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

2025 Sept 19-21 Branson, Missouri Red Eye

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

The Fab Four - USA Meets The Beatles!

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

Lexington Halloween Bar Crawl

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

Arlo McKinley

Fri, 03 Oct at 07:00 pm The Burl

Lexington SC Women's Team vs. Brooklyn FC

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

Lexington New Years Eve Bar Crawl

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

Villalobos Brothers

Sat, 20 Sep at 07:00 pm Lexington Opera House

Aidan Bissett at The Burl

Sat, 20 Sep at 08:00 pm The Burl

2025 Overnight Christmas in NYC Dec 4-8

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

ROCK vs. Cincinnati Rollergirls - Season Closer

Sat, 13 Sep at 04:00 pm 430 W Vine St, Lexington, KY 40507, United States

Mary Halvorson

Fri, 12 Sep at 07:00 pm Concert Hall at Singletary Center for the Arts

Adam Sandler at Rupp Arena

Thu, 16 Oct at 07:30 pm Rupp Arena

George Janko at Lexington Opera House

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

American Aquarium

Sat, 27 Sep at 07:00 pm The Burl

Paul Wall at Manchester Music Hall

Fri, 26 Sep Manchester Music Hall

Lexington Halloween Bar Crawl All Access

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

Hailey Whitters

Fri, 26 Sep at 07:00 pm The Burl

The Steeldrivers

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

Trish Suhr

Sat, 11 Oct Comedy Off Broadway

Archers - Artist

Tue, 30 Sep Manchester Music Hall

Lexington SC Women's Team vs. Fort Lauderdale United FC

Sat, 18 Oct at 07:00 pm Lexington SC Stadium

Candlelight: Tribute to Queen & The Beatles

Fri, 17 Oct Limestone Hall

Bluegrass Youth Ballet: Dia De Los Muertos

Wed, 29 Oct at 07:00 pm Lexington Opera House

Candlelight: Halloween Classics

Wed, 29 Oct at 07:00 pm Limestone Hall

Deafheaven at Manchester Music Hall

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

Lexington Sporting Club vs. Orange County SC

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

Yacht Rock Revue

Wed, 10 Sep at 07:00 pm Manchester Music Hall

Men and Mimosa's Drag Brunch

Sun, 07 Sep at 11:30 am 367 W Short St, Lexington, KY 40507-1203, United States

Candlelight: Coldplay & Imagine Dragons | Lexington

Fri, 05 Sep at 08:45 pm Limestone Hall

Fall Trail Ride

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

Reed Timmer at Lexington Opera House

Thu, 25 Sep at 07:30 pm Lexington Opera House

Sunny Sweeney

Sat, 06 Sep Manchester Music Hall

The Music of Hans Zimmer at Singletary Center of Arts

Sat, 08 Nov Singletary Center of Arts

Lexington SC Women's Team vs. Dallas Trinity FC

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

Kentucky Wildcats vs. Tennessee Volunteers

Fri, 24 Oct at 07:00 pm Kroger Field

UK Opera: Hansel and Gretel

Thu, 02 Oct at 07:00 pm Lexington Opera House

Parking - The SteelDrivers

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

The Music of Hans Zimmer

Fri, 07 Nov at 07:00 pm Concert Hall at Singletary Center for the Arts

Blippi Live

Sat, 08 Nov at 07:00 pm Lexington Opera House

Parking The Stews

Fri, 05 Sep at 12:00 am The Burl

Lexington Equine Medical Hunter Pace & 5K at the Park

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

Cruise Chat and Cheers 🥂🚢🥂

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

Danae Hays

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

UK BSN Alumni 20-Year Reunion

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

Lexington SC Women's Team vs. Carolina Ascent FC

Thu, 09 Oct at 07:00 pm Lexington SC Stadium

PARKING: Kentucky Wildcats vs. Florida Gators

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

Mrs. Doubtfire at Lexington Opera House

Sat, 11 Oct at 01:00 pm Lexington Opera House

Fall Model Year 2025 DEMO Ride Event

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

