Trips & Adventurous Activities in Lexington

Check out happening trips & adventurous activities events all around Lexington, KY

Lexington Oktoberfest 2025

 Sat, 27 Sep at 04:00 pm Belle's Cocktail House USD 8 to 32

Lexington Halloween Bar Crawl

 Sat, 25 Oct at 04:00 pm Belle's Cocktail House USD 16 to 38

Kentucky Wildcats vs. Toledo Rockets

 Fri, 29 Aug at 07:00 pm Kroger Field

Arabesque Annual Inappropriate Hafla - Viking Gathering Alfarblót

 Sat, 23 Aug at 06:00 pm 451 Chair Avenue, Lexington, KY, United States, Kentucky 40508

The Fab Four - USA Meets The Beatles!

 Fri, 12 Sep at 07:00 pm Lexington Opera House

The Steeldrivers

 Fri, 19 Sep at 07:00 pm Lexington Opera House

2025 Sept 19-21 Branson, Missouri Red Eye

 Fri, 19 Sep at 05:30 pm Lexington-Fayette, KY

Mrs Doubtfire at Lexington Opera House

 Fri, 10 Oct Lexington Opera House

PARKING: Kentucky Wildcats vs. Mississippi Rebels

 Fri, 05 Sep at 07:00 pm Kroger Field Parking Lots

Allen Stone at Manchester Music Hall

 Sat, 20 Sep at 08:00 pm Manchester Music Hall

Candlelight: Coldplay & Imagine Dragons | Lexington

 Fri, 05 Sep at 08:45 pm Limestone Hall

2025 Overnight Christmas in NYC Dec 4-8

 Thu, 04 Dec at 02:30 pm Lexington, KY

Talon Winery, Lexington

 Fri, 22 Aug at 06:00 pm 7086 Tates Creek, Lexington

Lexington Equine Medical Hunter Pace & 5K at the Park

 Sat, 06 Sep at 08:00 am Kentucky Horse Park

George Janko at Lexington Opera House

 Sat, 27 Sep at 07:00 pm Lexington Opera House

Postmodern Jukebox at Lexington Opera House

 Wed, 20 Aug at 08:00 pm Lexington Opera House

Hailey Whitters

 Fri, 26 Sep The Burl

Lexington New Years Eve Bar Crawl

 Wed, 31 Dec at 06:00 pm Lexington USD 0 to 46

Around the World Series : Cuba

 Sat, 23 Aug at 06:00 pm 1060 Chinoe Rd, Ste 108, Lexington, KY, United States, Kentucky 40502

Kevin Gates

 Sat, 11 Oct at 07:00 pm Rupp Arena At Central Bank Center

Vincent Mason at Lexington Opera House

 Thu, 28 Aug at 07:30 pm Lexington Opera House

Wine and Music with Dean Phelps

 Sat, 30 Aug at 04:00 pm Talon Winery

Wild and Scenic Film Festival - Kentucky 2025

 Fri, 29 Aug at 07:00 pm 140 E Main St USD 0 to 23

Camp Hendon FALL Family Weekend 2025

 Fri, 17 Oct at 07:00 pm Aldersgate Camp and Retreat Center

The Del McCoury Band

 Wed, 20 Aug at 07:00 pm Lexington Opera House

Sushi 101 (hands-on) - Session 2

 Sat, 30 Aug at 06:00 pm 1060 Chinoe Rd, Ste 108, Lexington, KY, United States, Kentucky 40502

Lexington Halloween Bar Crawl All Access

 Sat, 18 Oct at 04:00 pm Lexington USD 15 to 36

Lexington SC Women's Team vs. Brooklyn FC

 Sat, 06 Sep at 07:00 pm Lexington SC Stadium

Fem Night at Broke Spoke

Tue, 19 Aug at 06:00 pm Broke Spoke Community Bike Shop

Jonas Brothers at Rupp Arena

 Sat, 01 Nov at 07:30 pm Rupp Arena

Kentucky Wildcats vs. Tennessee Volunteers

 Fri, 24 Oct at 07:00 pm Kroger Field

Mr. Gnome

 Thu, 28 Aug at 07:00 pm The Burl

Deafheaven at Manchester Music Hall

 Sun, 12 Oct at 08:00 pm Manchester Music Hall

YPinLex: The Gratitude Gathering

 Sat, 16 Aug at 08:00 am Raven Run Nature Sanctuary Free

Lexington Sporting Club vs. Orange County SC

 Thu, 11 Sep at 07:00 pm Lexington SC Stadium

The Brook and The Bluff

 Thu, 25 Sep at 07:00 pm The Burl

Fall Trail Ride

 Sat, 13 Sep at 09:00 am 4075 Iron Works Parkway, Lexington, KY, United States, Kentucky 40511

