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.
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
Get ready for an unforgettable afternoon of music and wine! Join us on December 22nd from 2:00pm to 4:00pm as we welcome the incredibly talented John Gay to our stage. Let his soulful melodies and captivating tunes transport you to a world of relaxation and joy, all while sipping on your favorite wines. Whether […]
Get ready to laugh until your sides ache! Join us for another unforgettable night of comedy from 7:30pm-8:30pm! 
Whether you're looking to shake off the stress of the day, or just want to enjoy some top-notch entertainment, our lineup of hilarious comedians will have you rolling in the aisles. It's the perfect way […]
Get ready for a night of fun, laughter, and giving back! Join us for Wineo Bingo, where every sip and every number called brings us one step closer to supporting an incredible cause – the Milton Area Youth Center. 
Imagine an evening filled with the clinking of glasses, the excitement of winning, and […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
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.