Lexington SC Women's Team vs. Spokane Zephyr FC

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

Revisiting Creedence at Lexington Opera House

Sun, 26 Oct Lexington Opera House

Allen Stone at Manchester Music Hall

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

Kentucky Wildcats Women's Volleyball vs. Georgia Bulldogs

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

ScareFest Weekend

Thu, 16 Oct Central Bank Center

Bikes, Bourbon, and Bluegrass Rally

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

Black Jacket Symphony: The Era of Yacht Rock

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

Spanish Tapas

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

Pedal Power & Country Boy Community Ride!

Wed, 24 Sep at 06:30 pm 436 Chair Ave, Lexington, KY 40508-3106, United States

The SteelDrivers at Lexington Opera House

Fri, 19 Sep Lexington Opera House

The Black Jacket Symphony

Sun, 28 Sep at 08:00 pm Lexington Opera House

2025 Oct 24-26 NYC Red Eye!

Fri, 24 Oct at 03:45 pm Lexington, KY

Danae Hays at Lexington Opera House

Fri, 26 Sep at 08:00 pm Lexington Opera House

Kentucky Wildcats Women's Basketball vs. Purdue Boilermakers

Mon, 17 Nov University of Kentucky - Memorial Coliseum

Tim Meadows

Wed, 24 Sep at 07:00 pm Comedy Off Broadway

Language of Liberty Demo Day

Sun, 21 Sep at 09:00 am New Vocations Racehorse Adoption Program

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

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

Randy Travis at Lexington Opera House

Thu, 23 Oct Lexington Opera House

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

Rend Collective at Singletary Center of Arts

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

2025 Oct 17-19 Salem Red Eye

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

Camp Hendon FALL Family Weekend 2025

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

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

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

Dexter and The Moonrocks

Fri, 07 Nov at 07:00 pm Manchester Music Hall

Kentucky Wildcats Women's Basketball vs. Missouri Tigers

Sat, 03 Jan University of Kentucky - Memorial Coliseum

World Ballet Company: Cinderella

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

KY Pediatric Cancer Survivor Picnic

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

Lexington Sporting Club vs. El Paso Locomotive FC

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

Jo Koy

Thu, 02 Oct at 07:00 pm Concert Hall at Singletary Center for the Arts

Mrs Doubtfire at Lexington Opera House

Fri, 10 Oct at 07:30 pm Lexington Opera House

Kevin Gates

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

Nurse Blake at Lexington Opera House

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

Menopause - The Musical 2

Fri, 27 Feb at 07:00 pm Lexington Opera House

Cole Chaney at The Burl

Fri, 17 Oct at 08:00 pm The Burl

Dracula A Comedy of Terrors

Wed, 10 Sep at 07:00 pm Carriage House Theatre - Lexington

Don Slepian - Sea of Bliss at Singletary Center of Arts

Thu, 11 Sep Singletary Center of Arts

Here Come the Mummies at Manchester Music Hall

Thu, 06 Nov Manchester Music Hall

Jonas Brothers at Rupp Arena

Sat, 01 Nov at 07:30 pm Rupp Arena

Piff the Magic Dragon

Wed, 10 Sep at 07:00 pm Lexington Opera House

Pedal Power & Country Boy Community Ride!

Wed, 10 Sep at 06:30 pm 436 Chair Ave, Lexington, KY 40508-3106, United States

Do The Ugly Sweater Pub Crawl in Lexington

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

Paranormal Investigation: Spirits of the Vineyard

Thu, 18 Sep at 09:00 pm Talon Winery

Blippi Live (not feat. Stevin John) - Lexington

Sun, 09 Nov at 07:00 pm Lexington Opera House

Ragnar Road Bourbon Chase 2025

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

Jo Koy

Sat, 04 Oct at 12:00 am Singletary Center for the Arts

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