
Live Music, Good Company, and Kettle Moraine Charm.

Good Ole Bluegrass Valentine's with Soggy Prairie at The Jackass Saloon
February 14, 2026 | 7:00 pm - 10:00 pm❤️🎻 GOOD OLE BLUEGRASS VALENTINE’S 🎻❤️
at the Jackass Saloon inside Jennings Holler
Love is in the air and bluegrass is in your bones.
Join us for a heart-warming Valentine’s night filled with toe-tappin’, harmony-rich, good-ole bluegrass.
🌾 Featuring Soggy Prairie
A feel-good bluegrass band serving up tight harmonies, lively strings, and songs that pair perfectly with a drink in hand and someone you love by your side (all of us at the Jackass)
Everones loved 😍
📅 Friday, February 14th
⏰ 7PM–10PM
📍 Jackass Saloon at Jennings Holler
W379 S9674 County Rd S
Eagle, WI 53119
🎟 NO COVER CHARGE
Bring your sweetheart, your friends, or just your love for great live music.
Good tunes. Good drinks. Good vibes. 💘
Jackass Saloon Soup Cookoff
February 15, 2026 | 12:00 pm - 2:00 pm🥄🍲 FOR TASTE TESTERS / JUDGES
Come hungry. Come opinionated.
SIGN-UPS ARE FULL!
We’ve locked in 10 contestants, all ready to bring you the best soup in the Midwest. Your job? Taste, judge, and help crown the winners.
📅 February 15th
⏰ Noon – 2:00 PM
💵 $10 cash at the door
WHAT YOU GET
Taste every soup
Cast your votes
Help decide 1st, 2nd, and 3rd place
🔥 ALL tasting fees go straight into the jackpot 🔥
The more tasters who show up, the bigger the prize pot gets.
🏆 PRIZES
1st Place: Eccentric Jackass Trophy + the largest share of the jackpot
2nd Place: Cash prize
3rd Place: Jennings Holler merchandise
Winners announced at 2:00 PM sharp.
📍 LOCATION
Jackass Saloon @ Jennings Holler
W379 S9674 County Rd S
Eagle, WI 53119
🎶 Live Bluegrass Sunday kicks off immediately after judging at 2:00 PM
Bring your appetite.
Bring your opinions.
This is Jackass-style competition — loud, proud, and delicious. 🐴🔥
Bluegrass Stew - in the Jackass Saloon
February 15, 2026 | 2:00 pm - 5:00 pm🔥 THE LINEUPS ARE ROLLING IN AND THEY’RE LOOKING HOT 🔥
Bluegrass Stew is shaping up real nice and the talent just keeps coming. If this is any preview of what’s ahead, we’re in for one hell of a season.
🎻 February 15th
🕑 Starting at 2PM-5pm
We’re kicking things off strong with Luke M Cerny & Friends
Featuring Vik, Kristen & Ryan bringing the strings, the soul, and that good-time energy the Jackass Saloon is known for.
This is one of those afternoons that turns into stories you’ll be telling later. Cold drinks, warm vibes, and bluegrass stew cooked just right.
📍 Jennings Holler – Jackass Saloon
W379 S9674, County Rd S
Eagle, WI
Come early, stay late, and keep your eyes open because these lineups are only getting better 🎶🔥
Joseph Huber at the Jackass Saloon
February 20, 2026 | 7:00 pm - 10:00 pm🔥 Live Music at the Jackass Saloon 🔥
The Joseph Huber Band is rolling into the Jackass Saloon at Jennings Holler for a night of raw, roots-driven sound you won’t want to miss. Expect high-energy Americana, heartfelt songwriting, and a room full of good vibes.
🗓 February 20th
⏰ 7:00 PM
📍 W379 S9674, County Rd S, Eagle, WI
🎟 No cover charge
Grab a drink, bring your friends, and settle in for an unforgettable night of live music at the Holler. 🎶🍻
Bellends at The Jackass Saloon
February 21, 2026 | 7:00 pm - 10:00 pm🔥 ANNOUNCEMENT — GUESS WHO’S BACK AT JENNINGS HOLLER 🔥
Bellends are rolling back into town!
