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.
Join us for our monthly Comedy Night! This month we are featuring three incredible comedians from all over the Midwest.
Our headliner, Rachel Mac is a writer and comedian currently based in the Midwest after 8 years of performing in Los Angeles. She is a paid regular at The Comedy Store and has been on Comedy Central’s Lights Out with David Spade, both doing stand-up and as a panelist.
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…
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 company, and of course, fabulous wine! Don’t miss out on this exclusive social event—mark your calendars! #BrunchWithTheHerd #TimberHillWinery #WineAndBrunch This event is exclusively available to Herd members, but members are welcome to bring guests along to join in the fun! Guests will need their own tickets, so don’t forget…
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 wine, relax, and enjoy great tunes with friends. Just good vibes and great music! See you there! 
#LiveMusic #TimberHillWinery #MattAndrus
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 live sourdough starter 
Recipes & instructions A ready-to-bake loaf Perfect for beginners & seasoned bakers alike! 
Reserve your spot now—space is limited! **This event will take place in The Loft. If you are unable to access the upstairs space, reach out to us, and we will do…
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 boards and stencils, and let their expert instructors guide you step by step in creating your own masterpiece. Perfect for all skill levels! 
Grab your friends, get your creativity flowing, and celebrate Easter in a whole new way! 
#EasterCrafts #HammerAndStain #BoardPainting #SpringVibes #CreativeFun get your tickets here
Calling all book lovers! Join us on Thursday, April 10th, from 6:00 PM to 7:00 PM for an engaging evening as we dive into Home Is Where the Bodies Are by Jeneva Rose. Whether you're a seasoned reader or just looking for a fun way to unwind, our book club is the perfect place to connect with fellow book enthusiasts. Bring your thoughts, favorite quotes, and maybe even a glass of your favorite wine as we discuss this thrilling read.…
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 at Timber Hill Winery! 
Gather your besties, channel your inner Moira, and see if you have what it takes to be crowned winner! Tag your trivia squad and let us know—who’s your favorite character? 
#SchittsCreekTrivia #EwDavid #TimberHillWinery
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 night—where the music is lively, the dresses are stunning, and secrets lurk behind every corsage. But beware… someone won’t make it to the last dance! Come dressed in your finest prom attire—long dresses, high heels, tuxedos, or throwback prom fashion! Work together (or against each other 
) to uncover the…
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 your very own hanging basket—just in time for spring! 
Sip on your favorite Timber Hill wine while getting your hands dirty and bringing your plant masterpiece to life. Spots are limited—reserve yours today! get your tickets here
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 dance the night away! Tickets: $50 – Includes a delicious dinner featuring:
Salad
Chicken Breast
Mashed Potatoes & Gravy
Mixed Veggies
A variety of hot & cold hors d'oeuvres
A sweet dessert to end the night! That’s not all! 
Dance floor with a DJ
Photo Booth to…
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 AM - 11:00 AM, then enjoy a delicious brunch with family and friends from 11:00am-12:30pm! Ticket Prices: 
Kids (12 & under): $20 
Adults: $35 Seating Options: Choose between The Loft (upstairs) or the Main Floor (downstairs) when purchasing your tickets! Gather your loved ones and make…
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 that elevate every bite! From savory snacks to sweet treats, we’ve curated the perfect wine pairings to make your taste buds dance. Whether you're a wine connoisseur or just in it for the fun, this event offers something for everyone! Grab your tickets today and make sure you're part of…
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 favorite wines while gaining insights and guidance for the year ahead. Whether you’re curious about love, career, or your overall future, Brandi’s readings offer a unique and enlightening experience. Don’t miss this chance to explore what the future may have in store! #PsychicReadings #TimberHillWinery #WineAndWisdom An ethical, professional psychic…
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 shirts, and get ready for a night of nostalgia, fun, and friendly competition! Best of all, this event benefits Friends of Noah, supporting animals in need. 
Tag your trivia crew and start brushing up on your favorite 90s moments. Let’s make this a night to remember! 
#90sTrivia #FriendsOfNoah…
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 Life in Pink Photography: 
Professional Photography: Couple Photo – $25 (1 image, additional photos available for purchase through the photographer) Group Photo – $50 (Up to 6 people, 3 images, additional photos available for purchase through the photographer) 
Dinner Add-On – $30: Enjoy a delicious meal featuring rolls, garden salad,…
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 favorite Timber Hill wine, and enjoy the perfect soundtrack to your weekend. Whether you're here for the music, the wine, or the great company, it's going to be a memorable afternoon. Don't miss out on the fun – we can't wait to see you there! #LiveMusic #BreeMorgan #TimberHillWinery #WineAndMusic
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 the magic of painting a beautiful umbrella, symbolizing April showers. 
Secure your spot and let your creativity flow! get your tickets here
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 to 7:00 PM 
. Play for fun prizes while supporting a great cause that helps local youth in need 
. Don't miss out on this exciting and meaningful evening—see you there!
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! This fun 5k run/walk (or 1-mile walk option) takes you from Good Works to Timber Hill Winery, benefiting the Humane Society of Southern Wisconsin. 
Best Costume Contest: The most fabulous dog-and-human duo will be crowned the winner and take home an amazing prize! 
Registration: 10:00 AM 
Race…
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 exciting prize! 
Everyone is welcome to participate, so grab your friends, family, and fellow Derby enthusiasts for an unforgettable celebration. Whether you go for classic elegance, whimsical flair, or bold and over-the-top designs, we can’t wait to see your Derby style! 
Judging begins at 3:00 PM sharp!…
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 Life in Pink Photography: Professional Photography: Couple Photo – $25 (1 image, additional photos available for purchase through the photographer) Group Photo – $50 (Up to 6 people, 3 images, additional photos available for purchase through the photographer) Dinner Add-On – $30: Enjoy a delicious meal featuring rolls, garden salad,…
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.
