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
Bailey’s Birthday Wine-O-Bingo (benefitting GCHS)
April 9th 6-8PM
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
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
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
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
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
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
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
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
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
Harvest Fest
September 6, 2025
Grape Stomp
September 13th 10-3 PM
Oktoberfest Wine-O-Bingo
September 24th 6-8 PM
You must be 21 or older to enter