Jolly Jaunt Bar Crawl

It’s that time of year for Ashland’s beloved Jolly Jaunt! Grab your most festive garb, gather your merriest friends, and head to the tracks to spread holiday cheer throughout Downtown Ashland. This year, we’re going back to our roots with a classic holiday bar crawl — no tickets, no passports, just good vibes, good drinks, and good company. 🎄✨
Enjoy specialty holiday beverages at each stop, then follow the merriment straight into two lively afterparties right along the tracks! Both the crawl and the afterparties are free to attend — just show up hungry, thirsty, and jolly!

📅 Date: Saturday, December 6, 2025
⏰ Crawl Time: 6:00–8:30 PM
📍 Location: Downtown Ashland, along the tracks
💸 Cost: Free to attend (no tickets or passports this year!)
🍺 Participating Crawl Stops
* Ash & Olive
* Caboose Market & Café
* Iron Horse
* Origin Beer Lab
🎶 Jolly Jaunt Afterparties – Live Music
As the crawl winds down, the entertainment kicks up!
* Iron Horse @ 8:30 PM
* Ash & Olive / Cask & Stave @ 9:30 PM
🎉 Wear your brightest holiday attire and come ready to celebrate Ashland-style — festive, friendly, and full of cheer!