2026 Breeders' Cup World Championship - Saturday Sat, 31 Oct at 08:30 am Keeneland Race Course SPORTS
Lexington Oktoberfest 2026 Sat, 26 Sep at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 7 TO 31 FITNESS
Kenny Wayne Shepherd at Lexington Opera House Fri, 09 Oct at 08:00 pm Lexington Opera House TRIPS-ADVENTURES
Lexington Murder Mystery 2: Crime on Date Night! Thu, 01 Oct at 12:00 am Phoenix Park USD 15 TRIPS-ADVENTURES
Becky Robinson at Lexington Opera House Sat, 10 Oct at 08:00 pm Lexington Opera House TRIPS-ADVENTURES
PARKING: Kentucky Wildcats vs. LSU Tigers Fri, 09 Oct at 07:00 pm Kroger Field Parking Lots KENTUCKY-DERBY
Lexington Halloween Bar Crawl Sat, 24 Oct at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 11 TO 31 FITNESS
CKRH Polo Benefit Match Sat, 19 Sep at 01:00 pm 4089 Iron Works Pkwy, Lexington, KY 40511-8483, United States SPORTS
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
El Paso Locomotive FC at Lexington SC at Lexington Sporting Club Stadium Sat, 03 Oct at 11:59 pm Lexington Sporting Club Stadium TRIPS-ADVENTURES
FC Tulsa at Lexington SC at Lexington Sporting Club Stadium Fri, 09 Oct at 11:59 pm Lexington Sporting Club Stadium TRIPS-ADVENTURES
House Party. A sweaty love-letter to the 2010s rager Sat, 17 Oct at 09:30 pm Manchester Music Hall PARTIES
Greenleaf at Al's Bar with Howling Giant & High Desert Queen Fri, 25 Sep at 06:00 pm Al's Bar USD 30 MUSIC
Wichita State Shockers at Kentucky Wildcats Mens Basketball Fri, 27 Nov at 03:30 am Rupp Arena KENTUCKY-DERBY
Sacred Heart Pioneers at Kentucky Wildcats Mens Basketball Tue, 22 Dec at 03:30 am Rupp Arena TRIPS-ADVENTURES
Manhattan Jaspers at Kentucky Wildcats Mens Basketball Tue, 03 Nov at 03:30 am Rupp Arena TRIPS-ADVENTURES
Bryant Bulldogs at Kentucky Wildcats Mens Basketball Tue, 08 Dec at 03:30 am Rupp Arena KENTUCKY-DERBY
Salem MA "Halloween Red Eye Tour” | Oct 30th - Nov 1st, 2026 | $275 Per Person Fri, 30 Oct at 11:00 am Lexington, KY HALLOWEEN
Gardner-Webb Runnin' Bulldogs at Kentucky Wildcats Mens Basketball Mon, 28 Dec at 03:30 am Rupp Arena KENTUCKY-DERBY
Lexington’s Secret Society: An Outdoor Detective Game Thu, 01 Oct at 12:00 am 241 W Main St, Lexington, KY 40507 USD 10 CONTESTS
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
Johnny Blue Skies & The Dark Clouds Thu, 29 Oct at 07:00 pm Rupp Arena At Central Bank Center TRIPS-ADVENTURES
Nutcracker! Magical Christmas Ballet - Lexington Sat, 07 Nov at 03:00 pm University of Kentucky TRIPS-ADVENTURES
Evansville Purple Aces at Kentucky Wildcats Womens Basketball Wed, 11 Nov at 03:30 am Memorial Coliseum TRIPS-ADVENTURES
Foodies + New Friends: Lexington | All Ages Edition Wed, 17 Jun at 07:00 pm Restaurant of the Week USD 25 FITNESS
Crawlers Unite! Book Club Paint Night Thu, 24 Sep at 06:30 pm Painting with a Twist (Lexington, KY) DRAWING-PAINTING
Northern Arizona Lumberjacks at Kentucky Wildcats Mens Basketball Fri, 13 Nov at 03:30 am Rupp Arena KENTUCKY-DERBY
Marshall Thundering Herd at Kentucky Wildcats Womens Basketball Fri, 20 Nov at 03:30 am Memorial Coliseum KENTUCKY-DERBY
Ghosts of Lexington: Explore the Haunted Past! Thu, 01 Oct at 12:00 am 333 N Broadway, Lexington USD 8 TRIPS-ADVENTURES
Homesteader Farm Tour Series | Bell Hollow Gardens Thu, 08 Oct at 09:00 am 820 Lane Allen Road, Suite 176, Lexington, KY 40504, Lexington, KY, United States, Kentucky 40504 TRIPS-ADVENTURES
El Paso Locomotive FC at Lexington Sporting Club Sat, 03 Oct at 07:00 pm Lexington Sporting Club Stadium TRIPS-ADVENTURES
Bellarmine Knights at Kentucky Wildcats Womens Basketball Sun, 06 Dec at 03:30 am Memorial Coliseum TRIPS-ADVENTURES
ONE WAY 2 VEGAS SZN 7 LEXINGTON AUDITIONS #SITUATIONCHANGERS Sat, 17 Oct at 09:00 pm JUKEBOX BAR & LOUNGE USD 21 TO 87 FITNESS
The Commonwealth Cup! Sat, 10 Oct at 01:00 pm Waveland Museum Ln, Lexington, KY 40514, United States TRIPS-ADVENTURES
Halloween Experience— Watercolor Pumpkin Bouquet Paint Party Sat, 31 Oct at 11:00 am 2573 Richmond Road, Lexington, KY, United States, Kentucky 40509 ART
Eastern Michigan Eagles at Kentucky Wildcats Womens Basketball Sun, 15 Nov at 03:30 am Memorial Coliseum KENTUCKY-DERBY
The Nutcracker: Symphony of Lights Sat, 19 Dec at 07:00 pm Haggin Auditorium at Mitchell Fine Arts Center ART
Single Awareness Dinner: Lexington | Foodies + New Friends Wed, 27 May at 07:00 pm Restaurant of the Week USD 24 TO 57 FITNESS
The Comeunity Project: Lexington | 30's Edition 2026 Fri, 09 Jan at 07:00 pm Restaurant of the Week USD 105 TRIPS-ADVENTURES
LSC High School Series: Bryan Station vs Madison Central Tue, 22 Sep at 08:00 pm Lexington Sporting Club Stadium TRIPS-ADVENTURES
2026 Lexington Sporting Club Group Deposits Thu, 31 Dec at 03:30 am Lexington Sporting Club Stadium TRIPS-ADVENTURES
Drag Queen Sip and Paint Lexington The Drag Queen Paint experience Sat, 22 Aug 267 W Main St USD 47 TO 1,359 SIP-AND-PAINT
Kent State Golden Flashes at Kentucky Wildcats Womens Basketball Mon, 28 Dec at 03:30 am Memorial Coliseum KENTUCKY-DERBY
Vanderbilt Commodores at Kentucky Wildcats Mens Basketball Sat, 16 Jan at 03:30 am Rupp Arena KENTUCKY-DERBY
Texas Longhorns at Kentucky Wildcats Womens Basketball Sun, 10 Jan at 03:30 am Memorial Coliseum KENTUCKY-DERBY
Louisville Cardinals at Kentucky Wildcats Womens Basketball Wed, 09 Dec at 03:30 am Rupp Arena TRIPS-ADVENTURES
Friendship Towers Theme Dinner: Yellowstone Wed, 30 Sep at 04:30 pm 580 Greenfield Dr, Lexington, KY 40517-1702, United States TRIPS-ADVENTURES