Event calendar
Live Music feat. Matt Jaye
Friday May 15th
We’re celebrating all weekend long — and it starts Friday night with live music 5-8PM!
Join us for great tunes, your favorite drinks, and an unforgettable start to our anniversary celebration. Grab your friends and come raise a glass with us! 🍷🥃
Let the celebration begin! 🎉
05:00 PM - 08:00 PM
Live Music feat. Blue Steel
Saturday May 16th
Blue Steel is BACK to absolutely rock our stage for our Anniversary weekend! You can't go wrong with an afternoon full of amazing live music from an award winning band, delicious hand crafted Wisconsin wine and fantastic company!
03:00 PM - 06:00 PM
Memorial Day
Monday May 25th
Come celebrate the long weekend with us! We will be OPEN all weekend and on Memorial Day from 10-6PM.
10:00 AM - 06:00 PM
National Cheese Day
Thursday June 4th
We love 'cheesy' holidays like this! Join us for National Cheese Day June 4th!
11:00 AM - 06:00 PM
Father's Day
Sunday June 21st
Treat your dad and join us for Father's Day! We're open 10-6PM with live music feat. Van Dwellers from 2-5PM.
10:00 AM - 06:00 PM
4th Of July
Saturday July 4th
We're open on the 4th so come celebrate with us!
10:00 AM - 09:00 PM
National Wine and Cheese Day
Saturday July 25th
Join us on National Wine & Cheese Day July 25th!
11:00 AM - 09:00 PM
National IPA Day
Thursday August 6th
Come grab a beer with us on National IPA Day!
11:00 AM - 06:00 PM
Live Music feat. Chasing Denver (TICKETS REQUIRED)
Sunday September 6th
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
03:00 PM - 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