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.
Indulge in this delicious lineup all paired with a refreshing dirty soda:
Blueberry Lemon Cake Pop Cherry Chip Cake Pop Cookies & Cream Cake Pop
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 🎶 Live Music with Tracy Jane Comer! 🎶Join us at Timber Hill Winery for an afternoon of soulful tunes and good vibes with the incredible Tracy Jane Comer. Grab a glass of your favorite wine, relax, and enjoy live music in our cozy winery setting. |
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 Join us for our April Paint & Sip! Annie from Vannie Gogh will guide you step-by-step as you create your very own masterpiece. The best part? We’re adding a fun twist! We’re encouraging guests to stay on theme with the painting and bring one of your favorite books for a casual book swap. It’s totally optional—but a great way to add a little extra fun to your night. We can’t wait to see you there—grab your tickets today! 🎨📚 get… |
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 🎉 Purse Bingo Night! 🎉 Join us for a fun-filled evening of Purse Bingo, where all prizes are stylish purses! 👜✨ For just $25, you can play as many rounds as we can fit from 5:30 PM – 7:00 PM. ⏰ Can’t make it at 5:30? No worries! Jump in at the next starting round—don’t miss the fun. 🎟️ Tickets are required, so grab yours today and get ready for a night of prizes, laughs, and good times! get your… |
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1 event, Join us for Wineo Bingo with Project 16:49! 🍷🎉 Come enjoy a fun evening of bingo, great wine, and giving back to a meaningful cause. All donations to play go directly toward Project 16:49 and the incredible work they do to support youth in our community. Grab your friends, sip some wine, and play for a purpose while helping make a difference right here in our community. We can’t wait to see you there! ❤️ |
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 🎉 Our Annual Dog Mom Day is back, and we can’t wait to celebrate with you and your pups! 🐾 We’re teaming up with the amazing Brown Paws Rescue for a day packed with fun, furry friends, and ways to give back. Here’s what’s waiting for you: 🐶 Meet Adoptable Dogs & Enter Fun Raffles – Find your new best friend and support a great cause! 💍 Permanent Jewelry & Matching Dog Collar Charms – Proceeds benefit Brown Paws Rescue.…
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 🎶 Live Music with Jenna Lynne🍷Kick back and soak up the sunshine as Jenna Lynne fills the air with her soulful tunes! Spend the afternoon on our beautiful patio, sip your favorite Timber Hill wine, and let the music carry you away. Whether you’re catching up with friends, enjoying a relaxing solo outing, or discovering new favorites from our wine selection, this is the perfect way to unwind and celebrate the weekend. Good vibes, great wine, and live music—what more… |
1 event, 🎉 Join us for a Traditional Bingo Night benefiting KANDU Grapes and Hops! Bingo rounds are $5 each, starting at 5:30 PM. Cash is encouraged! Each round’s pot will be split between the winner and KANDU Grapes and Hops, so every game played supports a great cause. Grab a drink, bring your lucky charm, and make your Tuesday night bingo night! 🍷✨ |
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 Celebrate the amazing people in your life at our Mother’s Day Bouquet Workshop! 🌸 Bring a friend, family member, or someone who does it all—even fur moms! Your ticket includes all the flowers and supplies you need to create a beautiful bouquet 💐 to take home. Sip, craft, and celebrate the ones who make life brighter! Disclaimer: If you are unable to attend, your ticket may be transferred to a guest of your choice. To receive a full refund, please…
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 May Book: My Husband's Wife by Alice Feeney Join us this month as we dive into My Husband's Wife by Alice Feeney! Gather with fellow readers to discuss twists, turns, and all the suspense this gripping story has to offer. Whether you’re a longtime book club member or just curious, all are welcome to join the conversation! |
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 Join us on May 8th for Boy Band Trivia Night! 🎤✨ We’re teaming up with Premier Giving Foundation to bring you the ultimate throwback trivia experience. Entry is donation-based, with all proceeds going directly to support their mission. Plus, we’ll have plenty of exciting raffles throughout the night to keep the fun going and give you even more chances to win! Grab your crew, brush up on your boy band knowledge, and get ready for a night of music, memories,… |
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 Join us for an afternoon of live music with Andry Braun! 🎶 Bring your friends, relax on the patio, and sip your favorite wine as the tunes carry you away. It’s the perfect way to unwind and enjoy a beautiful day! 🍷 |
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 Join us for a relaxed and creative evening at Timber Hill Winery as we create a beautiful spring-inspired framed wood sign! Guests will choose one of two coordinating designs — a geometric mason jar bouquet or a geometric watering can floral arrangement — both featuring layered wood pieces, your custom picked color scheme, and a stained wood outline for a polished, high-end finish. Participants will paint and assemble their 8" x 10" framed sign using pre-cut wooden pieces, making this… |
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2 events, Step behind the scenes and discover the story behind every sip. Behind the Vines is a customized, guided wine tasting designed to immerse you in the heart of Timber Hill Winery. Led by one of our knowledgeable wine guides, guests will be thoughtfully guided through four hand-selected wine samples, each chosen to highlight the diversity and character of our wines. Your tasting is paired with a curated charcuterie cone to perfectly complement the experience. Following the tasting, guests will enjoy…
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 Step behind the scenes and discover the story behind every sip. Behind the Vines is a customized, guided wine tasting designed to immerse you in the heart of Timber Hill Winery. Led by one of our knowledgeable wine guides, guests will be thoughtfully guided through four hand-selected wine samples, each chosen to highlight the diversity and character of our wines. Your tasting is paired with a curated charcuterie cone to perfectly complement the experience. Following the tasting, guests will enjoy… |
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 Join us for live music with Bill Conway! 🎸 Grab your friends, sip on your favorite wine, and let the smooth sounds of Bill set the perfect vibe for your day. Cheers to great music and even better company! 🍷