Milwaukee’s own Punk-Folk-Indie wrecking crew is hitting the Jackass Saloon Stage with high-octane energy, sweat-soaked riffs, and lyrics so honest they punch straight through your chest. This is the kind of show that makes the bar get louder, stomp harder, and kick a few back!
📅 February 21st
⏰ 7–10 PM
📍 Jennings Holler – Jackass Saloon Stage
🎟 NO COVER CHARGE
No frills. No filters. Just raw sound, cold drinks, and a room full of people who still believe LIVE music should feel dangerous in the best way!
Show up. Get loud. Stay late. 🍻🔥
W379 S9674, County Rd S, Eagle, WI 53119
Dan Walkner Band at The Jackass Saloon
February 27, 2026 | 7:00 pm - 10:00 pm🎸 Live at the Jackass Saloon – Dan Walkner Band
Get ready for a night of gritty blues, outlaw country soul, and straight-from-the-heart storytelling as The Dan Walkner Band takes the stage at the Jackass Saloon at Jennings Holler.
Steeped in classic blues tradition with a strong country-rock backbone, the band blends deep grooves, raw guitar work, and honest lyrics that hit home. Fronted by songwriter and guitarist Dan Walkner, the sound draws from the spirit of American roots music—where smoky blues ballads meet driving honky-tonk rhythms and electric, road-worn energy.
From slow-burn, soul-soaked tunes to foot-stomping anthems, this is music made for people who love real songs, real stories, and real musicianship. Whether you’re a blues devotee, a country rock fan, or just looking for a damn good night of live music, this show delivers.
February 27th | 7:00 PM
Jackass Saloon at Jennings Holler
W379 S9674 County Rd S, Eagle, WI
No Cover Charge
Come early, grab a drink, and settle in for a night of authentic American roots music and good vibes.
Jaik Willis at The Jackass Saloon
February 28, 2026 | 7:00 pm - 10:00 pmOne man band Jaik Willis plays an 11 piece drum-set with his feet while playing guitar, bass, & harps, while singing & beatboxing simultaneously.
Are you not entertained ?
No Cover fee
in The Jackass Saloon
Join us February 28th 7-10pm
W379 S9674, County Rd S, Eagle, WI 53119
http://facebook.com/jaikwillismusic
Horse Power Healing - COOKOFF
March 7, 2026 | 11:00 am - 2:00 pmMikii and The Fungiis at The Jackass Saloon
March 7, 2026 | 7:00 pm - 10:00 pm🎶 Mikii and the Fungiis Return to Jennings Holler 🍄
Eagle, Wisconsin
Get ready for an unforgettable night of live music as Mikii and the Fungiis make their return to Jennings Holler!
Featuring an all-star lineup:
✨ Mike Bielarczyk
✨ Mark Ruck
✨ Jason McNeill
✨ Mike White
Expect deep grooves, sonic exploration, and high-energy vibes as this powerhouse group takes the stage once again.
📅 Friday, March 7th
⏰ 7:00 – 10:00 PM
📍 W379 S9674 County Rd S, Eagle, WI
Come early, settle in, and let the music carry you through the night.
Spread the word and don’t miss this return show! 🎸🔥
Pre- Saint Patty's Day Party + Whiskey of the Damned
March 12, 2026 | 7:00 pm - 10:00 pm🍀 Pre St. Patty’s Day Party at Jennings Holler 🍀
Get ready for a wild night as Whiskey of the Damned comes in hot to rock the Jackass Saloon stage at Jennings Holler. Expect loud riffs, high energy, and a proper pre-St. Patrick’s Day throwdown.
📅 March 12th
⏰ 7:00 p.m.
🎶 Live Music
🍔 Food & Beer
More details coming soon — but you’ll want this one on your calendar now.
