Kick off summer with Them Coulee Boys and Clay Fulton & the Lost 40! Them Coulee Boys return to the Hotel with songs from their acclaimed new album No Fun in the Chrysalis, recorded in Eau Claire with Grammy winner Brian Joseph. Expect two nights of high-energy Americana, fan favorites, and no repeat sets. Plus, […]

From mountaintop farms and horse barns to sold-out stages and recording studios, Pat Sheridan has had quite the journey as a burgeoning young musician.

Acclaimed singer-songwriter Pieta Brown has spent more than two decades crafting deeply personal folk and Americana music marked by luminous songwriting and a haunting, unmistakable voice. A favorite of critics and fellow musicians alike, Brown has toured worldwide with artists including John Prine, Ani DiFranco, and Mavis Staples, while earning praise from NPR Music, Billboard, […]

The Substitutes (formerly The Subs) are a group of longtime substitute teachers and early members of the Organic Music Cooperative who turned shared downtime into a shared downbeat. Featuring Gregg Hilker on ukulele, banjo, guitar, and assorted stringed wonders; Kris Risch on guitar; Lisa Risch on keys and tambourine; and Phil Gilbert holding down all […]

Greg Gall performs acoustic Folk/Rock from the seventies and beyond.

Marques Morel is a Midwestern troubadour with a dust-on-the-boots voice and stories to match. Raised in Illinois corn country, he’s played everywhere from street corners to festival stages, sharing bills with the likes of Charlie Parr and Joe Pug. His latest album, Tales and Tellings, earned national praise for its sharp writing and roadworn heart. […]

It’s been nearly a year since we last hosted The Brothers. Time to fix that. Expect something surreal and seriously good. Brothers Burn Mountain—Jesse and Ryan Dermody—built a studio deep in the Minnesota woods, chasing the sounds of wind, rain, and nightfall. The guitar-drum duo has played 2,000+ shows over 25 years. Their 11th album, […]

Todd Saner and Tom Gibbons are back—and they're bringing fresh tunes and big energy! With over 20 years of playing together in the La Crosse area, this dynamic duo covers a wide range of genres, adding their own twist to favorites, old and new. Between them, they juggle acoustic and electric guitars, mandolin, harmonica, and […]

Wes Urbaniak crafts songs that feel lived-in—honest, bold, and just the right kind of strange. A storyteller at heart, he turns life’s rough edges into something resonant and real. Even the instruments carry the tale, built from reclaimed redwood from Red Rocks Amphitheatre—Urbaniak himself the hands behind them. It’s music with a pulse, a past, […]

Hudson Valley’s own rising force Dylan Doyle is making noise far beyond his home turf, lighting up stages across the U.S. and overseas. His sound rides the line between roots rock grit and jam-funk groove, with flashes of Woodstock spirit and a deep dip into Southern soul. It’s a distinctly American blend. A natural storyteller […]

These sultry sirens weave three-part harmonies with an ease that feels almost otherworldly—often described as nothing short of magical, like flowers that only dare to bloom after dark. Their setlist glides across decades, from the 1950s to today, touching on rock, country, and pop with equal finesse. Join us in giving them a warm welcome […]

Kit Mayer & The Pack bring their signature energy and musicianship to the Winona Hotel for a special performance. The show features original songs by Kit Mayer alongside a thoughtful mix of favorites from artists who inspire the group. Known for their seamless blend of electric and acoustic styles, this performance offers an intimate twist—an […]

Mike, Nancy, and Jessie will be playing your favorite Blink songs along with fresh tracks from their upcoming album. Enjoy a special acoustic trio version of Mr. Blink featuring Jessie McDonald, Mike Caucutt, and Nancy Caucutt. The show will include beloved hits, new material, and the fan-favorite “Wisconsin Set.” You’ll hear songs inspired by Madeline […]

Join us for an afternoon of classic country and Americana with Fayme Rochelle & The Waxwings, a gentle ushering-in of spring. 🌱🎶 Blending heartfelt songwriting with warm, layered harmonies, the group crafts a sound rooted in Americana and country-rock, with a subtle trace of vintage soul. Their songs carry stories that unfold with ease, shaped […]

