GuadalaHARRY’s Bar & Grill in Historic Downtown Conroe keeps the summer music energy alive with another weekend of standout performances. The new location has been drawing steady crowds for months, and this weekend offers two distinctly different shows that both promise quality musicianship and an inviting atmosphere. On Friday, August 15, Vintage Reserve makes their GuadalaHARRY’s debut with a lively mix of classics for listening and dancing. On Saturday, August 16, Dylan DuPont returns with his thoughtful acoustic set and seasoned stage presence.

Friday, August 15 – Vintage Reserve LIVE

A picture of Vintage Reserve Friday, Dylan DuPont Saturday at GuadalaHARRY’s at Guadalaharry's Bar & Grill

Vintage Reserve arrives from The Woodlands with a classics-only approach built around songs everyone knows. They shape the set for connection first, keeping arrangements clean and true to the originals. Strong rhythm work and clear vocals carry the room, so the music lands for those who want to listen closely and for guests who want to move. The sound invites the crowd in.

For their first GuadalaHARRY’s show, they will run a modified listening and dancing program with one short break for more music and fewer pauses. The pace stays steady and the focus stays on recognizable favorites delivered with an easy stage presence. Expect a set that builds smoothly without relying on flash. They aim to keep the dance floor moving while leaving space for quieter moments between choruses.

That plan fits the new downtown room, which has been drawing crowds for months. The stage layout gives good sightlines, the sound carries evenly, and there is space to dance while tables stay comfortable. Guests can settle in with hand-crafted cocktails and a menu of fresh seafood, steak, Tex-Mex, and Cajun staples, so Friday feels like a full night out and easy conversation.

Saturday, August 16 – Dylan DuPont LIVE

A picture of Vintage Reserve Friday, Dylan DuPont Saturday at GuadalaHARRY’s at Guadalaharry's Bar & Grill

Dylan DuPont returns to GuadalaHARRY’s with his signature stripped-down acoustic performance built on clean melodies and lyrics that carry depth. Known for his calm delivery and connection with the audience, Dylan’s shows are crafted for listeners who appreciate meaning and subtlety in songwriting. His influences include Southern storytelling traditions, personal experience, and an ability to let each song stand on its own.

Dylan’s set typically blends original songs with select covers chosen to fit his style, creating a consistent mood from start to finish. His polished guitar work and steady pacing allow the music to speak without forcing attention, making for an easy but memorable listening experience.

Nicknamed “Mississippi Smile,” Dylan’s reputation has been built in small venues where connection matters most. His performances leave a lasting impression not through volume or flash, but through an honesty that lingers long after the night is over. For those who enjoy a relaxed Saturday evening with live music that carries both skill and sincerity, this is a show to make time for.

Venue Information

GuadalaHARRY’S Bar & Grill – Historic Downtown Conroe

219 Simonton Street

Conroe, TX 77301

+1 (936) 701-5168

GuadalaHARRY’s Bar & Grill offers live music, fresh seafood, steak, Tex-Mex, Cajun dishes, and hand-crafted cocktails in the heart of Historic Downtown Conroe. Every weekend, guests enjoy a welcoming atmosphere, outstanding service, and performances that showcase some of the best talent in the region.