Event calendar

Easter

Sunday April 5th

Come celebrate Easter with us we will be open our normal business hours with live music at 1PM!

10:00 AM - 06:00 PM

Live Music feat. James Crockett

Sunday April 5th

Hop on over this Easter! 🐇🍇 We’re open and ready to celebrate with live music from 1–4PM, delicious wines, and plenty of sunshine. Bring your friends, family, and your Sunday best — we’ll handle the rest! ☀️🎵

01:00 PM - 04:00 PM

Live Music feat. James Crockett

Friday April 10th

In case you didn't get to see James on Sunday we've got him back to bring in some awesome Friday night music!

05:00 PM - 08:00 PM

Live Music feat. David Hecht

Saturday April 11th

Join us this Saturday from 2–5 PM for an afternoon of live music, great wine, and relaxing vineyard vibes.

Grab a glass, sit back, and enjoy the perfect way to spend your Saturday! 🎸

02:00 PM - 05:00 PM

Live Music feat. Markus J

Sunday April 12th

Live music + wine = the perfect Sunday combo 🎶🍷 Join us 1–4PM!

01:00 PM - 04:00 PM

Live Music feat. Matthew Pejovic

Friday April 17th

Kick off your weekend with us! Join us Friday from 5–8 PM for live music, delicious brick oven pizzas, and your favorite wines.

Great food, great tunes, and the perfect Friday night vibe — don’t miss it! 🎸

05:00 PM - 08:00 PM

Live Music feat. Van Dwellers

Saturday April 18th

Join us this Saturday from 2–5 PM for an afternoon of live music, great wine, and relaxing vineyard vibes.

Grab a glass, sit back, and enjoy the perfect way to spend your Saturday! 🎸

02:00 PM - 05:00 PM

Live Music feat. Tapestry

Sunday April 19th

Sunday soundtrack: sunshine, sips, and live tunes 🎵 1–4PM!

01:00 PM - 04:00 PM

Live Music feat Elizabeth Mary (Duo)

Saturday April 25th

Join us for a relaxing Saturday filled with live music, great wine, and good company.

Grab a glass, sit back, and enjoy the perfect weekend vibes with us! 🎸

02:00 PM - 05:00 PM

Live Music feat. Anna Hill

Sunday April 26th

End your weekend on a high note with live music, great wine, and a relaxing atmosphere.

Grab a glass, unwind, and enjoy the perfect Sunday vibes with us! 🎸

01:00 PM - 04:00 PM

Live Music feat. Andy Braun

Friday May 1st

Kick off your weekend with us! Join us Friday from 5–8 PM for live music, delicious brick oven pizzas, and your favorite wines.

Great food, great tunes, and the perfect Friday night vibe — don’t miss it! 🎸

05:00 PM - 08:00 PM

Live Music feat. Keith & The Klassics

Saturday May 2nd

Join us for a relaxing Saturday filled with live music, great wine, and good company.

Grab a glass, sit back, and enjoy the perfect weekend vibes with us! 🎸

03:00 PM - 06:00 PM

Live Music feat. Jason Thomas Band

Sunday May 3rd

End your weekend on a high note with live music, great wine, and a relaxing atmosphere.

Grab a glass, unwind, and enjoy the perfect Sunday vibes with us! 🎸

02:00 PM - 05:00 PM

Live Music feat. Better with Friends

Friday May 8th

Start your weekend with us! Join us Friday night for live music, great wine, and all the good vibes.

Grab your friends, pour a glass, and enjoy an evening of great tunes and even better company. 🎸✨

05:00 PM - 08:00 PM

Remember Me Red 5K

Saturday May 9th

Lace up for a cause that matters! Join us for the Remember Me Red Fun Run 5K — where every step helps raise awareness and support for those affected by Alzheimer’s.

Sharona & Ray Ray perform live from 11-2PM

Yard Dogs perform live from 4-7PM

We will have an amazing silent auction and 50/50 raffle the day of. Run, walk, or stroll — it’s all about community, compassion, and making memories that matter.

https://baileysrunvineyard.ticketspice.com/remember-me-red-2026 

10:00 AM - 09:00 PM

Live Music feat. Sharona & Ray Ray

Saturday May 9th

We’re excited to welcome the first of two live music acts of the Remember Me Red Charity Run 2026! Join us from 11 AM – 2 PM for great tunes, great energy, and an even greater cause.

Come early, enjoy the music, and help us support Alzheimer’s & Dementia awareness. Let’s make it a day to remember! ❤️

11:00 AM - 02:00 PM

Live Music feat. The Yard Dogs

Saturday May 9th

The fun continues with our second live music act of the Remember Me Red Charity Run 2026! Join us from 4–7 PM for more great tunes, good vibes, and a meaningful cause.

Stick around, grab a drink, and help us keep the energy going while supporting Alzheimer’s & Dementia awareness. ❤️

04:00 PM - 07:00 PM

Mother's Day

Sunday May 10th

Join us on Mother's Day and treat your mom; we'll be open 10-6PM!

10:00 AM - 06:00 PM

Live Music feat. Exit 6

Sunday May 10th

Celebrate Mom with a relaxing afternoon at the winery! Join us for live music, great wine, and beautiful vineyard views — the perfect way to treat the amazing moms in your life.

Bring Mom, raise a glass, and make it a day she’ll truly enjoy. 💐🎶

02:00 PM - 05:00 PM

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

Live Music feat. Gil De La Paz & The Night Soundz

Sunday May 17th

Wrap up the weekend with us! Join us Saturday from 2-5PM for live music, great wine, and a relaxing afternoon at the winery.

Grab a glass, find a cozy spot and enjoy the perfect Sunday vibe!

02:00 PM - 05:00 PM

Memorial Day

Monday May 25th

Come celebrate the long weekend with us!

11:00 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!

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

Location

N8523 Klitzke Road
New Glarus, WI
53574

Hours

Mon, Tue, Wed, Thur
11:00 AM - 5:00 PM
Fri
10:00 AM - 6:00 PM
Sat
10:00 AM - 8:00 PM
Sun
10:00 AM - 5:00 PM