Bike MS Ride to the River takes place October 3 through October 4, bringing cyclists on a scenic ride from San Antonio to Kerrville before finishing in legendary Luckenbach. The route offers Hill Country views along the way, with music and community celebrations highlighting the experience. The Kerrville stop is at River Star Arts and ... Read more
The 20th annual Hill Country Golf Classic will take place October 2–4, 2026, at three of Kerrville's golf courses: Comanche Trace, Riverhill Country Club, and Scott Schreiner Golf Course. The two-person partnership tournament includes three days of competition, with 8:30 am shotgun starts each day. Registration is $995 per team and includes the Thursday welcome ... Read more
Bruce Smith will bring his folk music to Singing Water Vineyards, with songs praised for their powerful storytelling and thoughtful, accessible lyrics. A longtime fixture of the Austin music scene, Smith has been performing for nearly 20 years. The performance takes place Sunday, October 4, from 1 pm to 4 pm at Singing Water Vineyards. ... Read more
Roots music, camping, and riverfront fun come together at Reggae on the Guadalupe, a multi-stage festival taking place Friday, October 2, through Sunday, October 4, at Lazy Days Canteen & Starry Nights Amphitheater. Gates open at 5 pm on Friday, with performances throughout the weekend featuring Necheru, the Austin-based Dog Beach Rebels, The Maplewood Brothers, ... Read more