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

🍸✨ Get ready for another unforgettable day at Speakeasy on The Hill! 🎉 Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 🌟 Whether you’re a cocktail connoisseur or just looking for a fun way to spend your day, this is the place to be. Sip on expertly crafted drinks, soak in the unique ambiance, and make some incredible memories with friends. 🥂✨ Don’t miss out on the most talked-about event in town. Come join us, snap some pics, and let the good times roll! 📸🍹 #SpeakeasyOnTheHill #CraftCocktails #CocktailTruck #DrinkLocal #WeekendVibes

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.