GuadalaHARRY's Bar and Grill Live entertainment six nights a week

Come hungry.
Stay late.

Diverse Gulf Coast menu items from Key West all the way around to the Yucatán Peninsula. Our very own hand crafted cocktails, a fine selection of cold draft beers, and after you leave you will know why we are famous for being home to great food, and legally the most fun you can have right next to a courthouse.

Tue · Trivia Night, 7pm, downstairs Wed & Sun · Karaoke, 6:30pm, downstairs Thu to Sat · Riot Comedy Club, upstairs Scratch made queso, salsa and guac, daily
The fable

How Harry got his name

As a young man, Harry and his trusted dog Phydeaux started out on an adventure to find the best cultural food along the entire Gulf of Mexico, from Key West, Florida, to the tip of the Yucatán Peninsula.

Somewhere along the way he picked up the nickname GuadalaHARRY, and here at his namesake bar and grill, we proudly offer up some of those delicious vittles he happened upon. Everything on our menu is made fresh daily, with the best ingredients to be found.

So relax and enjoy, which by the way, is all that Harry and Phydeaux are up to these days.

Welcome to Harry's place
Illustration of Harry asleep in a hammock between two palm trees at sunset, with his dog Phydeaux resting on the sand
Two floors

Pick your floor

Two floors, two different experiences. Same kitchen, same bar program, but downstairs is the main bar and dining room with karaoke and trivia every week, whereas upstairs is the comedy club, which is also available for reservations for up to 200 people. There is also an upstairs patio facing the Owen Theatre if you like to dine outside.

The bar and the dining room

Walk in from Simonton or the back alley, because there is no bad door to enter. This is GuadalaHARRY's. A relaxed atmosphere, a full bar, a super clean kitchen, comfortable chairs and bar stools. This is a room where you can enjoy a long dinner, a few drinks and a table you probably will not be in a hurry to leave. If you are in a time crunch however, we can get your food to the table pretty darn quick.

Downstairs is where the weekday karaoke and trivia contests take place. There is never a cover charge, and reservations are taken but not required.

  • Full bar
  • Full menu
  • Karaoke and trivia
  • Patio seating
  • Walk in
See the menu
Downstairs The front door at GuadalaHARRY's, under the Welcome to Harry's neon, flanked by the Blues Brothers
Every single week

Six nights on, and Monday to recover

Here is the standing lineup. Weekly nights run downstairs, the touring acts play the main stage upstairs, and special events land on top of both.

Monday

Open

Kitchen and bar, 11am to 10pm

Nothing on the calendar right now. Just the room, the menu and a quiet start to the week.

Downstairs Tuesday

Trivia Time

7:00pm

Free to play, hosted by Trivia Time Entertainment, with $110 in prizes split across the top three teams.

Downstairs Wednesday

Karaoke Night

6:30pm

Unleash the rockstar. Great tunes, zero judgement, and a bar that stays open the whole time.

Upstairs Thursday

Riot Comedy Club

Usually 8pm

Touring standup upstairs, ages 21 and up, two drink minimum. Full menu and bar service in the room.

Upstairs Friday

Riot Comedy Club

Two shows most weeks

The big one. Headliners from Netflix, HBO, Comedy Central, the Comedy Store and the Comedy Cellar, on the main stage.

Upstairs Saturday

Riot Comedy Club

Two shows most weeks

Eat downstairs, then head up for the show. Come early and make a whole night of it.

Downstairs Sunday

Karaoke Night

6:30pm

The soft landing. Round two of karaoke, a plate of alligator bites, and nobody has to be anywhere.

Full calendar and special events

The main stage, every weekend

The Riot Comedy Club

The upstairs main stage is where the big acts land, and Thursday through Saturday it belongs to Riot Comedy. They bring in the funniest comedians working in Texas and touring the country. Names you have seen on Netflix, HBO, Comedy Central, at the Comedy Store and at the Comedy Cellar.

Come early, eat downstairs, then head up for the show. Ages 21 and up, with a two drink minimum. Sodas, tea and soft drinks all count toward it, so nobody has to be drinking to be here. Tickets go fast on the bigger names.

Ages 21 and up · Two drink minimum · Sodas and tea count

Get comedy tickets

A comedian mid set on the main stage at The Riot Comedy Club upstairs
From the kitchen

Made fresh daily, no shortcuts

Sauces, salsa, guacamole and queso are made from scratch every day. Crab cakes are handmade. The chili is built on Shiner Bock and Guinness. The gumbo is the real New Orleans thing.

Read the whole menu

Got a party in your future?

The upstairs room seats a crowd, has its own bar and its own stage, and is available to reserve most days of the week. Tell us what you are planning and we will call you back.

Start an event inquiry
The upstairs room set for a private dinner, tables laid and the stage behind
Come see us

On Historic Simonton St

219 Simonton Street
Conroe, Texas 77301

We are on the south side of the square in Downtown Conroe, across from the courthouse and a half block walk from both the Owen and Crighton theatres. There is plenty of parking on the street and in the lot directly behind the building, where you can come in by going up the stairs or using the lower door on the loading dock.

Get directions Call 936-701-5168

Kitchen and bar hours

  • Monday 11am to 10pm
  • Tuesday 11am to 10pm
  • Wednesday 11am to 10pm
  • Thursday 11am to 10pm
  • Friday 11am to midnight
  • Saturday 11am to midnight
  • Sunday 11am to 10pm

Show nights upstairs may run later. Check riotconroe.com for comedy start times.