Dripping Springs Songwriters Festival

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Dripping Springs Songwriters Festival

The Dripping Springs Songwriters showcases 50+ talented national singer/songwriters in intimate venues throughout historic downtown Dripping Springs, Texas.

FREE TO ATTEND! OCTOBER 16-18, 2026
Friday: 1:30-8PM
Saturday: 12PM-8PM
Sunday: 10AM-5PM

09/03/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Tim Styles - Tim Styles is a modern-day troubadour. Born and raised in the arrowhead range of northern Minnesota, his music captures his down-to-earth straightforward upbringing. He has released five albums of original music and has played some of the most iconic venues in the United States, Including the Bluebird Cafe in Nashville, TN and The Whiskey a Go-Go in Hollywood, CA. When Tim isn’t touring, he resides on 40-acre ranch in rural New Mexico, where he and his wife raise Alpacas. The quality and content of his songwriting let the listener into a world where following your dreams isn’t make-believe – it’s necessary.

Andy Sydow - Americana, rock, folk, singer-songwriter, Andy Sydow is an accomplished multi-instrumentalist whose lyrics paint a picture of poetic realism. Touring consistently both solo and with a backing band, Sydow is known to sway an audience with acoustic guitar ballads, sing a few numbers on his lap steel, and even sit down at the keys to show off his surprising boogie-woogie piano chops. He draws comparisons to voices like Paul Simon and Jackson Browne, mixed with a roots rock vibe reminiscent of Tom Petty or Nathaniel Rateliff & The Night Sweats.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

09/02/2026

We're excited to announce the 2026 Songwriters Pre-Festival Live Radio Show!

Join us on Wednesday, September 23rd from 5PM to 9PM at the iconic Mercer Dancehall for a one-night-only live radio broadcast show to gear up for the 2026 Dripping Springs Songwriters Festival! This FREE show will feature live performances by three of the songwriters playing at the Dripping Springs Songwriters Festival in October as well as interviews with festival organizers and other local celebrities.

Mercer Dancehall will have beverages available for purchase and Pig Pen BBQ will have food available for purchase. This is a family-friendly event. Not able to attend in person? Tune in to Hill Country 104.7 for the live radio broadcast or visit their website for a livestream of the event!

***This is a FREE event, but we ask that you RSVP at the link below so that we know how many folks to expect. We can't wait to see you on September 23rd and again for the full festival October 16-18!***

https://lp.constantcontactpages.com/ev/reg/92fuapb

08/31/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Charlie Shafter - Shafter’s January 2026 release of SAFARI hits multiple feelings and facets of life at once. Prelude, Amsterdam, MO, and Epilogue, immerse you in another world that makes you feel as though you’re watching a Cohen Brothers film, and Raton Pass immediately transports you into a truck traveling down a long stretch of highway solo, windows down, and heading into the sunset all while contemplating the existence of anything and everything. Chicago in Fall pulls you into that big midwestern city deep enough to make you feel like you’ve lived there, and Peak in Your Eye leaves you experiencing every feeling possible of a Colorado music festival.

Hannah Stokes - Hannah Stokes is an Orlando based singer-songwriter and jazz vocalist whose music flows between folk, R&B, soul, and jazz, offering a space where raw feeling meets timeless groove. With a voice both sultry and serene, she writes with lyrical precision and emotional clarity, crafting songs quietly arresting in their honesty and warmth. Rooted in a love of artists like Joni Mitchel, Lianne La Havas, and Norah Jones, Hannah’s style is fluid, intimate, and unafraid to sit in the complexities of love, time, and identity.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/27/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Ben Reneer - Ben Reneer is a self-produced indie-folk singer and songwriter based in
Phoenix, Arizona. Raised in the majestic Rockies of Utah, his songs make
use of natural imagery and evoke introspection. He credits Peter Gabriel,
Coldplay, and Pete Yorn with shaping his early appreciation for melodic
storytelling. More current influences include Gregory Alan Isakov, Ryan (not
Bryan) Adams, and Donovan Woods.

- Vaughan Segers is a rising singer-songwriter from Dripping Springs, Texas. His writing style blends the genres of Country and Americana music while focusing on heartfelt
lyrics you can hear in his latest song release, "Buy Yourself Flowers". Named after
legendary artist Stevie Ray Vaughan, music has always been in his roots, and he
learned to play the piano, drums, and guitar at a young age. He considers John Mayer,
Lukas Nelson, Flatland Cavalry, and Parker McCollum his biggest musical influences,
which can be heard throughout his original sound.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/26/2026

Dolly Parton was an incredible singer, songwriter, actor, and philanthropist. Her impact on singer-songwriters everywhere can't be overstated, and her impact on the world at large is truly incalculable.

"As a songwriter, I am influenced by everything around me- by the people around me, by the feelings of people I know, and by my own joys and sorrows. In my songs, I've touched a whole lot of subjects... I write a lot from my own heart."

“Nothing’s ever easy. If it is, it ain’t worth it.”

“If you see someone without a smile give them yours.”

