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.
Paint and Sip
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎨🐾 Join us for a cozy evening of creativity and fun! On February 18th from 5:00 PM to 7:00 PM, Annie from Vannie Gogh will guide you in painting adorable […]
Comedy Night
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesGet ready for a night full of laughter! Join us on Thursday, February 20th, from 7:30 PM - 8:30 PM for Comedy Night at Timber Hill Winery. 🍷🤣 Sit back, […]
Wineo Bingo with Space Autastic
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesCalling all wine lovers and bingo enthusiasts! 🍷 Get ready for Wineo Bingo with Space Autastic, a fantastic non-profit! Mark your calendars for February 7th and 21st for a night […]
Murder at the Carnival Murder Mystery
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎪🔪 Step right up to a night of mystery, suspense, and thrilling fun! 🔪🎪 Join us for the Murder at the Carnival Murder Mystery—where YOU could be the killer or […]
Live Music with Richardson Acoustic
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🎶✨ Mark your calendars for an afternoon of live music with Richardson Acoustic at Timber Hill Winery! 🎤🍷 Join us on February 23rd from 2:00pm to 4:00pm for great tunes, amazing […]
Psychic Readings by Brandi
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States🔮✨ Discover what the future holds! Join us for an afternoon of psychic readings with Brandi at Timber Hill Winery on February 27th from 4:00pm to 7:00pm. 🍷🔮 Sip on […]
Calendar
Calendar of Events
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2 events,
Paint and Sip
Paint and Sip
🎨 Due to popular demand, we’ve added a second date for our January Paint & Sip! ❄️ Join Annie from Vannie Gogh on January 26th from 11:30 AM to 1:30 […]
Live Music with Bill Conway
Live Music with Bill Conway
🎶 Join us for an unforgettable afternoon of live music at Timber Hill Winery! 🎸✨ Mark your calendars for January 26th from 2:00 PM to 4:00 PM as we welcome […]
1 event,
Dessert and Wine Pairing
Dessert and Wine Pairing
Join us on Monday, January 27th, from 5:30 PM to 6:30 PM for a delightful evening of sweet treats and perfectly paired Timber Hill wines! 🥂✨ Indulge in a selection […]
1 event,
Paint and Sip
Paint and Sip
Unleash your inner artist! 🎨 Get ready for a cozy night of creativity at our next Paint and Sip event. Join us as Annie guides you step-by-step in creating a […]
0 events,
1 event,
Mean Girls Trivia
Mean Girls Trivia
Get in loser, we're going to trivia! 💖 On Wednesdays, we wear pink, but on Friday, January 31st, we test our Mean Girls knowledge! Join us from 6:00pm-7:00pm for a […]
0 events,
2 events,
Brunch Grazing Herd Social
Brunch Grazing Herd Social
Join us for a Brunch Grazing Herd Social and treat yourself to a delightful morning filled with good food and great company. Our beautifully curated grazing table will feature an […]
Live Music with Sarah The Red
Live Music with Sarah The Red
Join us on Sunday, February 1st, from 2:00 PM to 4:00 PM for an unforgettable afternoon with live music by Sarah The Red. Her soulful tunes paired with a glass […]
1 event,
Sourdough Workshop
Sourdough Workshop
Join us for an exciting hands-on Sourdough Workshop with Margaret from Blue Bird Custom Creations! 🥖 Learn the art of crafting delicious sourdough bread from scratch in a fun and […]
1 event,
Permanent Jewelry
Permanent Jewelry
✨ Add a little sparkle to your year! ✨ Join us on February 4th for a Permanent Jewelry Pop-Up with the talented Anastasia 💎. Treat yourself or elevate your style […]
0 events,
1 event,
Wineo Bingo with Space Autastic
Wineo Bingo with Space Autastic
