexington, KY)
Themed BLACKLIGHT Paint Night + FREE GIFT Sat, 24 Oct at 07:00 pm 2573 Richmond Road, Lexington, KY, United States, Kentucky 40509 DRAWING-PAINTING
Oktoberfest Fri, 16 Oct at 05:30 pm 2073 Bryant Road, Lexington, KY, United States, Kentucky 40509 MUSIC
IBC AM Fall Festival Sat, 24 Oct at 10:30 am 2261 Armstrong Mill, Lexington, KY, United States, Kentucky 40515 KIDS
Autumn Bouquet Paint Party + DIY Candle for ONLY $15! Sat, 10 Oct at 03:00 pm Painting with a Twist (Lexington, KY)
Porter's Trunk or Treat Sun, 25 Oct at 05:00 pm 4300 Nicholasville Rd, Lexington, KY, United States, Kentucky 40515
A Dark & Story Night (Halloween Party!) Sat, 24 Oct at 06:00 pm 271 W Short St Ste 202, Lexington, KY, United States, Kentucky 40507 ART
Halloween with a Twist: A Witchy Boo Paint Party! Sat, 17 Oct at 11:00 am Painting with a Twist (Lexington, KY) ART
Central Kentucky Second Saturday Divorce Workshop Sat, 10 Oct at 10:00 am Central Kentucky Second Saturday Divorce Workshop FREE FITNESS
LEXINGTON, KY, SENIOR LIFESTYLE, HEALTH & HOME EXPO Wed, 14 Oct at 10:00 am The Signature Club of Lansdowne BUSINESS
A LITTLE FLORAL MAGIC! Floral Treasure Paint Party! Sat, 17 Oct at 03:00 pm Painting with a Twist (Lexington, KY) ART
Count Down Around the World. A Global New Years Eve. Thu, 31 Dec at 08:00 pm 21c Museum Hotel Lexington USD 162 FITNESS
PAINT PARTY - SMUG and Wylie Caudill Mon, 12 Oct at 05:00 pm 139 W Short St, Lexington, KY 40507-1360, United States ART
Breakfast with Bubbles hosted by Goldfish Swim School Nicholasville Road Mon, 24 Aug Goldfish Swim School - Nicholasville Rd., Lexington , Nicholasville Road, Lexington, KY, USA FREE FITNESS
ONE WAY 2 VEGAS SZN 7 LEXINGTON AUDITIONS #SITUATIONCHANGERS Sat, 17 Oct at 09:00 pm JUKEBOX BAR & LOUNGE USD 21 TO 87 FITNESS
✨ Line Dancing! ✨ Tue, 06 Oct 4750 Hartland Parkway, Unit 190, Lexington, KY, United States, Kentucky 40515 WORKSHOPS
Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More! Thu, 14 May at 08:00 pm Lexington FREE ART
Copy of Freak fest Booney annual Halloween bash Sat, 31 Oct at 12:00 am 1163 Centre Pkwy USD 45 FESTIVALS
Halloween with a Twist-Me and My Boo Paint Party! Sat, 24 Oct at 11:00 am Painting with a Twist (Lexington, KY) PARTIES
Family Class: Halloween Pottery Painting Sat, 24 Oct at 10:00 am 362 N. Martin Luther King Blvd., Lexington, KY, United States, Kentucky 40508 ART
PAINT PARTY - Kiptoe Thu, 15 Oct at 05:00 pm 331 E Short St, Lexington, KY 40507-1906, United States ART
Casino Royale Dance Party Fri, 09 Oct at 08:00 pm The Ballroom House, 312 Southland Drive, Lexington KY 40514 NONPROFIT
Halloween with a Twist- Bootanical Garden Paint Party+ Candles for $15 Sun, 18 Oct at 01:00 pm Painting with a Twist (Lexington, KY) ART
Bike Night Finale Fri, 30 Oct at 05:30 pm 2073 Bryant Road, Lexington, KY, United States, Kentucky 40509 PARTIES
Howl-o-ween by Canine Club Sun, 25 Oct at 11:00 am 224 Gold Rush Road, Lexington, KY, United States, Kentucky 40504 DOG