🎻🔥 Bluegrass Stew Sunday at Jennings Holler 🔥🎻
There’s nothing like a Sunday at the Holler—good food, real music, and a community that knows how to kick back and enjoy the day.
Join us April 12 from 2–5 PM at the Jennings Holler – Jackass Saloon for Bluegrass Stew Sunday, featuring the soulful sounds of Luke Cerny & friends.
Expect rich harmonies, driving acoustic rhythms, and that down-home bluegrass energy that hits just right.
🍲 Food by Pickets Country Store
Serving up hearty, feel-good favorites to keep you fueled while the music rolls on.
Whether you’re posted up with a drink, stomping your boots, or just soaking in the sound—this is what Sundays were meant for.
Details:
• Food starts at 12 PM
• Music from 2–5 PM
• No cover charge
• Stick around until 7 PM to keep the party going!
📍 Eagle, Wisconsin
Come hungry. Come ready. Come Holler.
If you want, I can also make a shorter version for Instagram captions or a flyer-style graphic version.

🎶 Live at Jennings Holler – Huffman-Whalen Duo 🎶
Blending rock & roll classics, country favorites, and reggae rhythms, this duo delivers a laid-back yet lively sound that’s perfect for kicking back with a drink or getting up and dancing.
📅 April 17th
⏰ 7PM – 10PM
📍 Jackass Saloon Stage – Jennings Holler
W379 S9674, County Rd S, Eagle, WI
Cold drinks. Good company. Real music.
Come catch a vibe at the Holler.

🎻🔥 Bluegrass Stew Sunday at Jennings Holler 🔥🎻
There’s nothing like a Sunday at the Holler—good food, real music, and a community that knows how to kick back and enjoy the day.
Join us April 19th from 2–5 PM at the Jennings Holler – Jackass Saloon for Bluegrass Stew Sunday, featuring the soulful STRING sounds of JOE WAIS (FROM THE MILLBILIES) & FRIENDS

Expect rich harmonies, driving acoustic rhythms, and that down-home bluegrass energy that hits just right.

🍲 Food by Baked & Loaded
Serving up hearty, feel-good favorites to keep you fueled while the music rolls on.

Whether you’re posted up with a drink, stomping your boots, or just soaking in the sound—this is what Sundays were meant for.
Details:
• Food starts at 12 PM
• Music from 2–5 PM
• No cover charge
• Stick around until 7 PM to keep the party going!
📍 Eagle, Wisconsin

We’re excited to announce that we will be having our 3rd annual SKORR meeting at Jennings Holler in the Jackass Saloon! Jennings Holler is located on Hwy S just east of Emma Carlin. They are relatively new to the area but are highly committed to getting involved in community and we look forward to getting more involved with them.

Save the date and keep your eyes peeled for more information in the coming weeks and months.

Looking forward to seeing all who can join us.

🎻 Pete Jive featuring Brandon Riesdorf – Live at Jennings Holler 🎶
Get ready for a night of feel-good folk music that hits you right in the soul. Pete Jive featuring Brandon Riesdorf brings a blend of fiddle, guitar, and easygoing energy that’s perfect for kicking back, sharing a drink, and letting the music carry you.
This is the kind of sound that feels like home—lively enough to get your feet moving, smooth enough to sit back and take it all in.
📅 April 24th
⏰ 7PM – 10PM
📍 Jackass Saloon Stage – Jennings Holler
W379 S9674, County Rd S, Eagle, WI
🎟 No Cover Charge
Good tunes. Good people. No excuses.
Come out and catch a night that just feels right.

Includes pot, soil, choice of 3 plants, top dressings, fairy/small figures and 1 drink from Jennings Holler.

Note, if weather permits we may be in Pavilion.

April 25th Farmlands Showcase
CO-OP POP UP
presented by Farmer Bob
8pm – 12am
door prizes ect
W379 S9674, County Rd S, Eagle, WI 53119

🎻🔥 Bluegrass Stew Sunday at Jennings Holler 🔥🎻
There’s nothing like a Sunday at the Holler—good food, real music, and a community that knows how to kick back and enjoy the day.
Join us on SUNDAYS from 12–5 PM at the Jennings Holler – Jackass Saloon for Bluegrass Stew Sunday, featuring the soulful sounds, Old Time Nouveau.

Expect rich harmonies, driving acoustic rhythms, and that down-home bluegrass energy that hits just right.
🍲 Food by Pickets Country Store
Serving up hearty, feel-good favorites to keep you fueled while the music rolls on.

Whether you’re posted up with a drink, stomping your boots, or just soaking in the sound this is what Sundays were meant for.
Details:
• Food starts at 12 PM
• Music from 2–5 PM
• No cover charge
• Stick around until 7 PM to keep the party going!
📍 Eagle, Wisconsin

olive.you – Live at Jennings Holler
No Cover Charge
Settle in for an evening of heartfelt Americana folk with olive.you, a duo rooted in love, tradition, and songs that linger long after the last chord fades.
Blending warm harmonies, acoustic strings, and late-night honesty, olive.you brings music that feels worn-in, familiar, and quietly new. Their sound is shaped by commitment, shared values, and a deep belief in love that lasts — the kind you feel more than you hear.
Join us at the Jackass Saloon Stage for an intimate, easy-going night of live music, good company, and genuine connection.
🕖 7–10 PM
🎟️ No Cover Charge
📍 Jennings Holler – Eagle, WI
Come early, grab a drink, and stay awhile.

Come on down to Jennings Holler for a craft cocktail workshop with our Beverage Director, Robyn! Admission gets you lessons on making 6 different drinks!

