Bailey's Run Vineyard

06/16/2026

Looking for good times and great company? Enjoy our with tasty food and drinks. Stop by soon! 🍽️🥂

06/16/2026

Once they started we just couldn’t get them to stop; they even played all around the building! It looks like they’re all geared up for the new date for Pickleball Bingo this Wednesday, June 17th 6-8PM!

Come out and support New Glarus Cares in their goal to build community Pickleball courts! Don’t forget to try the pickleball pizza!

06/14/2026

Spend your afternoon with great wine and live music featuring Lake Collective 2-5PM!

Kick back among the vines, sip your favorites, and enjoy an easygoing set from one of Wisconsin’s standout local acts. Perfect post-festival wind-down with good music, good company, and great views.

06/12/2026

🎉 We’re Honored to Be Nominated! 🎉

Thanks to your incredible support, we've been nominated for Best Winery, Best Music Venue, and Best Place With a View! 🍷🎶🌅

We couldn't have achieved this without our amazing customers, talented musicians, dedicated staff, and the community that continues to support us year after year.

If we've been a part of your favorite memories, we'd be grateful for your vote! Voting is open June 1st–30th, and every vote means the world to us.

https://madisonmagazine.secondstreetapp.com/Best-of-Madison-2026/

Thank you for helping us make Bailey's Run such a special place. Cheers to all of you! 🥂❤️

06/10/2026

Tonight's Pickleball Bingo has been rescheduled to next Wednesday, June 17th-6 pm!

06/08/2026

History books say they’re still out there trying to beat each other at “pickleball”

Join us for Pickleball Bingo this Wednesday benefiting New Glarus Cares from 6-8PM! Come out for an evening of fun, prizes and community support - all for a great cause. ❤️

While you’re here, be sure to try our specialty Pickleball Pizza - a one of a kind creation that’s sure to be a smash hit!

Gather your friends, test your bingo luck, enjoy some delicious food and drinks and help support the incredible work of New Glarus Cares.

06/08/2026

🎉 We’re Honored to Be Nominated! 🎉

Thanks to your incredible support, we've been nominated for Best Winery, Best Music Venue, and Best Place With a View in this year's Best of Madison! 🍷🎶🌅

We couldn't have achieved this without our amazing customers, talented musicians, dedicated staff, and the community that continues to support us year after year.

If we've been a part of your favorite memories, we'd be grateful for your vote! Voting is open June 1st–30th, and every vote means the world to us.

https://madisonmagazine.secondstreetapp.com/Best-of-Madison-2026/

Thank you for helping us make Bailey's Run such a special place. Cheers to all of you! 🥂❤️

From Hwy 69, take a right (West) on Hwy 39, this is at the stop light in New Glarus. Proceed west for 1 mile until you reach Klitzke Rd. Take a left and you will see the vineyard & winery.

06/02/2026

What a great lineup of FREE music all weekend long! Grab a pizza and a bottle of wine and relax with your buds. Plenty of beer, cocktails and the best & freshest cheese curds in Green Co.

05/31/2026

Announcing Live Music feat. Tapestry! On Sunday June 7th - 🎸 Sunday Funday Starts Here 🍷Join us Sunday, June 7th from 2–5 PM for live music, delicious drinks, and laid-back vineyard vibes.The perfect excuse to relax before the new week begins! ✨

05/31/2026

Get here early it's going to fill up! Live Music feat. Taylor & Von is today! Closing out another weekend with one of the coolest duos around!? Sign us up - Taylor and Von are going to be rocking our stage from 2-5PM.