The Trail Hotel Speakeasy Sessions

Join us for Speakeasy Sessions at The Trail Hotel: an intimate evening of original live music from local and regional artists, set within the timeless ambiance of our hidden speakeasy. Slip into the speakeasy on select Thursdays from 7–9 PM for an unforgettable night of music, Bourbon pours, and craft cocktails.

Lineup:

• Nov 6 Dusty Bo (Nashville, TN) - Southern Rock/Outlaw Country
• Nov 13 Daniel Cain (Stanford, KY) - Appalachian/Alternative/Folk
• Nov 20 Sara Jean Kelley (Nashville, TN) - Americana/Alternative/Folk
• Dec 4 Adrian Taylor (Louisville, KY) - Singer-Songwriter/Country/Americana
• Dec 11 Andy Branton (Louisville, KY) - Country Blues/Country Rock
• Dec 18 Matt Waters (Cincinnati, OH) - Soul/Funk/Roots

Seating is limited to preserve an elevated, immersive atmosphere. We encourage making reservations to secure your spot. No cover charge!

Make it a full evening — arrive early and enjoy a Southern-inspired meal at Oak & Ember before the music starts for the full dinner and a show experience.

Check in with the host at Oak & Ember for speakeasy access.