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.
We are excited to welcome Steadily Improv’ing to Milton for the very first time!
You’ll be treated to a night full of laughs!
This improv comedy show is all about being spontaneous and making it up as you go along. If you’re a fan of “Whose Line is it Anyways”, you do NOT want to miss this!
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 wines, and a fantastic atmosphere. Bring your friends, relax, and make it a day to remember! 
#LiveMusic #TimberHillWinery #WineAndVibes
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 your favorite wines while exploring insights and guidance for the year ahead. Don’t miss this unique and enlightening experience! 
#PsychicReadings #TimberHillWinery #WineAndWisdom About Brandi:An ethical, professional psychic clairvoyant, Brandi comes with over a decade of experience and a stellar reputation. Her unique skills span a multitude of psychic modalities,…
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 your knowledge on everything from iconic songs and movies to unforgettable fashion and moments from the early 2000s. Bring your friends, grab a glass of wine, and let’s see who’s the ultimate 2000s expert! 
Join us for a Charcuterie Grazing Herd Social, where you can savor a delicious selection of artisanal cheeses, cured meats, fresh fruits, and other gourmet bites. Our beautifully arranged grazing table offers the perfect mix of sweet and savory flavors for you to enjoy. For just $10, indulge in this delightful spread while connecting with fellow Herd members. Whether you're catching up with friends or making new connections, this social gathering is the perfect way to unwind and enjoy great…
Join us for an afternoon of live music with Bill Conway on Sunday, March 2nd, from 2:00 PM to 4:00 PM at Timber Hill Winery! Sit back, relax, and enjoy great wine while listening to Bill’s fantastic tunes. Bring your friends, grab a glass, and make it a perfect Saturday at the winery!
Calling all wine and cookie lovers! 
Join us on March 4th from 5:30-6:30 pm for a unique tasting experience. We'll be pairing Timber Hill wines with everyone's favorite Girl Scout Cookies. Learn the art of pairing and discover your new favorite combinations. Grab your tickets now! #WinePairing #GirlScoutCookies get your tickets here
Join us for our next book club meeting as we dive into "Here One Moment" by Liane Moriarty! From the bestselling author of Big Little Lies comes a captivating tale of secrets, relationships, and the moments that change everything. Let's sip wine and share our thoughts on this unforgettable read!
Get ready to yell "Wineo!" for a good cause Join us for a night of Wineo Bingo, with all donations going to support the awesome work of Echo! Think bingo, but with a fun, wine-themed twist 
It's the perfect excuse to hang out with friends, sip some delicious drinks, and make a difference. See you there! #WineNotBingo #EchoLove
Join us at Timber Hill Winery on Sunday, March 9th, from 2:00 PM to 4:00 PM for an afternoon of great wine and live music with Nathan Crawford! Sip on your favorite wines, relax with friends, and enjoy the incredible sounds of Nathan’s live performance. Don’t miss out on this perfect weekend vibe!
Ready to sip and grow? 
Join us for a unique Succulent Flight Workshop with the talented Andrea from Geske Gardens! You'll receive: - A gorgeous finished board to display your creations - Three wine glasses to use as planters for your succulents - Your choice of three beautiful succulent varieties - Step-by-step guidance on planting and care Limited availability, secure your spot today! #succulentlove #wineandplants #workshops get your tickets here
Calling all witches, wizards, and muggles! 
Dust off your wands, brush up on your spells, and prepare to test your knowledge of the wizarding world! Join us for a magical evening of Harry Potter Trivia on March 14th from 6:00pm-7:00pm. Whether you're a seasoned witch or a curious muggle, everyone's welcome to compete for the House Cup (and some amazing prizes)! 
#HarryPotterTrivia #TriviaNight #AccioVictory
Ready for an afternoon filled with soulful melodies and good vibes? Join us for an unforgettable live music experience with the incredible Jenna Lynne! Mark your calendars for March 16th from 2:00 PM - 4:00 PM. Get ready to be captivated by her incredible voice and soulful tunes. #LiveMusic #JennaLynne #GoodVibes
Missed our last Girl Scout Cookie & Wine Pairing? Don't worry, you've got another chance! Join us on March 17th from 5:30-6:30 pm for a repeat of the fun. Delicious Timber Hill wines and Girl Scout Cookies await! Indulge in a delightful evening of Timber Hill wines perfectly paired with everyone's favorite Girl Scout Cookies. Snag your tickets now! #WinePairing #GirlScoutCookies get your tickets here
It’s the last Comedy Night of the season, and we’re ending on a high note—filled with laughter, great wine, and unforgettable moments! Don’t miss your final chance to enjoy a night of fun, sip on your favorite wines, and share plenty of laughs with friends. Let’s make this one the best yet! Grab your crew, get your tickets, and join us for a night to remember! 
#LastLaughs #ComedyNight #SipAndGiggle get your tickets here!
Friends Murder Mystery Night! 
Join us for an unforgettable Friends-themed Murder Mystery Night! Someone won’t be there for you by the end of the night, and it’s up to YOU to crack the case. Gather your lobster (or your whole crew) and step into Central Perk… with a little more crime than usual. Dress up as your favorite character, grab a glass of wine, and get ready for a killer evening of laughter, mystery, and nostalgia. Whether you're a…
Get ready for an afternoon of pure musical magic! The incredibly talented Fred and Ginger are taking the stage for a live performance you won't want to miss. Join us on March 23rd from 2:00pm-4:00pm and let their soulful melodies sweep you away. Mark your calendars – it's going to be unforgettable! #LiveMusic #FredAndGinger #MusicLovers
Hop into creativity at our March Paint & Sip! Join us as Annie from Vannie Gogh guides you through painting a Tipsy Bunny—the perfect mix of fun, wine, and artistic flair! Grab your friends, sip some wine, and let your creativity run wild! Seats are limited, so reserve yours today! get your tickets here
Think you know your movies? Put your film knowledge to the test at Movie Trivia Night! 
From iconic classics to the latest blockbusters, we’re covering it all. Do you know your rom-coms from your thrillers? Your Oscar winners from your cult favorites? Now’s your chance to prove it! Bring your friends, grab a glass of wine, and get ready for a fun night of trivia and friendly competition. Whether you come solo or with a team, we guarantee a…
Join us at Timber Hill Winery on Saturday, March 29th, from 6:00 PM – 8:00 PM for an evening of amazing live music with Back2Back! Sip on your favorite wines, relax, and enjoy the perfect Saturday night vibes. Tag your friends and make it a night to remember! See you there! #LiveMusic #Back2Back #TimberHillWinery
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 performance by the one and only Cyndi Meyer! Mark your calendars – you don't want to miss this! #LiveMusic #CyndiMeyer #SaveTheDate
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 this incredible nonprofit and their mission. Enjoy great wine, exciting bingo rounds, and the chance to make a difference in our community. Gather your friends and come sip, play, and support a great cause! 
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 day at the winery. Sip on your favorite wines, unwind with friends, and let the music carry you away. Whether you're here for the wine, the atmosphere, or just to enjoy some great live music, it's the perfect way to spend your afternoon. Come grab a glass, find a cozy…
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.
