Live Music, Good Company, and Kettle Moraine Charm.

🤠🔥 BOOM BOOM IN THE SALOON! 🔥🤠
🕺DANCE IN THE NAME OF HOUSE🕺

We’re building something different at Jennings Holler.

We’re bridging the gap between the electronic music world and our original music world — creating a place where different sounds, artists, and communities can come together. 🎶⚡

We want to lift up ALL genres of original music — from House & EDM to bluegrass, blues, rock, Americana, psychedelic, and beyond.

No boxes. No boundaries. Just original music, good people, and a community that supports each other.

🎧 CRAN-MAN — HOUSE / EDM
📅 Friday, September 11th
⏰ 8 PM
🎟️ NO COVER

Come experience the crossover.

LET’S GO! 🔥🎶🤠

Live Music at Jennings Holler with Owen Brand & Whitney Rose

From classic country to genre-blending folk and pop favorites, Owen Brand & Whitney Rose bring the kind of music that’s just plain fun.

Come hang out at Jennings Holler on September 12th from 7–10PM for a relaxed night of great songs, good company, and live music under the Wisconsin sky.

NO COVER CHARGE

📍 Jennings Holler
W965 S9674 County Rd S, Eagle, WI

Grab a drink, kick back, and enjoy the music with us.

🌾🔥 BLUEGRASS STEW SUNDAY IS BACK! 🔥🌾

Sunday, September 13th, we’re turning up the Holler for Bluegrass Stew Sunday #31! 🎻🪕

Featuring members of The Milbillies & Chicken Wire Empire, plus Joe Wais & Jordan Kroeger bringing the pickin’, harmonies, and good-time bluegrass you’ve been waiting for!

🎶 2–5 PM
🎟️ NO COVER CHARGE
🍻 Cold drinks • Good food • Great people
🌲 Come hang at Jennings Holler and make a Sunday out of it!

Bring your friends, your family, and your best bluegrass-loving crew. Let’s fill the Holler!

📍 Jennings Holler
W376 S9674 County Rd S • Eagle, WI

🪕 Bluegrass. Community. Sunday. See you in the Holler! 🔥

🔥💀 Rick King’s Royal Hustle – Dead💀🔥

Jennings Holler is bringing in Rick King’s Royal Hustle, straight out of Chicago, for a special night of Rick King’s “Blues of the Dead” set!
Get ready for a soulful, funky, blues-soaked trip through the music of the Grateful Dead — with that Chicago flavor that’ll have the Holler moving all night. ⚡️🌹

🎸 Rick King’s Royal Hustle — Chicago, IL
💀 Blues of the Dead
📅 September 18th
⏰ 7PM–10PM
🎟️ NO COVER CHARGE
📍 Jennings Holler
W965 S9674 County Rd S
Eagle, Wisconsin

Come catch the Blues of the Dead!
🌹⚡️🎸
#JenningsHoller #RickKingsRoyalHustleI #ChicagoMusic #BluesOfTheDead #GratefulDead #DeadHeads #LiveMusic #EagleWI #WisconsinMusic #NoCover

🏍️🔥 THE LAST & FINAL BIKE NIGHT OF THE SEASON! 🔥🏍️

Thuesday Night September 24th, we’re sending Bike Night out the Jennings Holler way.

RIDE IN DEEP. RIDE IN HARD. AND LET’S BURN IT DOWN! 🔥

Join us at Jennings Holler for one last night of motorcycles, loud music, cold drinks, good people, and a whole lot of Holler energy.

🎸 Live Music: Whiskey and the Devil
⏰ 6–8 PM
🍔 Food Truck & Vendors
🔥 No Cover Charge
🏍️ All Riders Welcome

📍 Jennings Holler
W379 S9674 County Rd S
Eagle, WI 53119

This is the LAST Bike Night of the season — so don’t miss the final ride.

Bring the bike. Bring your crew. Bring the love for hard music 🎶
Let’s make this one count. 🏍️💀🔥

#JenningsHoller #BikeNight #LastBikeNight #EagleWI #WisconsinBikers #WhiskeyAndTheDevil #RideInDeep #RideInHard #LetsBurnItDown #NoCoverCharge

Wisconsin Space Program
Landing on planet Holler
Get ready to blast off into a psychedelic rock ’n’ roll Friday night as Wisconsin Space Program takes over the Holler!

Expect swirling guitars reflection, heavy grooves, cosmic sounds, and a whole lot of rock ’n’ roll energy. This is the kind of night where you show up for the music and end up somewhere far out!

FRIDAY, SEPTEMBER 25TH
7 PM – 10 PM
NO COVER CHARGE

Bring your friends, grab a drink, and come experience the Wisconsin Space Program at Jennings Holler.

Jennings Holler
W965 S9674 County Rd S
Eagle, WI

🚀 Psychedelic Rock ’n’ Roll from Wisconsin.
🌌 Friday night at the Holler.

JENNINGS HOLLER OPEN HOUSE

September 27th from 9 AM to 5 PM

We are inviting the surrounding business community to come out, introduce yourselves, bring your business cards, meet your neighbors and help us bring our community together.

Enjoy FREE guided tours throughout the property and explore more than 35 acres of unique indoor and outdoor spaces.

This is more than an open house. It is an opportunity to build relationships, create partnerships and discover how we can work together.