Calling all wine lovers and bingo enthusiasts! 🍷 Get ready for Wineo Bingo with Space Autastic, a fantastic non-profit! Mark your calendars for February 7th and 21st for a night […]
0 events,
1 event,
Live Music with Bree Morgan
Live Music with Bree Morgan
Join us on Sunday, February 9th, from 2:00 PM to 4:00 PM, for an unforgettable afternoon at Timber Hill Winery. Enjoy the soulful sounds of the talented Bree Morgan as […]
1 event,
Cookie Decorating Workshop
Cookie Decorating Workshop
Sold out! Get ready to unleash your inner cookie artist with Leah from Sweet Eats Cookie Co.! Whether you’re bringing a partner or celebrating Galentine’s, this event is the perfect […]
1 event,
Valentine’s Charcuterie Class
Valentine’s Charcuterie Class
Join us for a Valentine's Charcuterie Class where you'll learn to craft a stunning charcuterie board, perfect for sharing with someone special (or savoring yourself!). PLUS, indulge in a DIY […]
0 events,
0 events,
1 event,
Rom Com Trivia
Rom Com Trivia
💖 Calling all romantics and movie buffs! Celebrate Valentine’s Day with us at Rom Com Trivia on February 14th from 6:00pm to 7:00pm! 🌹🎥 Whether you’re a die-hard fan of […]
2 events,
Galentines Sip and Shop
Galentines Sip and Shop
🚨💖 Galentine’s Sip & Shop 💖🚨 Celebrate Galentine’s Day in style with a day of shopping, sipping, and fun in Milton, WI! 🎉 Grab your gals and join us on […]
Live Music with Idledaze
Live Music with Idledaze
Get ready for an evening filled with incredible live music! 🎶 Idledaze will take the stage to deliver an unforgettable performance that will have you tapping your feet and singing […]
1 event,
Live Music with Nick Matthews
Live Music with Nick Matthews
🎶✨ Get ready for an unforgettable afternoon of live music with the talented Nick Matthews at Timber Hill Winery! 🎤🍷 Join us on February 16th from 2 PM to 4 […]
0 events,
1 event,
Paint and Sip
Paint and Sip
🎨🐾 Join us for a cozy evening of creativity and fun! On February 18th from 5:00 PM to 7:00 PM, Annie from Vannie Gogh will guide you in painting adorable […]
0 events,
1 event,
Comedy Night
Comedy Night
Get ready for a night full of laughter! Join us on Thursday, February 20th, from 7:30 PM - 8:30 PM for Comedy Night at Timber Hill Winery. 🍷🤣 Sit back, […]
1 event,
Wineo Bingo with Space Autastic
Wineo Bingo with Space Autastic
Calling all wine lovers and bingo enthusiasts! 🍷 Get ready for Wineo Bingo with Space Autastic, a fantastic non-profit! Mark your calendars for February 7th and 21st for a night […]
1 event,
Murder at the Carnival Murder Mystery
Murder at the Carnival Murder Mystery
🎪🔪 Step right up to a night of mystery, suspense, and thrilling fun! 🔪🎪 Join us for the Murder at the Carnival Murder Mystery—where YOU could be the killer or […]
1 event,
Live Music with Richardson Acoustic
Live Music with Richardson Acoustic
🎶✨ Mark your calendars for an afternoon of live music with Richardson Acoustic at Timber Hill Winery! 🎤🍷 Join us on February 23rd from 2:00pm to 4:00pm for great tunes, amazing […]
0 events,
0 events,
0 events,
1 event,
Psychic Readings by Brandi
Psychic Readings by Brandi
🔮✨ Discover what the future holds! Join us for an afternoon of psychic readings with Brandi at Timber Hill Winery on February 27th from 4:00pm to 7:00pm. 🍷🔮 Sip on […]
1 event,
2000s Trivia
2000s Trivia
Join us on Friday, February 28th, from 6:00 PM to 7:00 PM, for a nostalgic evening filled with all your favorite 2000s hits, trends, and pop culture moments! 🎶📺🎬 Test […]
0 events,

Dessert and Wine Pairing
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Featured Event
Girl Scout Cookie and Wine Pairing
Girl Scout Cookie and Wine Pairing
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.