Public Events

Saturday, Saturday, Saturday means Live Music in the SALOON!
Free entry
7-10 PM
Jesse Voelker and Friends

Join us for an intimate, listening room style performance in our amazing St. Rose Chapel. With its natural wood interior, The St. Rose Chapel is the perfect setting for an incredible musical experience. When you attend a show in our Chapel, you will feel like you are sitting front row in a grand theatre, interacting, laughing, crying and connecting with the performer and your fellow concert attendees. Here at Jennings Holler, we feel that music is one of the most spiritual things we can experience. Music brings people together. It fosters community and we are so happy that we can create a space for everyone to experience the feelings that only music can provide.

All performances in the St. Rose Chapel are ‘unplugged’ meaning little to no amplification.

Space is limited to only 60 church seats so you must purchase a ticket to sit in the Chapel.

October 30th features a performance from Brett Newski!

Alt-Americana songwriter Brett Newski has been described as a “collision of highway 61 Bob Dylan & 90s alternative.” Newski initially gained attention touring in South Africa before building a career on the American songwriter circuit. He coined the term “ameriCONa” to describe his scrappy, outsider take on Americana rock n roll.

Newski has toured relentlessly, from Asia to Europe to the American Midwest, sharing stages with Toad the Wet Sprocket, Violent Femmes, Steve Poltz, Courtney Barnett, and Pixies

ameriCONa LP:

https://brettnewski.bandcamp.com/album/americona-pt-1-educate-freeloaders-to-buy-art

Solo performance of “Black Taxi Car” on South African TV Cape Town:

https://www.instagram.com/reel/DJbyyXsxJfr/?igsh=eGN4NGx0am9tOTNu

Official:

www.brettnewski.com

Join us for a fun filled day of shopping!
We will have over 50 vendors stationed all around the property. Pictures with SANTA! Kids crafts in our pavilion. Food, beverages and so much more!

FREE to attend, bring the whole family!

Jackass Saloon – Following the Craft Fair
Band – Mikii and the Funguys

Join us for an intimate, listening room style performance in our amazing St. Rose Chapel. With its natural wood interior, The St. Rose Chapel is the perfect setting for an incredible musical experience. When you attend a show in our Chapel, you will feel like you are sitting front row in a grand theatre, interacting, laughing, crying and connecting with the performer and your fellow concert attendees. Here at Jennings Holler, we feel that music is one of the most spiritual things we can experience. Music brings people together. It fosters community and we are so happy that we can create a space for everyone to experience the feelings that only music can provide.

All performances in the St. Rose Chapel are ‘unplugged’ meaning little to no amplification.

Space is limited to only 60 church seats so you must purchase a ticket to sit in the Chapel.

November 6th features a performance from Ben Majeska!

In love with guitar for over 20 years, Wisconsin’s very own Ben Majeska stays in tune with that connection by constantly collaborating, writing, and performing. Known best for his role in the newgrass band Armchair Boogie, Majeska excels on acoustic guitar and flatpicking while keeping his electric guitar skills sharp. His songwriting ensures intricate acoustic arrangements to compliment relatable lyrics and stories. Find him touring the country with Armchair Boogie, performing solo, creating new bands monthly for Majeska Mondays in Madison, and performing with talented friends/side projects all over the midwest.

Heavy Live Music in the Jackass Salloon at Kettle Moraine Ranch!
– Whiskey & The Devil
– The Malones
– Winterkill
– Party Marty & The Dirtbags

Come celebrate Dylan’s birthday!

Indigo Canyon Duo performs at Kettle Moraine Ranch!
Indigo Canyon performs a wide variety of classic and modern hits as well as original tunes with emphasis on smooth vocal harmonies, live looping, clever mash-ups, and tasty improvisational jams.

Join us for an intimate, listening room style performance in our amazing St. Rose Chapel. With its natural wood interior, The St. Rose Chapel is the perfect setting for an incredible musical experience. When you attend a show in our Chapel, you will feel like you are sitting front row in a grand theatre, interacting, laughing, crying and connecting with the performer and your fellow concert attendees. Here at Jennings Holler, we feel that music is one of the most spiritual things we can experience. Music brings people together. It fosters community and we are so happy that we can create a space for everyone to experience the feelings that only music can provide.

All performances in the St. Rose Chapel are ‘unplugged’ meaning little to no amplification.

Space is limited to only 60 church seats so you must purchase a ticket to sit in the Chapel.

October 30th features a performance from Wise Jennings (the OG Duo)!

Before we bought the place (we are the new owners of the Kettle Moraine Ranch in case you missed it), Wise Jennings established themselves as a powerful duo in the original music scene in Wisconsin for eight years. In 2024 they decided to make a creative pivot to explore new musical ideas and added two members to the band. If a band had a mission statement theirs would be: Keep It Interesting. They incorporate rock and roll, funk, soul, and gospel into their usual quirky manner of songwriting. They still pull a few songs from their old catalogue that included five albums but have written mostly new material for this project and have released new music with the band recently. Wise Jennings are also the folks behind Wise Farm Productions and are the proud new owners of Jennings Holler.

For this show, Jeff and Melissa will dust off the old song catalogue to give you a rarely seen duo show, consisting of all the old Wise Jennings classics!

Honey Fingers is getting their boogy on one last time this year at Kettle Moraine Ranch.

Join us at Jennings Holler for a night of dancing and laughter. Good drinks and great people!

We’re back for our second annual Bluegrass German Christmas Market hosted by bluegrass band Chicken Wire Empire!

We’re adding an extra day to make this a whole weekend of Bluegrass goodness! That means more Bluegrass, more shopping, more German food and drink and more quality time with your friends!

Tickets on sale NOW!
Lineup coming SOON!

Vendors will be hand selected based on fit.

Tickets are $25 for the day or $50 for the weekend – Presale.
Day of show prices increase to $30/day or $60 for the weekend.

We’re back for our second annual Bluegrass German Christmas Market hosted by bluegrass band Chicken Wire Empire!

We’re adding an extra day to make this a whole weekend of Bluegrass goodness! That means more Bluegrass, more shopping, more German food and drink and more quality time with your friends!

Tickets on sale NOW!
Lineup coming SOON!

Vendors will be hand selected based on fit.

Tickets are $25 for the day or $50 for the weekend – Presale.
Day of show prices increase to $30/day or $60 for the weekend.