Come on down to Jennings Holler for a craft cocktail workshop with our Beverage Director, Robyn! Admission gets you lessons on making 6 different drinks!

From humble roots to a full-blown sound — Wise Jennings is back at the Holler 🎶🔥

What started as an Americana duo has grown into something much bigger. Wise Jennings, the creators of Jennings Holler, have evolved into a full band while staying true to their soulful, storytelling roots. Their sound still carries that raw, heartfelt Americana feel — just louder, richer, and built to move a crowd.

Now they’re bringing that energy home, and they’re not coming alone…

Joining them are special guests Between Howls, adding their own powerful edge to a night that’s all about community, connection, and unforgettable live music.

📅 May 2nd⏰ 7PM – 10PM📍 Jennings HollerW379 S9674 County Rd S, Eagle, WI🎟 No cover charge

Come experience the evolution of a band that helped build this place — and the music family that continues to grow around it.

This is more than a show… it’s the Holler way.

🎻🔥 Bluegrass Stew Sunday at Jennings Holler 🔥🎻
There’s nothing like a Sunday at the Holler—good food, real music, and a community that knows how to kick back and enjoy the day.

Join us May 3rd from 2–5 PM at the Jennings Holler – Jackass Saloon for Bluegrass Stew Sunday, featuring the 13 YEAR OLD Wisconsin homegrown AIDEN MUSE & FRIENDS

Expect rich harmonies, driving BANJO, and that down-home bluegrass energy that hits just right.

🍲 Food by Clark Street Food
Serving up hearty, feel-good favorites to keep you fueled while the music rolls on.

Whether you’re posted up with a drink, stomping your boots, or just soaking in the sound—this is what Sundays were meant for.
Details:
• Food starts at 12 PM
• Music from 2–5 PM
• No cover charge
• Stick around until 7 PM to keep the party going!
📍 Eagle, Wisconsin

……………………………Announcement…………………………..
🏍️ CALLING ALL BIKERS, CLUBS & ENTHUSIASTS! 🏍️
🎵 This is your party 🎵

Fire up those engines and ride on over to Jennings Holler for Jackass Saloon Bike Night — kicking off with a BIG KICK-START on May 7th, 2026 and rolling on every Thursday night until September.
This is your weekly home base for bikes, community, and live music all summer long. Whether you ride solo, roll deep with your club, or just love the Biker culture, Thursday nights are built for you.

🏍️ Bikes filling the Holler
🎸 Live Music
🍔 Food Trucks & Vendors
🚫 No Cover Charge
🕒 3pm – 11pm
📍 Jennings Holler – Jackass Saloon

W379 S9674, County Rd S, Eagle, WI 53119
Clubs, crews, and riders of all kinds — bring your colors, bring your people, and help us launch a season that’s loud, welcoming, and unforgettable.

👉 Big Kick-Start: May 7th
👉 Every Thursday until September
👉 More bands, themes & surprises TBA 🔥

Let’s welcome Left Lane Cruiser
AT THE JACKASS SALOON STAGE!
MAY 8TH 7PM NO COVER CHARGE

Jennings Holler
W379 County Road S, Eagle, WI 53119
MARK YOUR CALENDAR…
GET READY FOR A PARTY!

🎶 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 🍻

Bring a Mom out to the Holler for a great mother’s day with food, music and a plant class!

Byrants on the Round presents:
All you can eat Brunch buffet & omelet station! Served 11am – 3pm
$40 adults
$15 kids 12 & under

Hanging Basket workshop with Geske’s Gardens starts at 12pm $40

Live Bluegrass Music starting at 2pm

🏍️ CALLING ALL BIKERS, CLUBS & ENTHUSIASTS! 🏍️
🎵 This is your party 🎵

Fire up those engines and ride on over to Jennings Holler for Jackass Saloon Bike Night With 20 WATT TOMBSTONE, 2026 and rolling on every Thursday night until September.
This is your weekly home base for bikes, community, and live music all summer long. Whether you ride solo, roll deep with your club, or just love the Biker culture, Thursday nights are built for you.

🏍️ Bikes filling the Holler
🎸 Live Music by Smooth Blues Band
🍔 Food Trucks & Vendors TBA
🚫 No Cover Charge
May 14th
🕒 3pm – 11pm
MUSIC STARTS AT 6PM
📍 Jennings Holler – Jackass Saloon

W379 S9674, County Rd S, Eagle, WI 53119
Clubs, crews, and riders of all kinds — bring your colors, bring your people, and help us launch a season that’s loud, welcoming, and unforgettable.

🔥 BIKE NIGHT AT JENNINGS HOLLER 🔥
Rev it up and ride out to the heart of the Kettle Moraine State Forest for one of the wildest weekly meetups around… Bike Night at Jennings Holler 🏍️
Every Thursday, we’re calling all clubs, nomads, and motorcycle enthusiasts to roll in, kick back, and party with us under the pines. Whether you’re riding solo or deep with your crew, this is your spot.

🌲 Good vibes
🔥 Open air & bonfires
🍔 Food trucks & vendors
🎶 Live music + jams
🍻 Drinks flowing (Ladies Night = 50% off!)

⚡ MAY 21st SPECIAL ⚡
We’re turning it up a notch…
🎤 Featuring Party Marty’s
🎸 The Famous Jackass Open Jam

Calling musicians from all over the Midwest — bring your instruments, plug in, and take over the Jackass Saloon stage. This is your chance to jump in, collaborate, and make some magic.

🕕 Musicians Sign-up at 6PM
🎶 Music 7:01pm.
🕒 Event runs 3PM–11PM
🚫 No cover

.🔥 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

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