Lexington SC Women's Team vs. Dallas Trinity FC

 Thu, 25 Sep at 07:00 pm Lexington SC Stadium

Waka Flocka Flame at Manchester Music Hall

 Sat, 15 Nov Manchester Music Hall

Kentucky Wildcats vs. Mississippi Rebels

 Fri, 05 Sep at 07:00 pm Kroger Field

Paranormal Investigation: Spirits of the Vineyard

 Thu, 18 Sep at 09:00 pm Talon Winery

Aidan Bissett at The Burl

 Sat, 20 Sep at 08:00 pm The Burl

August Bird Walk: Raven Run Nature Sanctuary

 Sun, 24 Aug at 08:00 am Raven Run Nature Sanctuary

Revisiting Creedence at Lexington Opera House

 Sun, 26 Oct Lexington Opera House

Andrea Bocelli at Rupp Arena

 Sat, 06 Dec at 08:00 pm Rupp Arena

Cruise Chat and Cheers 🥂🚢🥂

 Tue, 09 Sep at 06:00 pm Total Wine & More (Lexington - Lexington Green)

PARKING: Kentucky Wildcats vs. Florida Gators

 Fri, 07 Nov at 07:00 pm Kroger Field Parking Lots

Fall Model Year 2025 DEMO Ride Event

 Fri, 19 Sep at 10:00 am 2073 Bryant Rd, Lexington, KY 40509-9427, United States

Kentucky Wildcats Women's Volleyball vs. Georgia Bulldogs

 Thu, 25 Sep at 07:00 pm University of Kentucky - Memorial Coliseum

Kansas at CommonSpirit Health Stage at Gatton Park

 Thu, 09 Oct at 07:00 pm CommonSpirit Health Stage at Gatton Park

Spanish Tapas

 Fri, 19 Sep at 06:00 pm 1060 Chinoe Rd, Ste 108, Lexington, KY, United States, Kentucky 40502

Bikes, Bourbon, and Bluegrass Rally

 Thu, 25 Sep at 10:00 am 2073 Bryant Rd, Lexington, KY 40509-9427, United States

The SteelDrivers at Lexington Opera House

 Fri, 19 Sep Lexington Opera House

Paul Wall at Manchester Music Hall

 Fri, 26 Sep Manchester Music Hall

Lexington SC Women's Team vs. Spokane Zephyr FC

 Fri, 19 Sep at 07:00 pm Lexington SC Stadium

Sushi 101 (hands-on)

 Sat, 30 Aug at 02:00 pm 1060 Chinoe Rd, Ste 108, Lexington, KY, United States, Kentucky 40502

Danae Hays

 Thu, 25 Sep at 07:00 pm Lexington Opera House

First Friday Social Ride

 Fri, 05 Sep at 06:30 pm Gratz Park Historic District

Deviating to Hope: Road to Recovery

 Sun, 31 Aug at 11:00 am DV8 Kitchen (East End)

Crestwood UMC Men's Retreat

 Fri, 22 Aug at 04:30 pm Aldersgate Camp and Retreat Center

The Black Jacket Symphony

 Sun, 28 Sep Lexington Opera House

Language of Liberty Demo Day

 Sun, 21 Sep at 09:00 am Lexington Ky USA

UK Arboretum Gathering

 Sun, 24 Aug at 04:00 pm Uk Arboretum

Adam Sandler at Rupp Arena

 Thu, 16 Oct at 07:30 pm Rupp Arena

KY Pediatric Cancer Survivor Picnic

 Sat, 06 Sep at 01:00 pm Masterson Station Park

Reed Timmer at Lexington Opera House

 Thu, 25 Sep Lexington Opera House

The Official Halloween Bar Crawl (Fri & Sat) - Lexington

 Fri, 31 Oct at 04:00 pm Wild Cat Saloon USD 14 to 20

Katherine Blanford

 Thu, 23 Oct at 07:00 pm Comedy Off Broadway

Walk With Us! - Jacobson Park

 Sat, 23 Aug at 09:00 am 4001 Athens Boonesboro Rd, Lexington, KY 40509, United States

