Jackass Saloon
The Jackass Saloon at Jennings Holler is where live music, cold drinks, and good times come together. With live bands almost every weekend, a full bar, tasty bar food, and a welcoming, down-to-earth vibe, it’s the perfect place to kick back, catch a show, and enjoy the night with great people and great sound.
LIVE MUSIC CALENDAR
Left Lane Cruiser - Bike Night
August 13, 2026 | 6:00 pm - 8:00 pm🔥 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! 🤘
TOOTH & NAIL STRING BAND
August 14, 2026 | 2:00 pm - 5:00 pm🌙 Friday Night at Jennings Holler
|August 14 | 7–10 PM 🌙
Looking for a good ol’ night out? Join us at the Jackass Saloon Stage on Friday, August 14th as Tooth and Nail String Band brings their one-of-a-kind blend of folk, bluegrass, and heartfelt storytelling to Jennings Holler
All the way from Kentucky!
Tooth & Nail String Band is the collaborative project of Tianna Riverbirch and Landon Kotarek, two musicians whose paths through folk and bluegrass intertwine to create something entirely their own.
Original spirit perfect for an unforgettable summer evening in the Holler.
🎶 Friday, August 14
🕖 7:00 PM – 10:00 PM
💵 No Cover Charge
📍 Jackass Saloon Stage
Jennings Holler
W379 S9674 County Rd S, Eagle, WI
Grab your friends, enjoy a cold drink, Grab a pizza, and experience live music in the heart of the Kettle Moraine. See you at the Holler!
Derek Ramnarace of Old Soul Society
August 15, 2026 | 7:00 pm - 10:00 pmDEREK RAMNARACE
of Old Soul Society
Derek is bringing his soulful acoustic sound to the Holler for a last-minute Saturday night show — and the best part…
💥 NO COVER CHARGE! 💥
📅 THIS SATURDAY — AUGUST 15TH
⏰ 7–10 PM
📍 Jennings Holler / Jackass Saloon Stage
🌲 Eagle, Wisconsin
Sometimes the best shows are the ones you didn’t plan for. 😉
Come hang out, grab a drink, listen to some live music, and spend your Saturday night with us at the Holler.
🎶 Last-minute booking. No cover. Just good music.
#JenningsHoller #JackassSaloon #DerekRamnarace #OldSoulSociety #LiveMusic #EagleWI #WisconsinMusic #SaturdayNight
THE ROBERT ALLEN JR. BANDS
August 21, 2026 | 7:00 pm - 10:00 pm🎸🔥 Friday Night Live at Jennings Holler! 🔥🎸
Get ready for an evening of powerhouse blues, rock, and soulful guitar as The Robert Allen Jr. Band takes over the Jackass Saloon Stage!
Whether you’re a longtime fan or hearing them for the first time, this is the perfect way to kick off your weekend with incredible live music, great drinks, and an unbeatable atmosphere.
📅 Friday, August 21
🕖 7:00 PM – 10:00 PM
💥 NO COVER CHARGE
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI
Bring your friends, grab a cold one, and experience another unforgettable night of live music in the heart of the Kettle Moraine.
See you at the Holler! 🤘🎶
#JenningsHoller #RobertAllenJrBand #LiveMusic #JackassSaloon #EagleWI
HONEY FINGERS
August 22, 2026 | 7:00 pm - 10:00 pm🍯🎶 Honey Fingers at Jennings Holler 🎶🍯
Get ready for an unforgettable Saturday night filled with infectious grooves, funky rhythms, and good vibes as Honey Fingers hit the Jackass Saloon Stage!
Whether you’re looking to dance, kick back with friends, or discover your next favorite band, this is a show you won’t want to miss.
📅 Saturday, August 22
🕖 7:00 PM – 10:00 PM
💵 FREE SHOW – No Cover Charge!
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI
Come early, grab some food and drinks, and spend the evening enjoying live music in the heart of the Kettle Moraine.
