The weekend’s finally here, and Downtown Conroe has plans: This Friday and Saturday, GuadalaHARRY’s is bringing live music back to the stage for 2 nights that pair great musicians with great food, hand-crafted cocktails, and a laid-back atmosphere that makes the night flow easy.
Roll in early for dinner, or swing through later when Conroe’s best live music and comedy venue is already rolling—the night works either way. Grab your people, grab a drink you’ll want a second of, and grab a seat at GuadalaHARRY’S!
Weekend Lineup

Friday, January 30 – Dan Ennis
A masterful singer, songwriter, and guitarist delivering decades of experience and hundreds of songs that guarantee an unforgettable Friday night. With 20+ years of live performance experience, Dan brings an extensive catalog of pop, rock, and sing-along favorites spanning from the 60s to today. Known for his smooth vocals, expert guitar work, and magnetic stage presence, Dan always puts on a fantastic show that keeps the fun going all night long!

Saturday, January 31 – Cypress Union
CYPRESS UNION RETURNS to Harry’s Place! This Husband & Wife Musical Duo – Randy & Tracy Wheeler will be playing some Good Old Rock ‘N’ Roll along with some Current & Classic Country Music! The show kicks off at 5:30PM, and you definitely don’t want to miss it. You’re guaranteed a fantastic evening of GREAT Music, Delicious Food, Yummy Cocktails, and Excellent Service!
Come out and join us this weekend for GREAT Food, GOOD Times, and Legally, the most FUN you can have right next to a Courthouse! Life is GREAT at GuadalaHARRY’s!
Venue Details
GuadalaHARRY’S Bar & Grill (Harry’s Place)
219 Simonton Street, Conroe, TX 77301
Phone: (936) 701‑5168
guadalaharrysbarandgrill.com
Why People Love Harry’s Place
- Fresh seafood, Tex‑Mex, Cajun dishes, and Texas‑sized steaks
- Handcrafted cocktails and friendly service
- Live music every weekend in Historic Downtown Conroe
- Great views, lively atmosphere, and a family‑friendly patio
Weekly Events
- Monday – Songwriter Shootout
- Tuesday – Trivia Night
- Wednesday & Sunday – Karaoke Night
- Thursday – Open Mic Night
- Friday & Saturday – Live Music
Make It a December to Remember
Bring your friends and family to Harry’s Place for a weekend packed with incredible music, delicious food, and that signature Conroe charm. Whether you’re dancing to The Peters Brothers or singing along with Dan Ennis, one thing’s for sure — you’re guaranteed a fantastic night at the home of great food, good times, and legally the most fun you can have right next to a courthouse!
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