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.
🐾🍷 Come out for a night of fun, wine, and giving back! Each round of bingo is played by donation, and 100% of the proceeds will directly benefit Albert’s Dog Lounge and their mission to rescue, rehome, and provide loving care for senior and special needs dogs.
Bring your friends, sip your favorite Timber Hill wine, and get ready to shout WINEO!—all while supporting a wonderful cause. Prizes will be up for grabs, and every card you play helps make a difference!
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 Get ready for an afternoon of incredible music and good vibes! Join us at Timber Hill Winery for Matt Andrus as he fills the room with soulful tunes, catchy melodies, and all the energy you need to lift your spirits. Whether you’re a longtime fan or just looking for a relaxing day with friends, this is the perfect way to sip, sway, and soak in the music. Bring your friends, grab your favorite Timber Hill wine, and let the music… |
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🎨👻✨ October Paint & Sip ✨👻🎨 Join us for a spooky-fun evening as Annie from Vannie Gogh guides you step-by-step in creating your very own Ghost Disco masterpiece! 🍷🪩 No experience needed—just bring your creativity and enjoy a glass (or two) of Timber Hill wine while you paint. get your tickets here |
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🐾🍷 Paws & Pours Donation Drive 🍷🐾 This November, we’re teaming up with the Humane Society of Southern Wisconsin to spread some love! ✨ How it works: Bring in any donation from their wish list, and you’ll get to pull a coupon from our special basket. You could win anything from a free bottle of wine to sweet discounts on your favorite products! 🌟 🐶 Most-needed items right now: Soft dog treats Wet cat food Dry and wet kitten food…
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 ✨ Join us for a Witching Hour Murder Mystery! ✨ Step into the shadows and be the first to immerse yourself in an interactive, thrilling experience where secrets unfold, suspects lurk, and only the sharpest minds will uncover the truth. 🧙♀️✨ Costumes encouraged! Bring your best witch, warlock, or otherworldly attire and embrace the magic of the night. Tickets are priced at $50 per person and include the murder mystery game, and dinner. Wine and beer will be available for… |
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🎶 Live Music with Jenna Lynne 🎶Spend your afternoon at the winery with the beautiful sounds of Jenna Lynne! From 2:00–4:00 PM, she’ll fill the space with her smooth, soulful voice while you relax and sip on our delicious wines. Whether you’re meeting up with friends, enjoying a date, or just looking for a cozy way to unwind, Jenna’s music will make the perfect backdrop to your day. |
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🍷✨ Herd Social: Create Your Own Cocktail! ✨🍹 For just $20, you’ll get 📝 2 cocktail sheets to design up to two custom drinks! 🎉 👉 Pick your wine 🍇, syrup 🍯, and add-ons 👉 Our staff will gather your ingredients 👉 Then it’s your turn to shake, stir & sip 🍸💃 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… |
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🎉 Join us for an evening of 2000s Trivia! 🎉 Test your knowledge on all things 2000s while supporting a great cause—all donations to play will directly benefit the West Side AVID Program, which helps students prepare for college and future success through academic support, leadership development, and career readiness opportunities. ✨ Raffles and a 50/50 drawing will be available throughout the night, giving you even more chances to win while having a blast! Come for the trivia, stay for… |
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🎶 Live Music with Idealdaze 🎶Join us for an afternoon of great music with Idealdaze from 2:00–4:00 PM! Their lively sound and upbeat energy will have you tapping your toes as you sip on a glass of your favorite Timber Hill wine. Gather your friends, kick back, and let Idealdaze set the perfect soundtrack for your weekend. |
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 🎨 Paint & Sip with Annie from Vannie Gogh! 🍷 Join us for a creative evening as Annie guides you step-by-step in painting your very own pumpkin masterpiece! Sip on your favorite Timber Hill wine, relax, and let your artistic side shine. 🎟️ Grab your tickets today — spots are limited! get your tickets here |
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 📚 November Book Club: Murder Takes a Vacation by Laura Lippman Whether you’re a longtime member or new to our book club, everyone is welcome! Join us as we discuss, share your thoughts, and immerse yourself in a thrilling mystery. We’re making it easier for everyone to join the fun—this month, we’re offering two dates for book club. Pick the one that works best for you and enjoy an afternoon of engaging conversation, connection with fellow book lovers, and of… |
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 Join us for an evening of Wineo Bingo with KANDU! 🍷✨ Grab your friends and head to Timber Hill Winery for a fun night of bingo, laughter, and wine — all while supporting a great cause. Every dollar raised from bingo cards will go directly toward KANDU’s mission of providing opportunities and support for individuals with disabilities. Sip on your favorite Timber Hill wines, enjoy the cozy atmosphere, and feel good knowing you’re helping make a difference in our community.… |
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Join us for a relaxing afternoon at the vineyard with live music by the incredibly talented Brooke Nunn! 🎶✨Sip on your favorite Timber Hill wines, soak up the vineyard views, and enjoy the perfect blend of great music, good company, and delicious wine. It’s the ideal way to spend your day!
