We like to host a variety of events at the winery.  From game nights to wine pairing dinners our unique events make us one of Wisconsin’s best wineries to visit.  Our events calendar is jam-packed with exciting events to fill your week with wine and fun. Select a day you are hoping to visit to see what’s happening or search in the keyword bar to look for cookie decorating classes, yoga, crafting, and other great experiences.

Speakeasy on The Hill

🍸✨ Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. 🎉 We’ve elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and absolutely Insta-worthy. 🌟 Whether you’re a seasoned cocktail connoisseur or just eager for a day of fun, this is your go-to spot for sipping perfection. Imagine yourself surrounded by a unique ambiance, laughing with friends, and capturing it all in stunning pics. 🥂✨ It’s the event everyone is buzzing about, and you won’t want to miss it. So grab your squad, bring your best camera angles, and let’s make some extraordinary memories together. 📸🍹 Cheers to good times and great vibes! #SpeakeasyOnTheHill #CraftCocktails #GoodVibesOnly

Calendar

Calendar of Events

S Sun

M Mon

T Tue

W Wed

T Thu

F Fri

S Sat

1 event,

-

Brunch and Photos with Santa

1 event,

-

Holiday Truffle and Wine pairing

0 events,

0 events,

0 events,

1 event,

-

The Nightmare Before Christmas Trivia

0 events,

1 event,

-

Live Music with Jenna Lynne

0 events,

1 event,

-

Wreath Workshop with Geske’s Garden’s

0 events,

0 events,

1 event,

- Recurring

Wineo Bingo with Milton area youth center

1 event,

- Recurring

Holiday Hunt Market

1 event,

-

Live Music with Dan Brusky

1 event,

-

Holiday Truffle and Wine Pairing

1 event,

-

Holiday Charcuterie Class

0 events,

1 event,

-

Psychic Readings by Brandi

1 event,

-

Christmas Trivia and Ugly Sweaters

1 event,

-

Murder at the North Pole Murder Mystery

1 event,

-

Live Music with John Gay

0 events,

0 events,

0 events,

1 event,

-

Comedy

0 events,

0 events,

1 event,

-

Live Music with Sweet ‘n Sour Duo

1 event,

-

Paint and Sip

1 event,

-

Four-Course Food and Wine Pairing

0 events,

0 events,

1 event,

-

Disney Trivia

0 events,

Comedy

View Calendar

If you are looking for an event that is not listed on our calendar or have questions please send us an email at events@timberhillwinery.com.