Matthew Underwood

Fredericksburg, Texas

Traditional Texas country music

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On the Road

Upcoming Shows

NOV 10Tue · 2026
Private Party
Fredericksburg, TX
Tuesday, November 10, 2026
Private
NOV 18Wed · 2026
Private Party
Kerrville, TX
Wednesday, November 18, 2026
Private
DEC 3Thu · 2026
Private Party
Boerne, TX
Thursday, December 3, 2026
Private
DEC 5Sat · 2026
Texas Wine Collective
Fredericksburg, TX
10354 E US Hwy 290
Saturday, December 5, 2026
Public
Now booking 2026 datesWineries, restaurants, private events, and community gatherings across the Hill Country.
Request a Date
The Story

About Matthew

Matthew Underwood plays traditional Texas country the way it was meant to be played: honest, heartfelt, and rooted in the Hill Country he calls home. He grew up just a mile from Luckenbach, where on a good evening the music drifts in on the breeze. Among those live oaks, limestone hills, and winding back roads, he has spent years shaping a sound that feels right at home on a winery patio or a dance hall stage.

At the heart of that sound is his Martin D-28, a guitar he loves for its deep, warm, ringing tone. Matthew draws his greatest inspiration from George Strait and the timeless Texas country tradition he represents. When Matthew picks up his guitar, he’s not chasing a trend, he’s carrying on a tradition.

He brings his own professional sound system to every show, so wherever there is a crowd and a Hill Country sunset, Matthew is ready to play.

Matthew Underwood seated under a live oak at sunset with his guitar, microphone and Bose PA, the Hill Country behind him
Riding horseback across a Hill Country pasture
Riding the ranch
Matthew Underwood with his yellow 1979 GMC at the Luckenbach, Texas sign
Luckenbach, Texas
Matthew Underwood smiling with his acoustic guitar in the garage
Always on the guitar
Some songs were made to be heard under a big Texas sky.
The Lone Star Sound

Traditional Texas Country

Texas country music was raised in Hill Country dance halls, where fiddles and steel guitars carried across wooden floors and honest songs told the truth about work, love, and home. Matthew carries that tradition forward with a deep respect for the music that came before him: simple melodies, real stories, and a sound that feels like Saturday night in a small Texas town.

Watch & Listen

Music & Videos

Matthew Underwood playing his dark sunburst Martin acoustic guitar
Brings His Own Sound

Bose L1 Pro32 Line Array with Sub2

150+Outdoor guests

Matthew performs with his own professional, self-contained PA system that comfortably covers outdoor crowds of 150 or more. Your venue does not need to provide any sound equipment or setup.

Perfect For

Book Matthew For

Wineries & Vineyards

Relaxed patio and tasting-room sets along Highway 290 and beyond.

Restaurants & BBQ

Dinner and weekend live music that fits a Hill Country crowd.

Private Events

Birthdays, weddings, ranch parties, and family gatherings.

Community & Festivals

Markets, fundraisers, and outdoor events of 150 or more.

Booking & Management

Book Matthew

Send a quick note and Matthew will get back to you promptly.

Or write directly to booking@matthewunderwoodmusic.com

Book Matthew