Mark your calendars and get ready to raise a glass. 🍻🔥
The Milbillies at The Jackass Saloon
March 13, 2026 | 7:00 pm - 10:00 pmY’all thought we couldn’t get better than what we already got lined up then we drop this 👇
Get Ready because we will be continuing to stack these beautiful lineups over and over!
🎶 Jennings Holler Presents: The MilBillies 🎶
Live at the Jackass Saloon
March is Looking great 😃
Brewed in The Good Land Milwaukee Wisconsin
Get ready for foot-stomping bluegrass packed with high-energy roots, old-time grit, and stomp-your-boots live music as The Milbillies take over the Jackass Saloon right in the heart of Jennings Holler.
📅 Friday, March 13th
⏰ 7:00 PM
📍 Jackass Saloon
W379 S9674 County Rd S, Eagle, WI
💥 NO COVER CHARGE 💥
Grab your friends, grab a drink, and get ready to dance.
This is how Fridays are meant to be done. 🎻🍻🔥
Herb Pairing Planting Workshop
March 14, 2026 | 12:00 pm - 2:00 pmMarch Melter - Mikes Birthday Bash
March 21, 2026 | 7:00 pm - 10:00 pmMARCH MELTER — CELEBRATING MIKE’S BIRTHDAYz
A NIGHT SO HOT THE WHOLE PLACE MIGHT MELT
Get ready, because March Melter isn’t just a show…
It’s a full-on heat wave.
On March 21st, The Jackass Saloon will crank up the temperature with music, energy, and birthday chaos strong enough to melt the paint off the walls. Once the night hits its stride, nothing will be safe — not the speakers, not the dance floor, not even the cold Wisconsin air outside.
We’re turning up the heat to celebrate Mike Malooly, and the lineup is loaded:
🔥 Honey Fingers 9pm
🔥 Loudog 8pm
🔥 Party Marty 7pm
Band lineup times will be added soon.
Trust us — the schedule is going to hit just as hard as the music.
⭐ Name Your Price Cover Fee
All donation proceeds go to musicians!
📍 Jennings Holler — The Jackass Saloon
📅 March 21st band lineup times TBA
📌 W379 S9674 County Road S, Eagle, WI 53119
Come ready to celebrate.
Come ready to sweat 💦 and drop on the dance floor.
Come ready for the March Melter because it’s a beater with a heater baby 🐥
Mike Malooly #March2026 #honeyfingers
#loudog #jenningsholler #kettlemoraine
Grassfed Collective at The Jackass Saloon
March 28, 2026 | 7:00 pm - 10:00 pmLIVE at Jennings Holler 🎻🪕
Grassfed Collective
Get ready for a high-energy, foot-stomping night of roots-driven music as Grassfed Collective takes over Jennings Holler!
This band brings the kind of sound that fills a room and pulls a crowd together tight harmonies, upright bass grooves, driving strings, and a whole lot of heart. It’s the perfect blend of jam-friendly vibes and feel-good Bluegrass that belongs right where good music and good people meet.
📍 Jennings Holler
Jackass Saloon Stage
📅 March 28th
⏰ 7–10 PM
📍 W379 S9674 County Rd S, Eagle, WI
🎟 NO COVER CHARGE
Come early, grab a drink, and settle in for a night that feels like a front-porch jam turned full-blown celebration. Bring your friends, bring your dancing shoes, and let Grassfed Collective do the rest.
🎶🔥 See you at the Holler.
Sauna Synergy
April 11, 2026 @ 12:00 pm - April 12, 2026 @ 10:00 pmFairy Succulents
April 25, 2026 | 12:00 pm - 2:00 pmBAMM Trio at The Jackass Saloon
May 8, 2026 | 7:00 pm - 10:00 pm🎶 Catch the triumphant return of the BAMM Trio to the Jackass Saloon at Jennings Holler! 🎶
If you were there last time, you already know.
If you missed it, now’s your chance.
The BAMM Trio delivers a high-energy blend of blues, folk, funk, southern rock, and pure good-time grooves that fill the room and keep the night moving. Expect soulful riffs, tight rhythms, and a whole lot of fun.
