Bootleg Rally at Chapline Distillery: Motorcycles, Cigars & Whiskey in Bulverde

It’s not every day you find an event that brings together Harley fans, cigar lovers, and whiskey drinkers — but Bootleg Rally at Chapline Distillery manages to do exactly that.

On Saturday, November 15th from 1–5 PM, Chapline is turning up the throttle with a full afternoon of bikes, bourbon, and good vibes. Expect live music, a food truck, drink specials, and a Best in Show Harley Contest to keep things interesting.

Rustic Cigar Haus will be rolling in with their top-shelf cigar selection — the perfect match for a pour of Chapline’s Texas-made spirits.

Plan your ride, polish your chrome, and make your way to Bulverde, Texas for an afternoon that celebrates craftsmanship on two wheels and in the bottle.

Before you go, check out other Hill Country events or browse the full Texas Whiskey Calendar for more happenings across the state.

👉 Don’t forget to stop by my merch page to gear up before you roll out!

Event details are subject to change. Please confirm times and offerings with the event host before attending.