Open
Kitchen and bar, 11am to 10pmNo show booked at the moment. The kitchen and bar keep normal hours, so come eat and have the place to yourself.
Karaoke every Sunday and Wednesday, trivia on Tuesdays, with some of the best comics in the country every Thursday, Friday and Saturday.
Karaoke and trivia downstairs, touring comedy on the main stage upstairs. The full week is below.
Tuesday, September 1st, 2026
Comedy magician Erick Olson, as seen on America's Got Talent, brought to you by MagicNight Productions.
Seating is at shared tables. The show is clean and family friendly but written for an adult audience. Limited VIP front row seats and tables. If you want dinner beforehand, order early.
Get ticketsTuesday, October 6th, 2026
From Caesar's Palace to the high seas, Craig Diamond has spent more than four decades captivating audiences around the world. He has headlined legendary casino resorts, luxury cruise ships, theaters and exclusive events, while appearing on television and performing for audiences across all seven continents.
Having traveled to more than 135 countries and entertained millions of people, Craig combines lightning-fast comedy, extraordinary sleight-of-hand and award-winning magic into a show that is as hilarious as it is astonishing. His dynamic personality and remarkable audience interaction have made him a favorite everywhere he performs.
Craig's extraordinary career includes performances for presidents, prime ministers, kings, queens and celebrities, as well as sharing the stage with some of entertainment's biggest names. He has been recognized with numerous honors throughout his career, including the prestigious 1986 Master Magician of the Year award.
Then, in 2023, Craig received what is regarded as one of the magic world's highest honors: the Milbourne Christopher Lifetime Achievement Award.
Now, you have the opportunity to experience this legendary international entertainer live at GuadalaHARRY's. Don't miss Craig Diamond!
This runs week in, week out. The weekly nights are downstairs, the touring acts play the main stage upstairs, and one off shows land on top of both.
No show booked at the moment. The kitchen and bar keep normal hours, so come eat and have the place to yourself.
Hosted by Trivia Time Entertainment. Free to play, $110 in prizes across the top three teams, plus bragging rights.
Take center stage. Fun tunes, good food, cold cocktails and zero judgement.
Touring standup in the upstairs room. Ages 21 and up, two drink minimum, full bar and kitchen service.
Headliners from Netflix, HBO, Comedy Central, the Comedy Store and the Comedy Cellar, on the main stage.
The big weekend slot. Come early, eat downstairs, then head up for the show.
Round two. The easy one. Nobody has anywhere to be.
Our biggest weekend draw. Riot Comedy holds a full residency on the upstairs main stage, booking the funniest comedians working in Texas and touring nationally. Big names come through regularly, and the room is small enough that there is not a bad seat in it.
Tickets are sold by Riot Comedy, not through us. Grab them early on the bigger names, then come eat downstairs before the show. There is a two drink minimum in the room, and sodas, tea and soft drinks all count toward it.
Ages 21 and up · Two drink minimum · Sodas, tea and soft drinks count
The upstairs stage is not comedy only. Touring musicians, magicians, variety acts and one off shows all play it. Downstairs keeps its own rhythm with karaoke and trivia.
New Year's Eve, Christmas bashes, Halloween, Mardi Gras. We go big and we book early.
Big fights, big games, big finales. Reserve upstairs and make it your own room.
Artists use the main stage to launch new work. Talk to us about a release night.
When Downtown Conroe throws a festival, we are right in the middle of it. Come find us.
Outside of comedy nights, the second floor is available to reserve. Own bar, own stage, own room.
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