Event calendar
Live Music feat. HiFi Comets
Sunday July 20th
Firing up their own intense combination of old school rhythm and blues, rockabilly, soul and blues, the Hi-Fi Comets celebrate American music with big sounds - booming upright bass, incendiary reverb-driven guitar, propulsive, swinging drums, and soaring vocals. The Hi-Fi Comets are Southern Wisconsin’s premier rockin’ and rollin’ rhythm and blues power trio.
02:00 PM - 05:00 PM
National Wine and Cheese Day
Friday July 25th
Join us on National Wine & Cheese Day July 25th!
11:00 AM - 09:00 PM
Live Music feat. King Sies Fries
Friday July 25th
A talented duo that consists of two singer/songwriters/guitar players Doug and Bob, who met each other when a group of song writers got together and have been playing on and off together for over 20 years.
05:00 PM - 08:00 PM
Live Music feat. The Yard Dogs
Saturday July 26th
The Yard Dogs band was formed in 2018 after a dozen or so musicians responded to a thread on the Nextdoor app. 12 became 8. 8 became 6, and after a few more substitutions and another 6 months, the band found its members. With a wide array of musical interests, the bands’ setlist is dynamic and widely varied, spanning at least 5 decades with an emphasis on the 90s.
03:00 PM - 06:00 PM
Live Music feat. Jason Thomas Band
Sunday July 27th
JASON THOMAS BAND is a 4-piece band from Fort Atkinson that plays modern acoustic covers of rock, pop and alternative hits. Jason is a contemporary folk singer whose clear, driving vocals lend themselves to unique reinterpretations of various music styles. He is joined by Steve Tesmer on Dobro and Ben Knowles on bass, who are both members of the popular local groups The Dimes and Jill and the JAX. Bob Milan accompanies on drums. Bob is a professional percussionist, locally known for his steel drum playing as Bahama Bob. Though their musical styles are diverse, they have found a perfect harmony to showcase exciting renditions of many of your favorite songs.
02:00 PM - 05:00 PM
Live Music feat. VanDwellers
Friday August 1st
The two brothers who make up the band, Tyler and Tanner Burt, have been playing music together throughout all of their lives. As children, they grew up in a very musical household in Beloit, Wisconsin constantly making music with their parents and other siblings. Their parents performed together for weddings and other functions, and were often involved in many forms of music throughout most of their own lives. Being involved with their parents music from such a young age, and continuing to learn and play more themselves while growing up, Tyler and Tanner eventually decided to form VanDwellers in 2020.
05:00 PM - 08:00 PM
Live Music feat. Chasing Denver
Saturday August 2nd
Chasing Denver is BACK from Ft. Meyers, FL to grace our stage once again! This is our only ticketed musical performance of the year so please take note! There will be a headlining band playing from 12-3PM that day (this band has not yet been selected). We will be taking tickets all day this day. Anyone over the age of 12 is REQUIRED to have a ticket for the show. We highly recommend purchasing tickets in advance but we will be selling tickets at the end of the driveway the day of the show. Bailey's Run will not be doing any wine tastings and will have a smaller food menu to allow for quicker service. Whiskey Run will also have a smaller cocktail selection to allow for quicker service. https://baileysrunvineyard.ticketspice.com/chasing-denver-live-august-2025
04:00 PM - 07:00 PM
National Prosecco Day
Wednesday August 13th
Start your night with some bubbly for National Prosecco Day!
11:00 AM - 06:00 PM
National Red Wine Day
Thursday August 28th
It's National Red Wine Day! Come enjoy a glass from our excellent selection!
11:00 AM - 06:00 PM
Labor Day
Monday September 1st
Come celebrate the long Labor Day weekend with us!
11:00 AM - 06:00 PM
Grape Stomp 2025!
Saturday September 13th
6th Annual Grape Stomp • Best Team Costume Competition • The “Petite” heat will begin promptly at 11:00 am on the main stage with the adult heats running from 12:00 – 2:00 pm • Live music after the stomp from 3:00 - 6:00 pm
11:00 AM - 06:00 PM