Kentucky Wildcats Women's Volleyball vs. Washington Huskies

 Fri, 19 Sep at 07:00 pm University of Kentucky - Memorial Coliseum

Kansas - The Band

 Wed, 08 Oct CommonSpirit Health Stage at Gatton Park

Andrea Bocelli

 Fri, 05 Dec at 07:00 pm Rupp Arena At Central Bank Center

Pregame Party and UToledo Alumni Road Trip: Lexington, KY

 Sat, 30 Aug at 10:00 am Kroger Field

Eric Church at Rupp Arena

 Fri, 03 Oct at 07:30 pm Rupp Arena

Jo Koy at Singletary Center of Arts

 Fri, 03 Oct at 08:00 pm Singletary Center of Arts

2025 Oct 17-19 Salem Red Eye

 Fri, 17 Oct at 10:45 am Lexington, KY

Daniel Donato's Cosmic Country

 Thu, 28 Aug at 07:00 pm Manchester Music Hall

Do The Ugly Sweater Pub Crawl in Lexington

 Sat, 13 Dec at 04:30 pm Crossings Lexington USD 19 to 23

Randy Travis at Lexington Opera House

 Thu, 23 Oct Lexington Opera House

Mr. Frank Gibson's Collection of Vehicles, Antiques, Furniture, Housewares, and More!

 Sat, 16 Aug at 10:00 am 5364 Athens Boonesboro Rd, Lexington, KY 40509, United States

E-bikes: features, benefits, plus a ride!

 Sat, 30 Aug at 09:15 am 401 S Upper St, Lexington, KY, United States, Kentucky 40508

Washington Huskies at Kentucky Wildcats Womens Volleyball at Memorial Coliseum KY

 Sat, 20 Sep at 02:00 pm Memorial Coliseum KY

Lexington Sporting Club vs. El Paso Locomotive FC

 Fri, 10 Oct at 07:00 pm Lexington SC Stadium

Rend Collective at Singletary Center of Arts

 Thu, 30 Oct at 07:00 pm Singletary Center of Arts

Kentucky Wildcats Women's Volleyball vs. Southern Methodist (SMU) Mustangs

 Fri, 12 Sep at 07:00 pm University of Kentucky - Memorial Coliseum

ScareFest / Ghost Hunt of Talon Winery

 Sat, 18 Oct at 09:30 pm Talon Winery

Parking - The SteelDrivers

 Sat, 20 Sep at 12:00 am Lexington Opera House

Candlelight: Vivaldi's Four Seasons

 Thu, 04 Sep at 07:00 pm Limestone Hall

Nurse Blake at Lexington Opera House

 Tue, 07 Oct at 07:00 pm Lexington Opera House

World Ballet Company: Cinderella

 Tue, 07 Oct at 07:00 pm Lexington Opera House

Lexington SC Women's Team vs. Sporting Club Jacksonville

 Thu, 30 Oct at 07:00 pm Lexington SC Stadium

Brad Williams at Lexington Opera House

 Sat, 25 Oct at 06:00 pm Lexington Opera House

Here Come the Mummies at Manchester Music Hall

 Thu, 06 Nov Manchester Music Hall

John Michael Montgomery

 Thu, 11 Dec at 07:00 pm Rupp Arena At Central Bank Center

2025 Dec 27-29 Christmas in NYC Red Eye!

Sat, 27 Dec at 02:45 pm Lexington, KY

SOTS 2025 | Miller's Farm Praisesong Homecoming Farm Tour

 Sun, 07 Sep at 09:00 am 177 N Upper St, Lexington, KY 40507-1131, United States

UK BSN Alumni 20-Year Reunion

 Sat, 11 Oct at 12:00 am Lexington, KY

Ragnar Road Bourbon Chase 2025

 Fri, 03 Oct at 05:00 am Lexington, KY

Here Come the Mummies

 Wed, 05 Nov Manchester Music Hall

Celebrate 7 Years with Us and Win a Trip to Sedona, AZ!

Wed, 27 Aug at 04:30 pm 3600 Palomar Centre Drive, Lexington, KY 40513