🔥 Live on the Jackass Saloon stage at Jennings Holler 🔥
📅 February 13th
⏰ 7–10 PM
📍 W379 S9674 S, Eagle, WI
Come early, grab a drink, and settle in for a night of incredible live music, community vibes, and classic Jennings Holler energy.
🎸 BAMM Trio rocking the Jackass Saloon stage
Good music. Great people. One hell of a night 🍻
Hanging Baskets (Mother's Day)
May 10, 2026 | 12:00 pm - 2:00 pmBEST OF ALL FESTIVALL
May 28, 2026 @ 8:00 am - May 31, 2026 @ 1:00 amFeed Your Head Fest + Glacier Valley Music Fest = BEST OF ALL FESTIVALL
We are combining forces with our friend Party Marty to bring you one big festival featuring all the best parts of Feed Your Head Fest and Glacier Valley Music Fest all rolled into one big party! Join us for a weekend of music, art, camping, community and good vibes!
Stay tuned for lineup announcements and more details!
Porch Planter Class
June 18, 2026 | 4:00 pm - 6:00 pmWave That Flag Festival
July 2, 2026 @ 8:00 am - July 4, 2026 @ 11:00 pmWAVE THAT FLAG ⚡🌹
A Grateful Weekend of Music, Camping, and Community!
📅 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 so far! 👇 👇👇👇👇👇👇
Mr Blotto
Joe Marcinek Band
J. Kroe’s Very Garcia
Mission
Another One
Heads All Empty
Jeremiah Jams Band
Boney Fingers
Mikii & The Fungii’s
with more acts to be added! 🎶
Live music all weekend 🎨 Vendors & art 🏕️ Primitive camping included. RV Camping available for an additional fee 🌈 Community, family, and Deadhead vibes 📍
Mums Workshop
August 27, 2026 | 4:00 pm - 6:00 pmGourd Birdhouse Class
September 3, 2026 | 4:00 pm - 6:00 pmFarmLands 2026
October 9, 2026 @ 12:00 pm - October 11, 2026 @ 5:00 pmCrack those barn doors open, and let the cattle run free!!!! Farmlands fam we present to you, The Official 2026 Line-up.
We are ECSTATIC to announce our biggest year to date, featuring SMOAKLAND, HEXXA, LUMBERJVCK, NOTIXX & a bunch more talented artists from all over the U.S.
We cant wait to have every single one of you back Bobbing to some Farm Fresh Beats!
🐄🐓🦙🐑🐏🐖🫏🐎
– CAMPING IS BACK
– 3 SIGNATURE STAGES
– BONFIRE SILENT DISCO
– SECRET STAGE w/ SECRET SETS
– IMMERSIVE ART & FIRE SPINNERS
– FOOD AND VENDORS
– EXCLUSIVE MERCH & SOOOOOO MUCH MORE!!!
TICKETS ON SALE NOW!!!!
plant class (tbd)
November 14, 2026 | 1:00 pm - 3:00 pm
Jennings Holler is a one-of-a-kind destination venue in Eagle, Wisconsin, built for music, community, celebration, and unforgettable experiences. Nestled in the Kettle Moraine region, Jennings Holler hosts hundreds of events each year, drawing locals and travelers alike for live music, festivals, bike nights, private gatherings, and seasonal celebrations.
At the heart of the property is the Jackass Saloon, a high-energy live music bar known for packed dance floors, winter-proof crowds, and an always-welcoming vibe. Just steps away, the Buckhorn Barn offers a versatile, rustic space ideal for weddings, large receptions, private parties, workshops, and community events. Completing the grounds is the Saint Rose Chapel, a serene and intimate setting perfect for ceremonies, vow renewals, spiritual gatherings, and meaningful moments.
With expansive grounds, flexible indoor and outdoor spaces, and a strong focus on supporting local artists, vendors, and small businesses, Jennings Holler is more than a venue—it’s a destination where people come together to celebrate music, culture, and connection year-round.



