Horse country has plenty to fill the daytime, but the evening can belong to a completely different kind of entertainment. Lexington comedy shows give you the chance to trade the track, tours, and sightseeing for a seat in front of a live performer. Browse upcoming dates, explore the acts on the schedule, and check ticket availability for anything that suits your sense of humor. A well-timed show can add an unexpected highlight to a day in the city.

NOV
05
2026
7:00 PM
THU

Jeff Dye

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $296
From $45
NOV
06
2026
7:00 PM
FRI

Jeff Dye

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $265
From $45
NOV
06
2026
9:30 PM
FRI

Jeff Dye

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $265
From $45
NOV
07
2026
6:30 PM
SAT

Jeff Dye

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $265
From $45
NOV
07
2026
9:00 PM
SAT

Jeff Dye

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $265
From $45
NOV
12
2026
7:00 PM
THU

Caleb Elliott

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $75
From $39
NOV
13
2026
7:00 PM
FRI

Tee Sanders

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $75
From $39
NOV
14
2026
6:30 PM
SAT

Tee Sanders

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $75
From $39
NOV
14
2026
9:00 PM
SAT

Tee Sanders

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $75
From $39
NOV
15
2026
7:30 PM
SUN

Gabriel Iglesias

Rupp Arena · 23,000 seats
432 W. Vine St., Lexington, KY
Avg. price ~ $58
From $36
NOV
19
2026
7:00 PM
THU

Taylor Mason

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $72
From $41
NOV
20
2026
7:00 PM
FRI

Jeremiah Watkins

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $70
From $39
NOV
20
2026
9:30 PM
FRI

Jeremiah Watkins

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $71
From $40
NOV
21
2026
6:30 PM
SAT

Jeremiah Watkins

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $70
From $39
NOV
21
2026
9:00 PM
SAT

Jeremiah Watkins

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $70
From $39
NOV
27
2026
6:00 PM
FRI

Trish Suhr

Comedy Off Broadway
The Mall At Lexington Green, Lexington, KY
Avg. price ~ $91
From $40

Planning a date night or getting a few friends together? Start with Lexington comedy events and let the performance give the evening some structure without overplanning every detail. See what’s happening on the nights everyone is available, compare the scheduled options, and choose an event that feels right for the group. Once you’ve looked over the tickets, you can decide whether dinner comes first, drinks follow the show, or the comedy stands perfectly well on its own.

A tour announcement can also be the beginning of the plan rather than the final detail. Watch comedians coming to Lexington, KY to spot performers headed to town and recognize the names you’d genuinely make time to see. Check their appearance dates, explore ticket options, and mark the calendar when someone from your watchlist shows up. That way, you’re planning around comedy you actually care about instead of settling for whatever happens to be available later.