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.
Wineo Bingo with Rock County Cancer Coalition
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesJoin us for Wineo Bingo!
We're teaming up with Rock County Cancer Coalition for a special night of fun and fundraising. All donations to play will go directly to supporting […]
Live Music with Dan Brusky
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesJoin us for an evening of live music with the incredibly talented Dan Brusky! From heartfelt melodies to soulful tunes, his music will set the perfect vibe for a relaxing […]
Brunch Buffet Herd Social
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States
Join us for a Brunch Buffet Herd Social on April 6th from 11:00 AM - 1:00 PM! 
Gather with fellow Herd members for a delicious brunch spread, great […]
Live Music with Matt Andrus
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesJoin us at Timber Hill Winery for an afternoon of fantastic live music with Matt Andrus on Sunday, April 6th, from 2:00 PM to 4:00 PM! 
Sip on your favorite […]
Sourdough Workshop
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United StatesJoin us for a hands-on Sourdough Workshop with Margaret from Blue Bird Custom Creations! 
Learn how to care for your starter, master sourdough baking, and take home: 
A […]
Easter Board Painting
Timber Hill Winery 8220 N John Paul Road, Milton, WI, United States
Hop into the Easter spirit with a fun and creative twist! Join us for an Easter-themed board painting event with Hammer and Stain! 
Choose from a variety of […]
Calendar
Calendar of Events
S Sun
M Mon
T Tue
W Wed
T Thu
F Fri
S Sat
1 event,
Live Music with Cyndi Meyer
Live Music with Cyndi Meyer
Calling all music lovers! 
Get ready for an unforgettable afternoon filled with soulful melodies and incredible energy. 
Join us on March 30th from 2:00pm-4:00pm for a captivating live […]
0 events,
0 events,
0 events,
0 events,
1 event,
Wineo Bingo with Rock County Cancer Coalition
Wineo Bingo with Rock County Cancer Coalition
Join us for Wineo Bingo! We're teaming up with Rock County Cancer Coalition for a special night of fun and fundraising. All donations to play will go directly to supporting […]
1 event,
Live Music with Dan Brusky
Live Music with Dan Brusky
Join us for an evening of live music with the incredibly talented Dan Brusky! From heartfelt melodies to soulful tunes, his music will set the perfect vibe for a relaxing […]
2 events,
Brunch Buffet Herd Social
Brunch Buffet Herd Social
Join us for a Brunch Buffet Herd Social on April 6th from 11:00 AM - 1:00 PM! Gather with fellow Herd members for a delicious brunch spread, great […]
Live Music with Matt Andrus
Live Music with Matt Andrus
Join us at Timber Hill Winery for an afternoon of fantastic live music with Matt Andrus on Sunday, April 6th, from 2:00 PM to 4:00 PM! Sip on your favorite […]
1 event,
Sourdough Workshop
Sourdough Workshop
Join us for a hands-on Sourdough Workshop with Margaret from Blue Bird Custom Creations! Learn how to care for your starter, master sourdough baking, and take home: A […]
1 event,
Easter Board Painting
Easter Board Painting
Hop into the Easter spirit with a fun and creative twist! Join us for an Easter-themed board painting event with Hammer and Stain! Choose from a variety of […]
0 events,
1 event,
Schitt’s Creek Trivia
Schitt’s Creek Trivia
Ew, David! It’s time to test your Schitt’s Creek knowledge! Join us on Friday, April 11 from 6:00 PM - 7:00 PM for a Schitt’s Creek Trivia Night […]
1 event,
Prom Murder Mystery
Prom Murder Mystery
Step back in time to a night of glitz, glamour, and… mystery! Join us for an unforgettable evening as we transform Timber Hill Winery into a dazzling prom […]
0 events,
0 events,
1 event,
Hanging Baskets Workshop
Hanging Baskets Workshop
Join us for another unforgettable night of wine & planting with Geske's Gardens! Andrea and her team will be back to guide you through the steps of creating […]
0 events,
0 events,
1 event,
Wineo Bingo with Rock County Cancer Coalition
Wineo Bingo with Rock County Cancer Coalition
Join us for Wineo Bingo! We're teaming up with Rock County Cancer Coalition for a special night of fun and fundraising. All donations to play will go directly to supporting […]
1 event,
Herd Prom Social
Herd Prom Social
Calling All Herd Members! Get ready for a magical night at Herd Prom 2025! This year, we’re bringing an enchanting forest theme to life, so dress to impress and […]
1 event,
Easter Egg Hunt and Brunch
Easter Egg Hunt and Brunch
Easter Egg Hunt & Brunch! Hop on over for a fun-filled Easter celebration at Timber Hill Winery! Start your morning with an exciting Easter Egg Hunt from 10:30 […]
1 event,
Junk Food and Wine Pairing
Junk Food and Wine Pairing
Join us for the ultimate Junk Food and Wine Pairing, where comfort food meets Timber Hill Wines! 
Indulge in your favorite guilty pleasures while sipping on perfectly paired wines […]
0 events,
0 events,
1 event,
Psychic Readings
Psychic Readings
Discover what the future holds at Timber Hill Winery! Join us for an afternoon of psychic readings with Brandi. Each 15-minute reading is just $25! Sip on your […]
1 event,
90’s Trivia with Friends of Noah
90’s Trivia with Friends of Noah
Join us on April 25th for the ultimate 90s Trivia Night at Timber Hill Winery! We're bringing back the best of the 90s—so grab your scrunchies, dust off those flannel […]
1 event,
High School Premiere Prom Package
High School Premiere Prom Package
Premiere Prom Package at Timber Hill Winery! Make prom night unforgettable with stunning photos at our beautiful winery! 
We’re offering exclusive options to capture your special night with Erica […]
1 event,
Live Music with Bree Morgan
Live Music with Bree Morgan
Join us for an unforgettable afternoon of live music with the incredibly talented Bree Morgan on April 27th from 2:00 PM to 4:00 PM! Relax, sip on your […]
0 events,
1 event,
Paint and Sip
Paint and Sip
April Paint & Sip with Vannie Gogh! 
Join us for April's Paint & Sip with the talented Annie from Vannie Gogh! This month, Annie will guide you through […]
0 events,
1 event,
Wineo Bingo with Project 16:49
Wineo Bingo with Project 16:49
Join us for Wineo Bingo at Timber Hill Winery, benefiting Project 16:49! Bring a donation of any amount to play and enjoy an hour of bingo from 6:00 PM […]
3 events,
Doggy Derby 5K
Doggy Derby 5K
Join us for our Second Annual Bine to Vine 5K, Derby Style! 
Dress up in your best Derby style with your furry friend and race for a great cause! […]
Kentucky Derby Hat Contest
Kentucky Derby Hat Contest
Join us at Timber Hill Winery for the annual Kentucky Derby Hat Contest! 
Show off your creativity and don your most extravagant hat for a chance to win an […]
High School Premiere Prom Package
High School Premiere Prom Package
Premiere Prom Package at Timber Hill Winery! Make prom night unforgettable with stunning photos at our beautiful winery! We’re offering exclusive options to capture your special night with Erica Gallagher from […]
Prom Murder Mystery
Herd Prom Social
Easter Egg Hunt and Brunch
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.