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
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesStep 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 […]
Live Music with John Gay
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎶🍷 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 […]
Comedy
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎤✨ 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 […]
Wineo Bingo with Milton area youth center
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🍷✨ 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 […]
Live Music with Sweet ‘n Sour Duo
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎶🍷 Calling all music and wine lovers! Mark your calendars for an unforgettable afternoon on December 29th from 2pm to 4pm. We're thrilled to host the incredibly talented Sweet n' […]
Paint and Sip
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎨🍷 Unleash your inner artist and get into the holiday spirit with us! Join the fabulous Annie from Vannie Gogh for another unforgettable Paint and Sip event, where creativity meets […]
Calendar
Calendar of Events
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Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Brunch and Photos with Santa
Brunch and Photos with Santa
🎅✨ Kick off the holiday season in style! Join us on December 1st from 12pm-2pm for a scrumptious brunch and unforgettable photos with Santa himself! Below are ticket options. Grab […]
1 event,
Holiday Truffle and Wine pairing
Holiday Truffle and Wine pairing
🍷✨ Dive into a world of decadence and delight with us this holiday season! Join us as we embark on an unforgettable truffle and wine pairing experience – a celebration […]
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0 events,
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1 event,
The Nightmare Before Christmas Trivia
The Nightmare Before Christmas Trivia
✨ Unleash your inner Pumpkin King and put your "The Nightmare Before Christmas" knowledge to the ultimate test! Join us this Friday from 6:00pm-7:00pm for an evening of spine-tingling trivia […]
1 event,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
2 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Live Music with Jenna Lynne
Live Music with Jenna Lynne
🎶 Get ready to groove with us on December 8th from 2:00pm-4:00pm for an unforgettable afternoon of live music with the incredibly talented Jenna Lynne! 🌟 Let her soulful tunes […]
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1 event,
Wreath Workshop with Geske’s Garden’s
Wreath Workshop with Geske’s Garden’s
Unleash your inner artist and dive headfirst into the holiday spirit at our enchanting Wreath Workshop with Geske's Garden! Join us on December 10th from 5:00pm-7:00pm to discover the joy […]
0 events,
1 event,
Wineo Bingo with Milton area youth center
Wineo Bingo with Milton area youth center
🍷✨ 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 […]
2 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Holiday Hunt Market
Holiday Hunt Market
Join us at Timber Hill Winery for our second Holiday Hunt Market! We will be bringing new and old items back to this unique vendorless market lets you browse an […]
3 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Holiday Hunt Market
Holiday Hunt Market
Join us at Timber Hill Winery for our second Holiday Hunt Market! We will be bringing new and old items back to this unique vendorless market lets you browse an […]
Live Music with Dan Brusky
Live Music with Dan Brusky
🎶 Get ready for an unforgettable afternoon filled with live music and good vibes! Join us on December 15th from 2:00pm-4:00pm as we welcome the incredibly talented Dan Brusky to […]
1 event,
Holiday Truffle and Wine Pairing
Holiday Truffle and Wine Pairing
🍷✨ This holiday season, escape into a realm of decadence and delight with us! We're thrilled to invite you to our second unforgettable truffle and wine pairing experience – a […]
1 event,
Holiday Charcuterie Class
Holiday Charcuterie Class
🎄🧀 'Tis the season to get cheesy and create something truly special! Join us on December 17th from 5:00pm-7:00pm for an unforgettable Holiday Charcuterie Class. We're transforming your favorite meats, […]
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1 event,
Psychic Readings by Brandi
Psychic Readings by Brandi
✨ Uncork the mysteries of the universe with us at Timber Hill Winery! 🍷🔮 We are thrilled to welcome back the extraordinary Psychic Readings by Brandi! 🌟 Ready to explore […]
1 event,
Christmas Trivia and Ugly Sweaters
Christmas Trivia and Ugly Sweaters
🎄✨ Calling all Christmas enthusiasts! Are you ready to test your holiday knowledge and spread some festive cheer? 🎅❄️ Join us on December 20th from 6pm-7pm for an evening filled […]
2 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Murder at the North Pole Murder Mystery
Murder at the North Pole Murder Mystery
🎅🔍 Step into a winter wonderland like no other this December 21st, as we unravel the chilling mystery of "Murder at the North Pole"! 🎄✨ Get ready to sleigh the […]
2 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Live Music with John Gay
Live Music with John Gay
🎶🍷 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 […]
0 events,
0 events,
0 events,
1 event,
Wineo Bingo with Milton area youth center
Wineo Bingo with Milton area youth center
🍷✨ 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 […]
1 event,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
2 events,
Speakeasy on The Hill
Speakeasy on The Hill
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 […]
Live Music with Sweet ‘n Sour Duo
Live Music with Sweet ‘n Sour Duo
🎶🍷 Calling all music and wine lovers! Mark your calendars for an unforgettable afternoon on December 29th from 2pm to 4pm. We're thrilled to host the incredibly talented Sweet n' […]
1 event,
Paint and Sip
Paint and Sip
🎨🍷 Unleash your inner artist and get into the holiday spirit with us! Join the fabulous Annie from Vannie Gogh for another unforgettable Paint and Sip event, where creativity meets […]
1 event,
Four-Course Food and Wine Pairing
Four-Course Food and Wine Pairing
✨ Ring in the New Year with us in style! 🎉 Indulge in a delightful four-course food and wine pairing that will leave your taste buds dancing. Each course is […]
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0 events,
1 event,
Disney Trivia
Disney Trivia
✨ Calling all Disney fans and trivia lovers! ✨ Join us for a magical evening of Disney Trivia on January 3rd from 6:00pm-7:00pm! 🏰🎥 Dive into the world of classic tales, […]
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Featured Event
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.