Friday night, the stories come with a back-beat. Join us for a lyric-driven Americana set with Drew Peterson—where dry wit meets poetic grit and every song feels like it’s lived a little. Drawing inspiration from legends like John Prine and Van Morrison, Peterson delivers upbeat, soul-tinged tunes wrapped in a storyteller’s voice that pulls you […]

James Grant has been making music for more than 50 years, bringing a seasoned touch to classic ’60s and ’70s songs that still hit just right. 🎸🎶

Poet, songwriter, and tireless Driftless arts booster Tim Eddy kicks off our first Musical Chairs of 2026 with a songwriter’s round featuring Tim Case and JT Spartz, Sunday from 2–5. Case, an Eau Claire songwriter, brings songs from his 2025 album Hall of Mirrors, praised by the Eau Claire Leader-Telegram as “a modern, uniquely Wisconsin […]

Hailing from Rochester, Clay Fulton is a singer-songwriter known for his sharp lyricism and heartfelt storytelling. Blending the spirit of classic folk with a modern indie-pop twist, his music calls to mind the likes of John Prine and Dawes. With songs that reflect on love, loss, and the ups and downs of everyday life, Fulton […]

🎶 Listening Session | Sunday, March 8 🎶 Only 45 seats. That’s it. When they’re gone, they’re gone. Trempealeau songwriter Johnsmith gathers his longtime musical brother Dan Sebranek and daughter Elisi Smith-Waller for an intimate evening of songs, stories, and harmonies that only decades and DNA can build. If winter’s been hanging around your shoulders, […]

Folk, rock, blues, and country braid together in the unmistakable Midwest Americana of Samantha Grimes. A natural storyteller with a gift for melody, she is known for her left handed, upside down guitar style and 25 years of all original music. Her solo shows earned her 2024 Entertainer of the Year from the International Singer […]

Derek Ramnarace, the prolific singer songwriter behind Old Soul Society, returns at last to the Trempealeau Hotel. Joining him is a stellar cast of musicians including Matt Becker, Joe Gantzer, and Ben Rohde. Together they will dive deep into Derek’s expansive catalog, revisiting favorites from Hooch and The SoapBox Project, highlighting songs from Old Soul […]

March 5th kicks off First Thursdays with Ironstill. Set inside the historic Trempealeau Hotel, built in 1871, this is music that feels like it drifted in on a riverboat and decided to stay awhile. Ironstill, the old-time duo of Josh Rabie and Russell Pedersen, weave fiddle and banjo into a rich blend of driving instrumentals, […]

For more than 20 years, the The Tommy Bentz Band has been lighting up stages with a sound that feels like the The Allman Brothers Band wandered into a late night jam with Van Morrison. Soulful. Gritty. Built to stretch out and breathe. TBB digs into six original albums plus a live DVD and CD, […]

Prank Williams, formerly known as Broken Spoke and a few other creatively retired aliases, kicks things off at 7pm. Their musical chops are perfectly matched by their onstage banter, equal parts sharp harmony and sharp elbow to the ribs. Expect tight vocals, serious guitar and banjo work, thunderous medleys, and stories that may or may […]

Hot Sauce is bringing the heat this winter. Featuring Hans Mayer on vocals and strings, Wayne Beezley on lightning fast mandolin, Dedrick Benz on bass, and Jessie McDonald on violin. Expect original tunes, swinging classics, and crowd favorites like “Going Home” and “Good Time for Free.” Shake off the winter blahs and catch Hot Sauce […]

Come celebrate the release of Live in Chicago (Shifting Paradigm Records), the new album from guitarist Kenny Reichert, at The Trempealeau Hotel. Recorded before a live audience, the album captures a band fully in sync, leaning into spontaneity and real-time musical conversation. Featuring Lenard Simpson, Ethan Philion, and Devin Drobka, the music reflects years of […]

Lone Goat Rodeo brings their true love ways to the Trempealeau Hotel for valentine’s day with special guest Jamie Sterling.

🎶 The Wet Stetsons are rollin’ in from Eau Claire with a cosmic blend of bluegrass and country that grooves from classic twang to high-energy newgrass. Two guitars, a banjo, an upright bass—and a whole lot of fun. 🎸🪕🎤 The hat will be passed… show some love and help keep the music rollin’ down the […]