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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: $20 per person — includes all your supplies and flowers 🥞 Brunch & Drinks: Sold separately — reserve your brunch spot here https://timberhillwinery.com/sunday-brunch-buffet/ It’s the perfect way to sip, snack, and get creative together! get your tickets |
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 🏈 Packers Paint & Sip with Annie from Vannie Gogh! 💚💛 Show off your team spirit at this special Packers-themed Paint & Sip! Annie will walk you through creating your own green and gold masterpiece—perfect for game day decor. Enjoy a glass (or two) of your favorite Timber Hill wine while you paint, sip, and cheer on the Pack! 🎟️ Grab your tickets today and let’s make it a touchdown of creativity! get your tickets here |
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🎤 Get ready for a night full of laughter, wine, and fun! Join us at Timber Hill Winery for an evening of live comedy that will have you laughing your night away. Sip on your favorite wines, enjoy the cozy atmosphere, and share the night with friends. 🤣 Don’t wait—grab your tickets today and get ready for an unforgettable evening! Comedy Night seating is assigned! If you’re planning to sit with someone whose ticket you purchased separately, please email our… |
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🎥 Holiday Movie Trivia Night! Join us for a fun-filled evening of trivia all about your favorite holiday movies! From laugh-out-loud comedies to heartwarming classics, test your knowledge and see how well you really know these seasonal favorites. Bring your friends, enjoy some drinks and snacks, and compete for prizes while enjoying a lively night of fun and friendly competition. Whether you’re a movie buff or just love a good challenge, this is the perfect way to celebrate the season! |
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🎄✨ Come join us for our Holiday Hunt Market at Timber Hill Winery! ✨🎄 We’re bringing you a one-of-a-kind vendorless market experience that makes holiday shopping simple, fun, and stress-free. Browse a thoughtfully curated collection of holiday treasures—all in one spot, with one easy checkout! Discover unique gifts for everyone on your list, including:🎁 Handcrafted jewelry for that special sparkle🐾 Adorable goodies for the pet lovers in your life🍪 Delicious baked treats perfect for sharing (or keeping for yourself!)🎉 Plus…
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 Join us for Home for the Holidays: A Murder Mystery! It’s the most wonderful time of the year—until someone ends up dead. Gather your friends, pour a glass of wine, and help us uncover who murdered who in this festive night full of twists, laughter, and a little holiday mischief! Tickets are priced at $50 per person and include the murder mystery game, and dinner. Wine and beer will be available for purchase. This event is for adults only, 21 years and older. Dinner… |
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Spend your afternoon at the vineyard with live music from the amazing Sarah The Red! 🎤🍷Kick back with a glass of your favorite Timber Hill wine, enjoy the laid-back vibes, and let Sarah’s soulful tunes set the mood. It’s the perfect way to unwind and make the most of a beautiful day at the winery! |
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 🍂🧀 Fall Cheese & Wine Pairing at Timber Hill Winery 🍷🍂 Celebrate the flavors of the season with our special Fall Cheese & Wine Pairing! We’ll be showcasing delicious cheeses paired with Timber Hill wines, each enhanced by autumn-inspired flair. ✨ The Pairings ✨ Baked Brie with Cranberry Chutney – paired with Sunday Funday Sparkling Aged Cheddar with Apple Slices & Honey – paired with Wisconsin Marquette Herbed Goat Cheese with Roasted Butternut Squash – paired with Chardonel Smoked Gouda… |
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 🎄✨ Craft, sip, and celebrate the season at our Wreath Workshop with Geske’s Gardens! 🌿 Kick off the holidays with a glass of wine in hand as you design your own festive wreath — Geske’s Gardens will provide expert guidance and all the supplies you need to bring your vision to life. 🍷🌲 Grab your friends, unleash your creativity, and take home a handmade masterpiece that’s perfect for your door (or as a thoughtful gift!). 💫 🎟️ Tickets include all materials —… |
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 🍷✨ Small Business Saturday at Timber Hill Winery ✨🍷 We’re kicking off Small Business Saturday in style — and you’re invited to celebrate with us! 🎉 🎶 Tailgate Party: 9:00am–11:00amStart your morning off right in our parking lot with: DJ spinning great tunes 🎵 Mimosas, Bloody Mary’s & more 🍾🥂 Tasty breakfast bites 🍳 Fun, lively community vibes 🌟 🕒 Doors Open at 11:00amBe among the first 50 shoppers through the door to snag one of our jam-packed goodie bags… |
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🎶 Join us for an afternoon of live music with Sweet n' Sour Duo! 🎶Let their lively tunes set the mood as you sip on your favorite wine and enjoy the company of friends. Relax, unwind, and let the music carry you through a perfect day at the winery. With great vibes, delicious wine, and wonderful company, it’s the ideal way to spend your afternoon! |
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 🌿✨ Join us for our Wreath Workshop with Geske’s Garden! ✨🌿 Get into the festive spirit as Geske’s Garden guides you step-by-step through creating your very own beautiful wreath. 🎄 All materials will be provided — just bring your creativity (and maybe a friend or two)! 🍷 Let us pour you a glass of wine, grab your tickets, and get ready to craft your very own holiday masterpiece! get your tickets here |
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Join us for our Holiday Doormat Workshop! 🎅✨Get into the holiday spirit with a fun, hands-on evening of creativity and cheer! Craft and Vine will guide you step-by-step as you design and paint your very own festive doormat — the perfect way to welcome guests (and Santa!) to your home this season. Enjoy a glass of wine, relax, and let your creativity shine while you craft something truly one-of-a-kind.🎟️ Tickets are limited, so grab yours today before they’re gone! get… |
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Are you the ultimate Serena fan? A die-hard Blair stan? Or just obsessed with all the scandal, secrets, and drama of the Upper East Side? Then this is the event for you! Test your knowledge of iconic Gossip Girl moments, unforgettable quotes, and all the twists and turns that kept us hooked. Whether you know every Serena and Blair feud, Nate and Chuck drama, or Jenny’s schemes, this trivia challenge will put your expertise to the ultimate test. Come solo… |
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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.