Event calendar

Live Music feat. Drew Halverson

Friday October 10th

Drew Halverson playing October 10th 5-8PM! 

WHISKEY RUN IS CLOSED FOR A PRIVATE EVENT

05:00 PM - 08:00 PM

Live Music feat. Sharona & Ray Ray

Saturday October 11th

Sharona & Ray Ray playing October 11th 3-6PM!

03:00 PM - 06:00 PM

Live Music feat. Michael Tully

Sunday October 12th

Michael Tully playing October 12th 2-5PM!

02:00 PM - 05:00 PM

Friday Night Lights Wine-O-Bingo

Wednesday October 15th

Get ready to call the plays and shout “BINGO!” at our Football-Themed Bingo Night! 🏈✨ Whether you’re here for the thrill of the game or just for the fun, we’re mixing the excitement of football season with the luck of bingo. Dress in your favorite team gear, enjoy prizes, and cheer along with friends as you mark off your winning squares. It’s the perfect way to kick off game day energy—no matter which team you’re rooting for! Bring your team spirit, bring your friends, and get ready to score some big wins. Touchdowns are optional, but fun is guaranteed! CASH ONLY for bingo cards!

06:00 PM - 08:00 PM

Live Music feat. Keith & The Klassics

Saturday October 18th

Keith & The Klassics playing October 18th 3-6PM!

03:00 PM - 06:00 PM

Live Music feat. James Crockett

Saturday October 18th

James Crockett playing October 17th 5-8PM!

05:00 PM - 08:00 PM

Live Music feat. The Dawg Bones

Sunday October 19th

The Dawg Bones playing October 19th 2-5PM!

02:00 PM - 05:00 PM

Live Music feat. Andy Braun

Friday October 24th

Andy Braun playing October 24th 5-8PM!

05:00 PM - 08:00 PM

Live Music feat. Straight 8's Duo

Saturday October 25th

Straight 8's Duo playing October 25th 3-6PM!

03:00 PM - 06:00 PM

Live Music feat. Alpha Romeos

Sunday October 26th

Alpha Romeos playing October 26th 2-5PM!

02:00 PM - 05:00 PM

National Chocolate Day

Tuesday October 28th

Because life is better with chocolate!

11:00 AM - 06:00 PM

Happy Halloween!

Friday October 31st

Dress to impress in your best costume and join us on Halloween weekend! We'll be decked out all weekend long and you should be too!

10:00 AM - 09:00 PM

Live Music feat. Richardson Acoustic

Friday October 31st

Richardson Acoustic playing October 31st 5-8PM!

05:00 PM - 08:00 PM

Christmas

Thursday December 25th

Happy Holidays to all of our fans! We are CLOSED on Christmas Day.

11:00 AM - 06:00 PM

New Year's Eve

Wednesday December 31st

Celebrate the New Year with us and join us on New Year's Eve!

11:00 AM - 06:00 PM

Grape Stomp 2026

Saturday September 12th

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

11:00 AM - 03:00 PM

Location

N8523 Klitzke Road
New Glarus, WI
53574

Hours

Mon, Tue, Wed, Thur
11:00 AM - 6:00 PM
Fri, Sat
10:00 AM - 9:00 PM
Sun
10:00 AM - 6:00 PM