“I refuse to settle for something less than great. And if it takes a lifetime, then that’s how long I’ll wait.”

“Dream more, learn more, care more, and be more.”

From her music to her love for humanity, Dolly Parton dazzled. We feel honored to have lived in the same world as her. Dolly, we hope you rest peacefully and we thank you for all you've done for us. You're a light and an icon and you will be dearly, dearly missed.

08/24/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Eric Ramsey Music - With soaring vocals and organic arrangements, Eric writes from experience about the human condition - at times sensitive, at times humorous, always thought-provoking. His arrangements and delivery encompass a spectrum of styles from delicate fingerpicking
to raucous, bluesy bottleneck slide.

Michelleraybournmusic - In her recent release on February 28th, 2025, “Natural Disaster”, Michelle works to bring her worlds together of family, faith, and folk music, exploring the landscape of womanhood, making sense of the harm that has been handed down, and finding healing for the wounds of being a human in the world. She hopes that these songs can be a gift to those who listen to her words, as they have been to her in getting to sit with and write.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/20/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Natalie Price Music - Natalie Price is a Texas-born, Nashville-based singer-songwriter blending Americana, indie folk, and melodic pop. Her “Ameri-kinda” sound turns deeply personal stories of friendship, empowerment, and love into songs that resonate with vulnerability and resilience.

Ray Prim Music - Imagine Bill Withers heading over 2 Abbey Road in a Cadillac 2 pick up Ben Harper so they can catch the tail end of The Reverend Al Green's sermon...2016 Black Fret Recipient, Ray Prim, is a Singer Soulwriter based in Austin, Texas. His music takes you back to the days when songs were inspiring, meaningful and thought provoking.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/17/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Rachel Laven - Award winning songwriter, Rachel Laven performs a blend of Texas Folk and Americana
music. A positive force of nature on stage, Laven captivates with her smiling lyricism
and her electric vocals. True to the Texas songwriting tradition, Laven is an earnest
observer. She is able to sing her truths without weighing them down with unnecessary
words or flowery nuances. This economical ability to perform complex humanity in a
clear headed way is what sets her apart as an artist.

Will Overman - Restless by nature, a traveler with a poet’s eye for mountains but a working man’s taste for road food, Overman’s always on the move. He comes by it naturally. That’s because Overman spent his formative years as a child of two worlds. Summer surf sessions in Virginia Beach gave way to fall backpacking expeditions in the Blue Ridge Mountains. Rinse, wash, repeat. Sunscreen and fly rods, flip flops and hiking boots. Two different landscapes. Two different soundtracks. Rock and pop where water meets earth, bluegrass and folk where trees meet the sky. Somewhere in between, maybe on the interstate between Virginia’s edges and its heart, that’s where the country music is.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/13/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Sara Jean Kelley - A lover of wild things— plants, animals, people, and music— Nashville native Sara Jean Kelley crafts songs that combine upbeat, pop-inspired country hooks with thoughtful, often philosophical lyrical themes that explore our human connection to the natural world. Due to her dark sensibility and slightly melancholic sense of humor, Kelley’s particular brand of alternative country is multidimensional, with one foot firmly rooted in her Nashville Country/Americana background, another foot exploring the realms of alternative rock, rock and roll, pop, and even hip hop influences. Her voice, at times husky, dark and sultry, at times floating light-as-a-feather, has been compared to celebrated female country stars Brandi Carlisle, Patty Griffin, and Lucinda Williams.

Madeleine Kelson - Madeleine Kelson is a Nashville based Americana artist. She pulls from a rich tradition of Folk, Country, and Americana, challenging its boundaries as a q***r artist to represent the modern world. In 2022, Madeleine released her debut, self-produced album, While I Was Away, on Olivia Records. Since its release she has gained praise from No Depression, been featured multiple times in NPR, and was a finalist in the prestigious Kerrville New Folk songwriting competition. Her q***r country anthem, The Way I Do, became a viral TikTok hit with over 1.7 million views. Madeleine has been featured on Spotify editorial playlists including Q***r as Folk, Emerging Americana, and Fresh Finds Folk. Her new EP, Where the Spirit Meets the Muscle, was released in February 2024.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

08/10/2026

DSSF 2026 SONGWRITER ANNOUNCEMENTS:

Ajaye - Born in a small town in British Columbia, AJAYE writes from the experience of carving her own path beyond expectation. Her songs explore self-discovery, resilience, and personal agency, fitting raw truth into poetic, three-minute stories that feel like companions in quiet moments. Often compared to artists like Brandi Carlile, Shawn Colvin, and Patty Griffin, AJAYE creates an intimate, grounded listening experience that invites connection and reflection. An endorsed artist with AMI Guitars, she continues to tour internationally, offering performances centered on story, presence, and heart.

Stay tuned as we go through the full lineup and get excited for this year's fest in Dripping Springs, TX from October 16-18. We can't wait to see you there!

Address

509 Mercer Street
Dripping Springs, TX
78620

Website

http://www.drippingspringssongwritersfestival.com/

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