See you at the Holler! 🎸🔥
#JenningsHoller #HoneyFingers #LiveMusic #JackassSaloon #EagleWI #SupportLiveMusic #NoCover #WeekendVibes #WisconsinMusic
BIKE NIGHT - DAN WALKNER BAND
August 27, 2026 | 6:00 pm - 8:00 pm🏍️ THURSDAY NIGHTS ARE FOR THE RIDERS! 🏍️
Fire up the bikes and cruise out to Jackass Saloon Bike Night at Jennings Holler!
On Thursday, August 27, we’re bringing in the
Dan Walkner Band back to town for an evening of live music, blues, soulful rock n’ roll, original music, cold drinks, great food, and an awesome community of riders and music lovers.
🔥 No Cover
🎸 Live Music: 6:00–8:00 PM
🍔 Food Truck & Vendors
🏍️ All motorcycles, clubs, and riders welcome!
Whether you’re rolling in on two wheels or just looking for a great Thursday night, this is the place to be. Grab your friends, enjoy the ride through the Kettle Moraine, and spend the evening at Jennings Holler.
📍 Jennings Holler
W379 S9674 County Road S
Eagle, WI 53119
Ride safe. Ride loud. We’ll see you at the Holler! 🏍️🔥
THE DANNY MILLER BAND
August 28, 2026 | 7:00 pm - 10:00 pm🎶🎤 The The Danny Miller Band is coming to Jennings Holler! 🎤🎶
Mark your calendars for Friday, August 28th, as the Danny Miller Band brings an unforgettable night of live music to the Jackass Saloon Stage!
Known for soulful harmonica, timeless blues, classic rock influences, and heartfelt performances, Danny Miller Band delivers the kind of show that keeps the crowd coming back for more. If you love authentic live music played with passion, this is a night you won’t want to miss.
📅 Friday, August 28
🕖 7:00 PM – 10:00 PM
💥 FREE SHOW – No Cover Charge
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI
Bring your friends, grab a drink, and spend your Friday night surrounded by great music, good people, and the laid-back atmosphere that makes Jennings Holler a destination for live music.
We’ll see you at the Holler! 🎸🔥
#JenningsHoller #DannyMillerBand #LiveMusic #JackassSaloon #Blues #ClassicRock #EagleWI #NoCoverCharge #SupportLiveMusic
PETE JIVE
August 29, 2026 | 7:00 pm - 10:00 pmSATURDAY, AUGUST 29 • Pete Jive LIVE AT Jennings Holler 🌲🎶
Join us for an afternoon of folk music, acoustic storytelling, and heartfelt songwriting with Pete Jive on the Jackass Saloon Stage.
Pete Jive blends modern folk, Americana, and acoustic originals into an intimate live performance filled with rich melodies, honest lyrics, and timeless storytelling. Whether you’re a longtime folk fan or just looking to unwind with great live music, this is a show worth catching.
🗓 Saturday, August 29
🕚 7-10pm
📍 Jackass Saloon Stage – Jennings Holler
💲 NO COVER
Escape to the Kettle Moraine, grab a cold drink, and enjoy an afternoon where the songs matter and the stories come alive.
Free admission. Great music. Good company. See you at the Holler! 🌲🎸
Bourbon In The Basement - Bike Night
September 3, 2026 | 6:00 pm - 8:00 pmJACKASS SALOON BIKE NIGHT IS BACK!
Get ready for a night of live music, motorcycles, food, vendors, and good times at Jennings Holler!
Featuring Bourbon in the Basement bringing their folk-rock sound and big energy to the Holler!
🍔 Food Trucks & Vendors
🏍️ Bikes Welcome
🎵 Live Music
🎟️ NO COVER!
Bring your crew, hop on the bike, and come spend Thursday night the way it was meant to be spent — outside, around good people, with great music and a cold drink in hand.
‘Thursday, September 3rd
⏰ 6 PM
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI 53119
Jackass Saloon Stage
Jennings Holler
W379 S9674 County Rd S Eagle WI
Ride in. Hang out. Make some noise. 🏍️🤘🔥
Music Festivals
Feed Your Head Fest
Wise Fest
Arts & Craft Fairs
Bluegrass German Christmas Market
Christmas at the Ranch
Mothers Day Weekend
Concerts
Bike Nights
Sundays
Live Music at the Saloon
Pop Up Shows




