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
Bluegrass Stew Sunday - BOAF AFTER PARTY- The Barred Owl Stringband
May 31, 2026 | 12:00 pm - 5:00 pmBluegrass Stew Sunday is rolling into the Holler for one more day of music, food, friends, and laid back festival energy.
The day after Best Of All FestivALL hosted by Party Marty & Wise Jennings 5/28-30th , we’re keeping the fire burning 5/31 with an extended after party at Jennings Holler featuring live music from The Barred Owl Stringband from 2–5pm.
No cover charge. Just good people, pickin’ tunes, cold drinks, and a Sunday afternoon in the Wisconsin countryside.
Doors open at 12pm
Live Music
Local Food Trucks on site 🚚
Whether you camped all weekend or you’re just looking for the perfect Sunday hang, come wind down with us at Jennings Holler.
May 31st 12-5pm
W379 S9674 County Rd S
Eagle, WI 53119
Dead Bike Night - Heads All Empty
June 4, 2026 | 3:00 pm - 11:00 pm.🔥 BIKE NIGHT AT JENNINGS HOLLER 🔥
Rev it up and ride out to the heart of the Kettle Moraine State Forest for a special edition of Bike Night…
⚡ DEAD BIKE NIGHT – WAVE THAT FLAG FEST SHOWCASE ⚡ 🏍️🌹⚡
Every Thursday we ride—but this one hits different. We’re bringing the spirit of the lot, the jams, and the magic of the Dead straight to the Holler. Calling all clubs, nomads, deadheads, and motorcycle enthusiasts to roll in and ride together.
🌲 Good vibes
🔥 Bonfires & open air hangs
🍔 Food trucks & vendors
🍻 Drinks flowing (Ladies Night = 50% off!)
🎶 Extended jam energy all night
🌹 SPECIAL FEATURE 🌹
🎸 Featuring Heads All Empty
⚡ A tribute to the very best of Grateful Dead
Get ready for a night of psychedelic jams, timeless grooves, and that unmistakable Dead energy under the stars. Whether you’re chasing the sound or just finding it for the first time—this is where you want to be. A pre- Showcase for our Wave That Flag Fest Jul 2-4
REVEREND MEANTOOTH & Keith Daniel's Psycho Swamp Stomp Band
June 5, 2026 | 7:00 pm - 10:00 pmALRIGHT SINNERS!
Reverend Meantooth is on his way back with half of 20 Watt Tombstone – Tom Jordan solo 🙌
Also performing
Keith Daniel’s Psycho Swamp Stomp Band
Taking us to thy depths of dark blues/Americana
screaming slide guitar grit.
All sinners welcome 🙏
A delightful night of Death Blues 💀
& some Swamp Stomp.
Lets sin, repent & repeat.
The Rev is coming to town.
June 5th 7pm until 10pm
No cover charge!
Jennings Holler
Eagle WI
Phish Tribute - Phun at Jennings Holler - Memorial Show
June 6, 2026 | 7:00 pm - 10:00 pmComing to Jennings Holler – PHUN
Join us for a special night of music and connection. In Honor of a friend 🧡
Everyone is invited to come together at Jennings Holler for a Phish tribute by Phun on June 6th from 7–10PM. This will be a night to honor a friend Jason’s spirit, share memories, and connect through the music he loved. Even if you didn’t know him. This show will be special for all attendees.
There is no cover charge — donations are welcome. All proceeds will go toward suicide awareness and prevention, helping support others and spread hope.
All are welcome to come!!!
Come as you are. Bring your friends, your stories, and your love. Let’s celebrate a life that meant so much to so many.
📍 Jennings Holler – 🎶
W379 S9674, County Rd S, Eagle, WI 53119
Phish Tribute 💚 In Memory of Jason Dietrich
Organized by Curtis Olson
BLUE MOON ALLEY
June 13, 2026 | 7:00 pm - 10:00 pm🌙 Blue Moon Alley rolls into Jennings Holler Jackass Saloon on Saturday, June 13th from 7–10PM for a night of soulful jams, rock n roll, and Americana vibes.
If you’re into the sounds of the Grateful Dead, Van Morrison, The Band, or Tedeschi Trucks Band this is your kind of night. Expect deep grooves, live energy, and a laid-back Saturday at the Holler.
No cover charge.
Cold drinks.
Good people.
Real music.
📍 Jennings Holler Jackass Saloon
W379 S9674 County Rd S, Eagle, WI
🎶 Jam Rock & Roll / Americana / Live Music
Buffalo Galaxy
June 19, 2026 | 7:00 pm - 10:00 pm🚨 Jennings Holler Presents: Buffalo Galaxy 🚨
#spacegrass #bluegrass #livemusicvenue
Get ready for a night of high-energy, cosmic-infused bluegrass as Buffalo Galaxy hits the Jackass Saloon Stage! 🌌🎻 From blazing banjo to deep groove bass and electrifying strings, this band brings a sound that’s guaranteed to move you.
🗓 June 19th
⏰ 7–10 PM
📍 Jackass Saloon Stage
📌 W379 S9674 County Rd S, Eagle, WI
🎟 NO COVER CHARGE
Bring your crew, grab a drink, and settle in for a night of unforgettable live music. Whether you’re a bluegrass lover or just chasing a great time, this is where you want to be.
✨ Good vibes. Live music. Jennings Holler. ✨
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





