Cup O’ Joe Coffee House

10/04/2026

It wouldn’t be a weekend at Jennings Holler without the Filipino Truck Vendor playing God Bless America on his bagpipes on the roof of his trailer! :)

10/03/2026

Ready???
Customer: What’s the closest thing you have to a Starbucks Mocha?
Dena: A Mocha…

10/03/2026

Never a dull moment at the Music Festivals at Jennings Holler! :)

10/03/2026

Hey Twin Lakes!!!
We will be home on Monday the 12th at Ace Hardware for Columbus Day AND at the Lakewood Fall Festival on Wednesday the 14th (and it’s not just a school event, the Community is invited!!) So make plans now to come see us!! We have missed you all SO much!!! Come try our new Fall Menu and maybe some other Surprise Specials Too! I’ll get busy making soups so that we can have some for you to take home with you!!

10/03/2026

Lunch at Jennings Holler Today!

10/03/2026

Good Morning Facebook!
When your bank ATM has one of the best views in town! :)

10/03/2026

Don’t Panic!!
We will have New Soups for you Tomorrow Jennings Holler!
See you for breakfast at 8am!

10/03/2026

Need a Halloween Party Platter?!?!
We can do that!!
Just email me at [email protected] and let me know how we can help!

10/02/2026

My favorite time in Wisconsin is when the leaves start to change! We never really experienced that in California. Fall is so beautiful here, so as soon as the leaves start changing I get so excited! Here are some pics I took on our drive to Eagle this morning to get to the Music Festival at Jennings Holler. Mmmmmm Fall!

10/01/2026

Here’s what’s for Lunch at the Holler!(Jennings Holler)

09/30/2026

We will be at Jennings Holler Thursday through Sunday!! If you haven’t purchased your tickets yet, it starts tomorrow! Come for the Music, The Vibe, THE FOOD, The Vendors and The Whole Jennings Holler Experience!

24 hours hours away from our gates opening!
Wise Fest 2026 October 1st-3rd
Over 30+ bands - camping - art & community 🧡
Huge vendor market & Kids are Free 18 & under.

At Jennings Holler
W379 S9674 County Rd S Eagle WI

Tix available at 🧡🪕🧚‍♂️🦉⏬️⏬️ https://jenningsholler.com/event/wise-fest/

09/30/2026

We are doing it again, but even bigger and better this year!
Get signed up today!

We always love driving around and seeing all of the Holiday Lights, but the houses can be hard to find! Since we did this last year and had such great participation, we thought we would do it again this year but make it even better and easier to go see all the houses!

We know the people that go all out to decorate their houses for the holidays are already planning...SO!

If you would like to sign up for the Twin Lakes Holiday House Decorating Contest, we are going to create an interactive Google Map, so that people can easily find all of the homes and Vote!

Simply email your name, address and phone number to [email protected]. We will be offering Cash and Gift Card Prizes to the houses with the most votes! So get on the map and get your Chevy Chase On!