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 Calling all cat lovers! 🐱✨ Come celebrate our furry friends at the Kitten Shower with the Humane Society of Southern Wisconsin! Adorable adult cats & kittens available for adoption – your purr-fect companion could be waiting! Donations encouraged – because every whisker deserves a little love. Volunteer & foster education opportunities – learn how YOU can help more paws find their forever homes. 💌 Have a favorite item you love to donate? Check out the Humane Society’s wish list while… |
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 Join us for a Sourdough Workshop! Margaret from Blue Bird Custom Creations will guide you step-by-step through everything you need to become a sourdough pro! Learn how to care for your starter, master the basics of sourdough baking, and leave ready to bake at home with everything included: A live sourdough starter Detailed instructions and tried-and-true recipes A ready-to-bake loaf of sourdough bread Whether you’re a beginner or just looking to improve your skills, this hands-on workshop is perfect for all bread… |
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 Disclaimer: If you are unable to attend, your ticket may be transferred to a guest of your choice. To receive a full refund, please notify our Events Manager at least 14 days in advance by emailing events@timberhillwinery.com. Tickets canceled after 14 days will not be refunded. get your tickets here |
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 Join us as we dive into 90s Trivia Night! Grab your team and get ready to test your knowledge on all things 90s—from music and movies to pop culture throwbacks. 📼🎶 The best part? It’s all for a great cause! All donations to play will directly benefit Made New Dog Rescue. 🐾 We’ll also have raffles and a 50/50 drawing available to keep the fun going and help raise even more for the pups. Bring your friends, brush up on… |
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 Join us for live music with Brooke Nunn! 🎶 Grab your friends, find a cozy spot, and sip on your favorite wine while enjoying an afternoon of great music. Brooke will be bringing the perfect soundtrack for a relaxing day at the winery. Whether you're catching up with friends or just looking for a laid-back way to spend the day, this is the perfect excuse to sit back, unwind, and let the music set the vibe. Cheers to good wine,… |
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 🎨🍷 Join us for a magical May Paint & Sip at Timber Hill Winery! Grab your friends, sip on your favorite wine, and get creative as Annie guides you step-by-step through painting this adorable gnome mushroom masterpiece. No experience needed — just come ready for a fun and relaxing evening filled with creativity, laughter, and wine! Seats are limited, so grab your tickets today and join us for a cozy springtime night at the winery! Disclaimer: If you are unable… |
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 🔮✨ Aura Paintings with Psychic Readings by Brandi Join us for a unique and creative experience where energy becomes art. Brandi will connect with your aura and intuitively paint what she sees—translating your energy, colors, and emotional presence into a one-of-a-kind piece of artwork made just for you. No tickets are required. Aura Paintings will be available on a first come, first served basis. Each guest will receive their own small aura painting to take home as a personal keepsake.… |
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 Bouquets & Brunch! 🌸🥂 Grab your besties and join us for the ultimate girls’ day out at Timber Hill Winery! Create your own beautiful bouquet and enjoy a delicious brunch with your favorite people. Build-A-Bouquet:$25 per person — includes all your supplies and flowers. Your ticket also reserves your spot for brunch. Brunch & Drinks:Sold separately the day of the event. It’s the perfect way to sip, snack, and get creative together! Disclaimer: If you are unable to attend, your…
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 Join us for live music with Two for the River! 🎶 From 2:00–4:00 PM, they’ll be filling the afternoon with beautiful acoustic sounds and easygoing favorites that are perfect for a relaxing day at the winery. Grab a glass of your favorite wine, find a cozy spot with friends, and enjoy the laid-back atmosphere as the music sets the tone for a fun and memorable afternoon. Whether you’re stopping in for a tasting or staying a while, it’s the perfect… |
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 ☀️ Kick Off to Summer Herd Social ☀️ Summer starts here! Join us for an evening packed with great food, lawn games, and all the summer vibes at Timber Hill Winery. We’re firing up the grill for an all-you-can-eat cookout experience featuring delicious summer favorites and plenty of fun along the way. Challenge your friends to cornhole, enjoy a variety of other lawn games, and soak in a night designed to celebrate the start of summer the right way. This… |
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 Join us for Yoga in the Vineyard! 🌿🧘♀️ All are encouraged to join—whether you’re a first-time yogi or a seasoned pro, we’d love to see you out here. Come unwind, stretch, and soak in the peaceful vineyard views with us! Disclaimer: If you are unable to attend, your ticket may be transferred to a guest of your choice. To receive a full refund, please notify our Events Manager at least 14 days in advance by emailing events@timberhillwinery.com. Tickets canceled within 14 days… |
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 Join us for Pub Trivia Night! 🍷✨ Put your knowledge to the test while enjoying a glass of your favorite wine. Grab your friends, form a team, and get ready for a fun night of friendly competition, laughs, and great pours! |
2 events, Step behind the scenes and discover the story behind every sip. Behind the Vines is a customized, guided wine tasting designed to immerse you in the heart of Timber Hill Winery. Led by one of our knowledgeable wine guides, guests will be thoughtfully guided through four hand-selected wine samples, each chosen to highlight the diversity and character of our wines. Your tasting is paired with a curated charcuterie cone to perfectly complement the experience. Following the tasting, guests will enjoy…
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 Step behind the scenes and discover the story behind every sip. Behind the Vines is a customized, guided wine tasting designed to immerse you in the heart of Timber Hill Winery. Led by one of our knowledgeable wine guides, guests will be thoughtfully guided through four hand-selected wine samples, each chosen to highlight the diversity and character of our wines. Your tasting is paired with a curated charcuterie cone to perfectly complement the experience. Following the tasting, guests will enjoy… |
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.