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
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. ✨
BLUEGRASS STEW SUNDAY - LUKE CERNY, MAX WINKELS & JORDAN KROEGER
June 21, 2026 | 2:00 pm - 5:00 pm🎻 Bluegrass Stew Sunday at Jennings Holler 🎻
Spend your Sunday afternoon at Jennings Holler with live bluegrass music from Luke Cerny & Max Winkels on June 21st from 2–5 PM in Eagle, Wisconsin.
Enjoy an afternoon of traditional tunes, good company, and the laid-back atmosphere that makes Jennings Holler special. Bring a chair, grab some food, and settle in for an afternoon of great music.
🍴 Every Bluegrass Stew Sunday features a local food vendor, serving up delicious food while you enjoy the show and support local small businesses.
No Cover Charge • Family Friendly • All Are Welcome
Come out, support local music, local food, and your local community. See you at the Holler! 🎶🌿
Jesse Voelker Live at Jennings Holler
June 26, 2026 | 7:00 pm - 10:00 pm🎶 Live Music at Jennings Holler! 🎶
Join us Friday, June 26th, for an evening with Jesse Voelker on the Jackass Saloon Stage at 7 PM!
Jesse brings heartfelt songwriting, powerful vocals, and authentic Americana sounds that are perfect for a summer night in the Holler. Grab a cold drink, kick back with good friends, and enjoy live music under the Kettle Moraine sky.
🍻 Cold Drinks
🎸 Live Music
🤘 Good People
💲 No Cover Charge
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI
See you at the Holler! 🌙✨
IdelDaze Trio
June 27, 2026 | 7:00 pm - 10:00 pm🎶 SATURDAY NIGHT LIVE MUSIC AT JACKASS SALOON 🎶
Get ready for a night of timeless tunes, cold drinks, and good company as Idledaze Trio takes the stage outside at Jackass Saloon @ Jennings Holler from 7:00 PM – 10:00 PM!
Bringing you a crowd-pleasing mix of 60s through 90s Classic Rock, Blues, and Old Country favorites, Idledaze Trio delivers the songs you know, the songs you forgot you loved, and the kind of music that keeps your foot tapping all night long.
Whether you’re a fan of vintage rock anthems, soulful blues, or classic country storytelling, this trio has something for everyone. Grab a drink, pull up a chair, and enjoy a summer evening in the Kettle Moraine with great music under the open sky.
📍 Jackass Saloon at Jennings Holler
W379 S9674 County Rd S, Eagle, WI
🕖 Music: 7:00 PM – 10:00 PM
🎸 Classic Rock • Blues • Old Country • Good Vibes
No cover. Just great music and great people.
See you at the Holler!
Yoga & Sound Bath with Saige
June 28, 2026 | 11:00 am - 1:00 pm✨ Sunday Yoga & Sound Bath with Saige ✨
Slow down, breathe deep, and reconnect with yourself this Sunday at Jennings Holler.
Join Saige for a rejuvenating outdoor yoga session followed by a relaxing crystal singing bowl sound bath. Surrounded by nature, you’ll be guided through movement, mindfulness, and healing vibrations designed to leave you feeling grounded and refreshed.
🧘 Yoga with Saige
🎶 Crystal Singing Bowl Sound Bath
🌿 Beautiful Outdoor Setting at Jennings Holler
🗓 Sunday
⏰ 11 AM
💲 $20 (Pay & sign up in Person)
Cash,Apple,Venmo or PayPal
Bring a yoga mat, blanket, water, and anything else that helps you get comfortable.
Come raise your vibration, connect with community, and experience a peaceful Sunday morning at the Holler. ✨
BLUEGRASS STEW SUNDAY - Honest Monday
June 28, 2026 | 2:00 pm - 5:00 pm🎻🌿 Bluegrass Stew Sunday featuring Honest Monday
Join us for an afternoon of blues, roots, and folk music featuring Craig Baumann, Danny Miller & Ryan Ogburn of Honest Monday.
With soulful vocals, rich harmonies, and songs that hit just right, this trio brings the perfect soundtrack for a summer Sunday at Jennings Holler. Kick back, relax, and enjoy live music in the heart of the Kettle Moraine.
🌮 Featuring a local food truck serving up delicious eats all afternoon.
📅 Sunday, June 28th
⏰ 2–5 PM
📍 Jennings Holler
W379 S9674 County Rd S, Eagle, WI
🎶 Honest Monday
🎸 Featuring Craig Baumann, Danny Miller & Ryan Ogburn
🍻 Cold Drinks
🌲 Outdoor Stage
🎟️ Free Admission
Good music. Good food. Good people. That’s what Bluegrass Stew Sunday is all about.
Bluegrass Stew Sunday - Wave That Flag After Party - Surprise Guest Performances!
July 5, 2026 | 2:00 pm - 5:00 pmWave That Flag – Dead Tribute Fest ⚡🌹
A Grateful Weekend of Music, Camping, and Community! 16 Daze Away
📅 July 2 – 4, 2026 📍 Jennings Holler Eagle, Wisconsin
Join us this July 2nd through the 4th for Wave That Flag, a three day celebration of the timeless music, spirit, and culture of the Grateful Dead. This is more than a festival; it is a gathering of heads, hearts, and souls coming together under the stars to honor the songs that changed generations.
🌌🎶 We are bringing together the best Grateful Dead artists from all across the Midwest, delivering everything from faithful recreations to deep exploratory jams inspired by the Dead’s legendary catalog. Expect long grooves, cosmic solos, and that unmistakable moment when the music takes over and the crowd becomes one 💀🌹
🏕️ Primitive camping is included with your ticket, giving you the full festival experience. RV camping available at an additional fee. Pitch a tent, sleep beneath the stars, and wake up to music floating through the trees. No hookups, no frills, just pure connection to the land, the people, and the sound 🌲✨
Beyond the stage enjoy a vibrant village filled with vendors and artisans featuring handmade goods, colorful creations, and plenty of Dead inspired magic 🎨🌀 Wander, dance, explore, and reconnect all weekend long.
Music Lineup 👇 👇👇👇👇👇👇
Mr. Blotto
Joe Marcinek Band
Verry Garcia – members of CHICKEN WIRE EMPIRE
Mission- A Tribute to Jerry Garcia Band
Another One
Head’s All Empty
Deadelijk
Bodhicitta
Sean McKee Band
Cary Cohen GratefulJazz Piano
Jeremiah Jams Band
Boney Fingers
Mikii and the Fungii’s
Live music all weekend 🎨 Vendors & art 🏕️ Primitive camping included. RV Camping available for an additional fee 🌈 Community, family, and Deadhead vibes 📍
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





