This is American music, back to basics with a three piece band playing early Rock-'n-Roll,

Markus J delivers high-energy performances with heart and soul, blending country, folk pop and classic rock into a fun, engaging mix that connects with audiences of all ages.

Rock out with the electric Elizabeth Mary Band all Saturday afternoon.

A new jazz combo comprised of seasoned players — the Mark Malin Trio brings a fresh groove to the local jazz scene. Featuring Mike Turk on drums, Tony Wisniewski on bass, and Mark Malin on guitar.

Grab a cool drink a tasty pizza or even Fish Fry  at our distillery Whiskey Run and sit back and enjoy!

This Saturday is SMOKIN with Gil DeLaPaz & The Night Soundz! Enjoy the dag days of summer at Bailey's Run & Whiskey Run Distillery.

A popular and frequent mainstay on our stage, Mark and his fiddle player will get your feet pumpin and your heart going. Sing along to his classic Molly Brown while enjoying the rolling hills of New Glarus!

It's National Red Wine Day! Come enjoy a glass from our excellent selection!

Singer-songwriter Matt Andrus has been performing, writing and producing music all over the Midwest for the past 20 years as a solo artist and with bands such as "Andrus & The Mariners" and "The Daily Express", also doing cover songs spanning the spectrum

Alpha Romeos delivers re-fried funk, soul, R&B, blues, and boogie revival. Take a chance and dance!

Friday Night is made better with the Elizabeth Mary Duo! Wine, Old Fashioned, Pizza, Burgers and so much more - time to enjoy!

Our Saturday will be rockin' with the Straight 8's Outlaw Blues Band - the kind of music your mama warned you about.

Chasing denver is back with a splash from Fort Myers, FL! They will be playing from 3-6PM with Brian Matteson opening for them from 11-2PM! We highly encourage everyone to bring their own lawn chairs. No coolers are permitted and all  backpacks will be checked as carry ins are not allowed.

https://baileysrunvineyard.ticketspice.com/chasing-denver-september-2026

Come celebrate the long Labor Day weekend with us!

Join us for our 7th Annual Grape Stomp at Bailey's Run Vineyard & Winery on September 12, 2026!

Everyone who plans to stomp must pre-purchase tickets online. A team = 2 people; one who stomps the grapes and the other gathers juice. The team who produces a specific amount of juice the fastest will be the winner. The registration fee includes stomping competition, commemorative T-shirt per team member and 1 drink ticket good for a glass of wine or beer. Fastest teams then compete in the FINAL CRUSH. Winners of the FINAL CRUSH will receive a bottle of wine per team member.

Following all competitive stomping heats we will have:

- Best Team Costume Competition

We will also have one "Petite" heat where the teams consist of one adult and one child participant. The "Petite" heat will begin promptly at 11:00AM on the main stage with the adult heats starting right after the Petite's are done. We will have live music after the stomp from 3:00 - 6:00 PM.

** Any registrations after 8/15/26 will NOT be guaranteed a Grape Stomp T-shirt.

https://baileysrunvineyard.ticketspice.com/grape-stomp-2026

Because life is better with chocolate!

Bring your best costume and join us on Halloween!