October 15, 2026 - October 17, 2026 Bringing artists and fans together through our annual festival, acoustic sessions, and live showcases—Trails of Tales is all about community, creativity, and real music. Held during Deadwood’s annual Wild West Songwriters Festival weekend.
The 3rd Annual Trails of Tales Songwriter Festival returns to the legendary streets of Deadwood, South Dakota for three unforgettable days celebrating original music, storytelling, and the independent artists who bring songs to life!
Trails of Tales was created to give singer-songwriters a worthy stage – where the focus is on the song, the story behind it, and the connection between artist and audience. Over the past two years, the festival has welcomed dozens of artists from across the Midwest and beyond, turning Deadwood into a true songwriter destination! Songwriters Rounds begin daily at Noon.
What to Expect• Multi-day, multi-venue songwriter performances
• Intimate acoustic sets
• A curated lineup of regional talent
• Historic venues and an unmatched Deadwood atmosphere
• Intimate acoustic sets
• A curated lineup of regional talent
• Historic venues and an unmatched Deadwood atmosphere
Download the “Trails of Tales” app to view a detailed schedule and list of performers.
