
Live Music, Good Company, and Kettle Moraine Charm.

Ladies Night
January 15, 2026 | 3:00 pm - 11:00 pm๐ LADIESโ NIGHT AT THE JACKASS SALOON! ๐
At Jennings Holler at The Kettle Moraine Ranch
Thursdays are about to get wildly fabulous at the Holler! Starting in 2026, weโre launching a weekly Ladiesโ Night thatโs all cocktails, vinyl vibes, and that signature Jackass energy. ๐โจ
๐ธ 50% OFF ALL DRINKS FOR THE LADIES
Yesโฆ every drink. Treat yourself.
๐ถ Women choose the music!
Bring your vinyl or spin ours โ this night belongs to YOU.
๐ธ A stylish evening of cocktails, fun vibes, and spinning records
Perfect for girlsโ night out, after-work unwinding, or turning Thursday into the new Friday.
๐โโ๏ธ YES, MEN ARE WELCOMEโฆ
โฆbut you pay full price
AND donโt touch the record player unless asked.
We mean it. ๐๐ฟ Unless we have Live music ๐ถ
โจ EVERY THURSDAY โข STARTING January 8th 2026
๐ W379 S9674, County Rd S, Eagle, WI 53119
Letโs make Thursdays legendary.
See you at the Jackass Saloon! ๐๐ท๐ต
Jackass Jam - Open Jam Night
January 15, 2026 | 7:01 pm - 10:00 pmEvery third Thursday we be jammin’!
Hosted by Party Marty and the Jackasses (rotating musicians including members of Wise Jennings, dirtbags and more).
Featured artists to be determined
Free to attend
7:01 pm start – until 10 pm
Full sound and backline provided – just bring your instruments and jam
Come by yourself or with your whole band, weโve got you covered!
Sign up with Marty or Melissa any time before 7 pm or until slots are full
This is a great opportunity for all musicians to get in front of the people that book festivals and other events and gives you a chance to network with other musicians! We are a community, come be part of it!
Lineup
- 7:01 PM - 10:00 PM Party Marty
Black Moon Lilith
January 16, 2026 | 7:00 pm - 10:00 pmBlack Moon Lilith is an all-women indie band from Waukesha, WI, bringing moody melodies, strong vocals, and raw, honest energy.
Catch them live at Jackass Saloon at Jennings Holler
๐
January 16th
๐ 7PM
๐ No cover charge
W379 S9674, County Rd S, Eagle, WI
Come support women in music and enjoy a great night of live indie sound.
Wise Jenning + Dropbear Collective
January 24, 2026 | 7:00 pm - 10:00 pm๐ธ LIVE MUSIC AT THE JACKASS SALOON ๐ธ
Dropbear Collective brings their modern alternative eclectic rock sound to Jennings Hollerโs Jackass Saloon
๐
Friday, January 24th, 2026
โฐ 7:00 PM
Opening the night for Wise Jennings , Dropbear Collective blends diverse influences, fresh energy, and an underground edge into a sound thatโs both modern and unpredictable.
No cover charge.
Great drinks.
A full night of live music.
Come early and catch the whole show.
Lineup
- 8:30 PM - 10:00 PM Wise Jennings
- 7:00 PM - 8:30 PM Dropbear Collective
Derek Ramnarace at The Jackass Saloon
January 30, 2026 | 7:00 pm - 10:00 pmDerek Ramnarace from Old Soul society
Live at the Jackass Saloon
Join us for an intimate evening of live acoustic music with Derek Ramnarace at the Jackass Saloon inside Jennings Holler.
Derek brings a raw, heartfelt sound that blends storytelling, soulful guitar, and genuine folk presence the kind of music best experienced up close, drink in hand, surrounded by good people.
๐ Jackass Saloon at Jennings Holler
๐
Friday, January 30th
โฐ 7:00 PM
๐ W379 S9674 County Rd S, Eagle, WI
๐ NO COVER CHARGE
Come early, grab a seat, and settle in for a night of authentic live music in one of the coziest rooms around.
Good tunes. Good drinks. Good company. ๐ป๐ถ
Idledaze Trio at The Jackass Saloon
January 31, 2026 | 7:00 pm - 11:00 pmGet ready for a super groovy night of live music with Idledaze Trio ๐ถ
Drawing inspiration from โ60sโโ90s rock, blues, and soul, this three-piece brings timeless sounds, smooth grooves, and high-energy feel-good vibes.
Three musicians creating good vibes through classic influences, rich rhythms, and music made to move you.
Come hang, vibe out, and let the good times roll.
No cover โข All the vibes โข January 31st at 7pm
Live in the Jackass Saloon
At Jennings Holler
W379 S9674, County Rd S, Eagle, WI 53119
Heads All Empty at The Jackass Saloon
February 6, 2026 | 7:00 pm - 10:00 pm๐ถ Jackass Saloon Presents: Heads All Empty ๐ถ
—
Get ready for a night of timeless jams and psychedelic grooves as Heads All Empty brings a Grateful Dead Tribute to the stage at The Jackass Saloon at Jennings Holler. Dance, drift, and get lost in the music with fellow Deadheads for an intimate, high-energy live show.
๐
February 6th
โฐ 7โ10 PM
๐๏ธ No Cover Fee
๐ W379 S9674 County Rd S, Eagle, WI 53119
Come early, grab a drink, and let the music carry you. ๐นโก๐

Nestled in the heart of the Kettle Moraine Forest, the Kettle Moraine Ranch stands as a beautiful monument to a childhood dream. It all began in 1967 when Albert Gagliano, alongside his wife Cindy and their children, began transforming a humble farmhouse into the bustling Western town he had always envisioned.
Today, the Gagliano family's legacy of love and hard work is embedded in every corner of the property.
Now under new ownership dedicated to preserving that original spirit, the ranch has entered an exciting new chapter, continuing its tradition of creating magical experiences for guests.
We invite you to become part of our story and learn more about the unique events and offerings we have waiting for you.