We are especially interested in connecting with

Local restaurants and food vendors

Caterers and food trucks

Wedding planners and coordinators

Photographers and videographers

Florists and wedding decorators

DJs and musicians

Hotels, cabins and lodging providers

Transportation and shuttle services

Breweries, wineries and beverage businesses

Artists and makers

Event rental companies

Tents, tables and equipment providers

Local retailers and small businesses

Tourism and hospitality businesses

Nonprofit organizations and charities

Community organizations

Veterans organizations

Youth organizations

Animal rescues and shelters

Arts and cultural organizations

Outdoor recreation businesses

2027 WEDDINGS AND EVENTS

Book your 2027 wedding or event during our Open House and receive 10% off eligible booking options.

SPONSORSHIP OPPORTUNITIES

Receive 10% off sponsorship packages and become part of what we are building at Jennings Holler.

FREE BUSINESS BOOTHS

Would you like to set up a booth and introduce your business to the community?

Contact us about bringing your business to the Open House. Booth space is FREE for participating local businesses and organizations.

Bring your business cards, your information and your ideas.

Let’s welcome our community together at Jennings Holler.

more info TBA
FREE PROPERTY TOURS
LIVE MUSIC
BUSINESS BOOTHS
COMMUNITY CONNECTIONS
2027 EVENT DISCOUNTS

September 27th
9 AM to 5 PM

W965 S9674 County Road S
Eagle, Wisconsin

🌙 The Wise Fest 2026 LINEUP IS HERE! 🌙

The wait is over! We’re proud to reveal the artists for Wise Fest 2026, taking over Jennings Holler in Eagle, Wisconsin, October 1st–3rd.

This will be an unforgettable weekend of live music.

{{LINEUP}}

We can’t wait to celebrate with you at Jennings Holler!

Crack 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!!!!

All Hallows Market
Spooktacular Harvest Festival
As the leaves change and the nights grow longer, the fires of the harvest season come alive at Jennings Holler. Join us on Saturday, October 17th, 2026 for Spirit of the Fire, a full day of music, art, community, camping, Halloween festivities, and unforgettable autumn magic.
Live music runs all day on the Ceremonial Fire Stage, and when darkness settles over the Holler the late-night Electric Wizard Saloon Rave Stage takes over. Here is the whole night, in order:

{{SCHEDULE}}

Explore the All Hallows Market, packed with local artists, spooky vendors, handcrafted goods, harvest products, oddities, tarot readers, food trucks, and unique seasonal experiences.
Activities & Attractions
🎃 Vendor Trick-or-Treating throughout the market
🎃 Kids Pumpkin Carving & Art Activities
🎃 Halloween Costume Contest
🎃 Cliffside Haunters Goat Barn Haunt – FREE admission, with voluntary donations benefiting Youth Diabetes Awareness
🎃 Giant Community Bonfire
🎃 Harvest Market & Craft Fair
🎃 Day of the Dead Inspired Art & Displays
🎃 Food Trucks & Seasonal Vendors
🎃 Camping Available
Family Information
Children 17 and under are admitted free with a ticketed adult. All minors must be accompanied and supervised by a parent or legal guardian at all times while attending the festival and participating in activities.
While Spirit of the Fire is a family-friendly event during the day, parents should note that children are not recommended after 10:00 PM, when the festival transitions into the adult-focused Electric Wizard Saloon Rave Stage programming.
Supporting a Great Cause
The Cliffside Haunters Goat Barn Haunt is presented free of charge. Guests are encouraged to make a donation, with proceeds helping raise awareness and support for Youth Diabetes Awareness initiatives.
Whether you’re looking for family-friendly Halloween fun, live music, unique vendors, spooky attractions, camping under the stars, or a magical autumn gathering around the fire, Spirit of the Fire offers something for everyone.

🔥 Live Music • Vendor Trick-or-Treating • Halloween Activities • Bonfire • Camping • Harvest Market • Haunted Attractions 🔥
Saturday, October 17th, 2026
Jennings Holler
W379 S9674 County Rd S
Eagle, Wisconsin
Tickets available at www.JenningsHoller.com
“Gather around the fire and celebrate the spirit of the season.”

THE WITCHES BALL

Halloween Night • October 31st, 2026

Some shows you can explain.
This one… we honestly don’t know how.

Professor Pinkerton’s Dead Man’s Carnival is bringing an experience to Jennings Holler that is part theatrical performance, part magic, part musical spectacle—and something entirely its own.

It’s insane.
It’s immersive.
It’s strange.
And it’s something you simply have to experience for yourself.

Expect an evening of:

• Immersive theatrical performances
• Live musical performances
• Magic
• Banquet-style feast
• Tarot readings
• Costume contest
• Reserved table seating
• And things we probably shouldn’t even try to explain.

21+ ONLY

Dress fancy. Come as a mythical creature, character, witch, beast, fae, or whatever strange thing you can dream up.

TICKETS GO ON SALE MONDAY, SEPTEMBER 14TH.

October 31st.
Jennings Holler.

The Witches Ball awaits.

🔥 THE Sean McKee Band IS COMING BACK TO JENNINGS HOLLER! 🔥

Remember their late-night Saloon set at Wave That Flag? We just had to have them back.

If you like The Allman Brothers Band, Derek Trucks, Widespread Panic, Tedeschi Trucks Band, JJ Cale, and that jazz-at-the-crossroads kind of energy…

You’re going to fall in love with this band.
Originals & Tasteful covers!

Expect soulful guitar work, deep grooves, improvisation, and musicians who know how to let a song breathe and take it somewhere unexpected.

📅 November 14th
⏰ 7–10 PM

📍 Jennings Holler
W965 S9674 County Rd S Eagle, WI

🎸 Sean McKee Band
💰 NO COVER

Mark your calendars.

We saw what they did with that late-night Saloon crowd at Wave That Flag…

We just had to bring them back. 1