Matthew Underwood

Traditional Texas Country · Fredericksburg & Luckenbach
Matthew Underwood in a white cowboy hat singing and playing his sunburst acoustic guitar
★ Fredericksburg, Texas ★
Live from the Texas Hill Country

Real Texas Country, Played the Old Way

Pull up a chair, pour a glass, and let the music carry you down a Hill Country back road.

On the Road

Upcoming Shows

NOV 10
Private PartyTuesday, November 10, 2026 · Fredericksburg, TX
NOV 18
Private PartyWednesday, November 18, 2026 · Kerrville, TX
DEC 3
Private PartyThursday, December 3, 2026 · Boerne, TX
DEC 5
Texas Wine CollectiveSaturday, December 5, 2026 · Fredericksburg, TX
10354 E US Hwy 290
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 playing his dark sunburst Martin acoustic guitar
Matthew in a cowboy hat with family beside the yellow 1979 GMC at sunset
Evenings with family
Matthew smiling with two of his sisters by the lake
With my sisters
A white dog walking across a grassy pasture
Life on the land
Some songs were made to be heard under a big Texas sky.
Matthew standing beside his yellow 1979 GMC pickup under the Luckenbach, Texas sign
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

★
“I Can Still Make Cheyenne” · George Strait recording, one of Matthew’s biggest influences
♫
More videos on the wayNew performance clips from Matthew are being filmed in the Hill Country.
★
Hear him liveThe best way to hear Matthew is in person. Book a date.
150+Outdoor guests
Brings His Own Sound

Bose L1 Pro32 Line Array with Sub2

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.

Stay in the Loop

Fan Club Opening Soon

Matthew’s fan club is on the way, with news on new shows and videos.

Signups aren’t open yet, so this form doesn’t send or store anything.

Booking & Management

Book Matthew

Tap below to email Matthew. The message opens with a short checklist (date, venue, type of event, crowd size and set length) so you can send everything at once, and you’ll hear back promptly.

[email protected]

Book Matthew