🎸 JACKASS OPEN JAM – THIS THURSDAY! 🎸

Think you’ve got what it takes? Or just want to enjoy an incredible night of live music? Join us at Jennings Holler for Jackass Open Jam hosted by Party Marty!

🕕 Sign-ups begin at 6:00 PM 🥁 Jam kicks off at 7:01 PM
🎤 Full professional sound system provided 🥁 Full drum set provided
Bring your guitar, bass, fiddle, harmonica, vocals, or any instrument and jump in with our full house band or jam alongside fellow musicians. Whether you’re a seasoned performer or taking the stage for the first time, all skill levels are welcome!

Not a musician? Come hang out, enjoy great live music, delicious food trucks, local vendors, and the best Bike Night atmosphere around.
🏍️ Bike Night 🎶 Open Jam with Party Marty 🍔 Food Trucks & Vendors 🎟️ No Cover Charge
Come play, come listen, and be part of another unforgettable night at Jennings Holler! 🎸🔥

Friday 7/17 last minute booking!
Live music at Jennings Holler 🎶

Join us as we welcome Dirty Bucket Band for a performance at Jennings Holler!
Dirty Bucket Band delivers a fresh blend of Americana, folk, and roots music, creating an energetic live show full of rich harmonies, driving rhythms, and authentic musicianship.
Featuring Jesse Voelker and his friends.

📅 Thursday, July 17
🕖 7:00 PM – 10:00 PM
🎟️ No Cover Charge

Come enjoy a summer evening of live music, cold drinks, and great company at the Holler.

📍 Jennings Holler
W379 S9674 County Rd S.
Eagle, WI

Bring your friends and help us give Dirty Bucket Band a warm Jennings Holler welcome! 🍻🎶

Saturday Night at Jennings Holler!

Get ready for an evening of incredible live music as Dusty’s Struggle Band takes over the Jackass Saloon Stage!
Hailing from Milwaukee, Dusty’s Struggle Band blends bluegrass with blues, rock, jazz, jam, and folk to create a sound that’s uniquely their own. Whether you’re a fan of traditional string music or love hearing genres pushed in new directions, this is a show you won’t want to miss.
Saturday Night
📍 Jennings Holler – Jackass Saloon Stage
📍 W379 S9674 County Rd S, Eagle, WI

No Cover Charge
Come grab a drink, kick back with friends, and enjoy a night of authentic string pickin’ music in the heart of the Holler. See you Saturday!

Live Music at Jennings Holler! 🎶
Join us Friday, July 24th as Joe Clark takes over the Jackass Saloon Stage from 7:00 PM – 10:00 PM for a FREE SHOW!
Joe Clark has earned a loyal Midwest following with his authentic songwriting, rich Kentucky baritone, and heartfelt acoustic performances. His music is honest, relatable, and full of stories that connect with audiences of all ages. Whether you’ve been a fan for years or are hearing him for the first time, you’re in for a memorable evening.
📅 Friday, July 24 🕖 7:00 PM – 10:00 PM 📍 Jackass Saloon Stage 🏕 Jennings Holler – Eagle, WI 🎟 No Cover Charge
Grab your friends, your favorite drink, and enjoy a night of incredible live music in the Holler!

Saddle up for a day of faith, fellowship, and tradition at the Saint Jude Horse Ride on Saturday, July 25, 2026. Riders will depart at 9:00 AM, followed by a Horse Blessing at 3:00 PM at Jennings Holler. Enjoy a day filled with beautiful trails, live music, great food, and a welcoming community while supporting a meaningful cause. A $50 donation per horse is required, and 100% of the proceeds will be donated to the church. Please remember that alcoholic beverages are not permitted upon entering the ranch. We look forward to riding together in celebration of faith, family, and community.

Español
Acompáñenos en la Cabalgata de San Judas el sábado 25 de julio de 2026 para un día de fe, convivencia y tradición. La cabalgata saldrá a las 9:00 AM, seguida por la Bendición de los Caballos a las 3:00 PM en Jennings Holler. Disfrute de un recorrido a caballo, música en vivo, deliciosa comida y un ambiente familiar mientras apoya una gran causa. Se requiere una donación de $50 por caballo, y el 100% de lo recaudado será donado a la iglesia. Les recordamos que no se permiten bebidas alcohólicas al ingresar al rancho. ¡Los esperamos para compartir este día especial de fe, familia y comunidad!

Back by popular demand!

Saturday, July 25th, Jennings Holler welcomes Eric Hagen Music and Cory Waller & The Wicked Things Things to the Jackass Saloon Stage for a night of authentic, original country music.

No cover bands. No radio playlists. Just real artists, real songs, and the kind of country music that’s meant to be heard live.

📅 Saturday, July 25th
🕖 7:00 PM – 10:00 PM
📍 Jennings Holler

W379 S9674 County Rd S, Eagle, WI
🆓 No Cover Charge

If you appreciate honest songwriting, gritty vocals, and the next generation of country artists, this is a show you won’t want to miss.
Support original music. Support independent artists. See you at the Holler. 🤠🎸

🔥 BACK BY POPULAR DEMAND! 🔥

LEFT LANE CRUISER returns to the Jackass Saloon Bike Night at Jennings Holler!

Get ready for a night of gritty, foot-stomping blues rock as one of the Midwest’s hardest-driving duos takes over the Jackass Saloon Stage.
Its going to get rowdy in all the right ways!

🏍️ Bike Night
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI

🎸 Live Music by Left Lane Cruiser
🍔 Great food vendors
🧸Retail Vendors
🍺 Cold drinks
🔥 Good people and an unforgettable night in the Kettle Moraine.

Whether you’re riding in on your motorcycle or just looking for an incredible night of live music, this is one you won’t want to miss.
no cover charge
See you at the Holler! 🤘

Includes wreath pre hand tied fresh boughs, ribbon/bow instructions, various decor, wire and 1 drink from Jennings Holler