EVENTS

Featuring Live Music Every Weekend, Year-Round!

- April Live Music -

Fri. 4th, 5-8pm  |  Shekinah King   

Sat. 5th, 2-5pm  |  Lake Collective Band

Sun. 6th, 1-4pm  |  Matt Jaye

Fri. 11th, 5-8pm  |  Jesse Bauman 

Sat. 12th, 2-5pm |  Taylor Schereck  

Sun. 13th, 1-4pm  |  Markus J    

Fri. 18th, 5-8pm  |  King Sies Fries   

Sat. 19th, 2-5pm  |  Steve Weber

Sun. 20th, 1-4pm  |  Gabe Schillman   

Fri. 25th, 5-8pm  |  James Crockett

Sat. 26th, 2-5pm  |  Mark Croft

Sun. 27th, 1-4pm  |  Bob’s Your Uncle

- April Special Events -

Bailey’s Birthday Wine-O-Bingo (benefitting GCHS)

April 9th 6-8PM

 

- May Live Music -

Fri. 2nd, 5-8pm  |  Matt Jaye   

Sat. 3rd, 3-6pm  |  Keith & The Klassics

Sun. 4th, 2-5pm  |  Elizabeth Mary (solo)

Fri. 9th, 5-8pm  |  Sharona & Ray Ray 

Sat. 10th, 11-3pm |  Tessa Fink Trio  

Sat. 10th, 3-6pm  |  Straight 8’s   

Sun. 11th, 2-5pm  |  Alpha Romeo’s   

Fri. 16th, 5-8pm  |  Prairie Flowers

Sat. 17th, 3-6pm  |  The Yard Dogs   

Sun. 18th, 2-5pm  |  Jason Thomas Band

Fri. 23rd, 5-8pm  |  Better with Friends

Sat. 24th, 3-6pm  |  Diamonds & Lead

Sun. 25th, 2-5pm  |  The Dawg Bones

Fri. 30th, 5-8pm  |  The Moon Gypsies

Sat. 31st, 3-6pm  |  Red Hot Horn Dawgs

- May Special Events -

It’s Gonna Be May Wine-O-Bingo

May 7th 6-8 PM

Remember Me Red Fun Run 5K 

benefitting UW Initiative to End Alzheimer’s

May 10th 10:00 AM

Uncork Me – Madison

May 10th 2:30-7:00 PM

Our 7 Year Anniversary!

May 18, 2025

Anniversary Wine-O-Bingo

May 21st 6-8 PM

Bring Me Home Wine Reveal

with The Ben Jackson Foundation

May 24, 2025

 

- June Live Music -

Sun. 1st, 2-5pm  |  Brian Matteson   

Fri. 6th, 5-8pm  |  Britton & Sarah Music

Sat. 7th, 3-6pm  |  Gil DeLaPaz & The Night Soundz

Sun. 8th, 2-5pm  |  Mark Croft (duo) 

Fri. 13th, 5-8pm |  James Crockett  

Sat. 14th, 3-6pm  |  Gin Mill Hollow   

Sun. 15th, 2-5pm  |  Straight 8’s   

Fri. 20th, 5-8pm  |  Two County Lines

Sat. 21st, 3-6pm  |  John Masino Band   

Sun. 22nd, 2-5pm  |  LA Drive

Fri. 27th, 5-8pm  |  Jesse Bauman

Sat. 28th, 3-6pm  |  Elizabeth Mary Band

Sun. 29th, 2-5pm  |  Kirstie Kraus

- June Special Events -

Wine-O-Bingo

June 18th 6-8 PM

Gilda’s Backyard BBQ – Middleton

July 12th 5:30-8:30 PM

Beer, Bacon & Cheese – New Glarus

July 14th 1:00-5:00 PM

Scentsation: Derby Day – Edgerton

July 20th 5:30-8:30 PM

 

- July Live Music -

Fri. 4th, 5-8pm  |  Gary the Band   

Sat. 5th, 3-6pm  |  Mark Croft Band

Sun. 6th, 2-5pm  |  Blue Steel

Fri. 11th, 5-8pm  |  Tessa Fink Trio 

Sat. 12th, 3-6pm |  Lola Blu Band  

Sun. 13th, 2-5pm  |  Alpha Romeos   

Fri. 18th, 5-8pm  |  Matt Jaye   

Sat. 19th, 3-6pm  |  Keith & The Klassics

Sun. 20th, 2-5pm  |  Hi Fi Comets   

Fri. 25th, 5-8pm  |  King Sies Fries

Sat. 26th, 3-6pm  |  The Yard Dogs

Sun. 27th, 2-5pm  |  Jason Thomas Band

- July Special Events -

Red, Wine & Blue Wine-O-Bingo

July 9th 6-8 PM

Sip & Savor: A Taste of Southwest Wisconsin – Dodgeville

July 12th 5:00 PM

Wine-O-Bingo

July 23rd 6-8 PM

 

- August Live Music -

Fri. 1st, 5-8pm  |  VanDwellers   

Sat. 2nd, 12-3pm  |  TBD

Sat. 2nd, 4-7pm  |  Chasing Denver (TICKETS REQUIRED)

Sun. 3rd, 2-5pm  |  Katie Scullin 

Fri. 8th, 5-8pm |  Two County Lines 

Sat. 9th, 3-6pm  |  Gin Mill Hollow   

Sun. 10th, 2-5pm  |  Taylor Schereck   

Fri. 15th, 5-8pm  |  Britton & Sarah Music

Sat. 16th, 3-6pm  |  Elizabeth Mary Band   

Sun. 17th, 2-5pm  |  LA Drive

Fri. 22nd, 5-8pm  |  Ryan Bizarri

Sat. 23rd, 3-6pm  |  John Masino Band

Sun. 24th, 2-5pm  |  Vehicle 6

Fri. 29th, 5-8pm  |  James Crockett

Sat. 30th, 3-6pm  |  Gil DeLaPaz & The Night Soundz

Sun. 31st, 2-5pm  |  Ryan Casey

- August Special Events -

Wine-O-Bingo

August 6th 6-8 PM

Gilda’s Red Door Golf Outing – Nakoma

August 18th 11:00 AM

Wine-O-Bingo

August 20th 6-8 PM

Winos Fest – Milwaukee

August 23rd 3-6 PM

 

- September Live Music -

Fri. 5th, 5-8pm  |  Markus J   

Sat. 6th, 3-6pm  |  Mark Croft Band

Sun. 7th, 2-5pm  |  Blue Steel 

Fri. 12th, 5-8pm |  Katie Scullin (duo) 

Sat. 13th, 3-6pm  |  Jason Thomas Band   

Sun. 14th, 2-5pm  |  The Dawg Bones   

Fri. 19th, 5-8pm  |  Jesse Bauman

Sat. 20th, 3-6pm  |  Straight 8’s   

Sun. 21st, 2-5pm  |  Hi Fi Comets

Fri. 26th, 5-8pm  |  Matt Jaye

Sat. 27th, 3-6pm  |  Vehicle 6

Sun. 28th, 2-5pm  |  Brian Matteson

- September Special Events -

Harvest Fest

September 6, 2025

Grape Stomp

September 13th 10-3 PM

Oktoberfest Wine-O-Bingo

September 24th 6-8 PM

 

Come Back When You're Older

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