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.
🎶 Live Music with Tracy Jane Comer! 🎶 Join us for live music with Tracy Jane Comer! Grab a friend, enjoy a glass of wine, and settle in for an afternoon of great music at Timber Hill Winery. 🍷🎶
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 🎶 Live Music at Timber Hill Winery! Join us for live music with Richardson Acoustic! Grab a friend, pour yourself a glass of wine, and enjoy an afternoon of great music at Timber Hill Winery. 🍷 We’ll see you there! |
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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! Disclaimer: If you are unable to attend,… |
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 🎶 80s Trivia for a Cause! 🎶 Join us for 80s Trivia supporting Friends of the Library and all the amazing work they do in our community! 💜 Bring your team, test your 80s knowledge, and have a great time while supporting a wonderful local organization. All donations to play will directly benefit Friends of the Library! And that’s not all... they’ll also have raffles throughout the event, so you’ll have even more chances to win while giving back! 🎟️… |
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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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 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. Disclaimer: If you are unable to attend, your ticket may be transferred to a guest of your choice.…
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 🎶 Join us for live music with Jenna Lynne! Grab a seat, sip on your favorite wine, and enjoy the beautiful backdrop at Timber Hill Winery. 🍷 Bring a friend and settle in for an afternoon of great music, good wine, and even better company! |
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 📚 November Book Club: Too Old for This by Samantha Downing Join us for our November Book Club as we dive into Too Old for This by Samantha Downing! Grab your copy, gather your fellow book lovers, and join us for an evening of good conversation, wine, and all things bookish. 🍷📖 Whether you’re a longtime book club member or joining us for the first time, we’d love to have you! |
1 event, 🐾🍷 Wineo Bingo with Badger State Therapy Dog Association! 🍷🐾 Join us for a fun night of Wineo Bingo while supporting the incredible work of the Badger State Therapy Dog Association! Enjoy your favorite Timber Hill wine, test your luck with Wineo Bingo, and help support an organization dedicated to bringing comfort, connection, and companionship through certified therapy dog teams throughout Southern Wisconsin. 🎟️ Donations to play will directly benefit the Badger State Therapy Dog Association! Grab your friends, enjoy… |
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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 $55 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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 🎶 Live Music with Tracy Jane Comer! 🎶 Join us for live music with Tracy Jane Comer! Grab a friend, enjoy a glass of wine, and settle in for an afternoon of great music at Timber Hill Winery. 🍷🎶 |
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 Join us for a fall Paint & Sip! 🍂🎨 Annie will guide you step by step as you create your own masterpiece. Enjoy a fun, creative experience while sipping your favorite Timber Hill wines! Ticket Policy: If you’re unable to attend, your ticket may be transferred to a guest of your choice. For a full refund, please notify our Events Manager at least 14 days in advance by emailing events@timberhillwinery.com. Tickets canceled less than 14 days before the event are non-refundable. get… |
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 😂 Comedy Night is back! Join us for our first Comedy Night of the season! Gather your friends, grab a glass of wine, and get ready for a night of laughs at Timber Hill Winery. 🍷 Come enjoy great comedy, good wine, and a fun night out! Comedy Night seating is assigned! If you’re planning to sit with someone whose ticket you purchased separately, please email our Events Manager at events@timberhillwinery.com so we can get you seated together! Disclaimer:… |
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 Join us for New Girl Trivia!🍷 Put your knowledge of Jess, Nick, Schmidt, Cece, Winston, and all the loft antics to the test! Grab your friends, form a team, and join us for a fun night of New Girl trivia at Timber Hill Winery. Come ready to laugh, reminisce, and see who knows the loft best! |
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 🍂 Fall Sip & Shop Bus Trip 🛍️ Grab your friends and join us for a fun-filled afternoon of shopping, sipping, and supporting local businesses! 🍁 Join us on November 22nd for our Fall Sip & Shop Bus Trip, starting at Timber Hill Winery in Milton, WI. Enjoy an afternoon exploring local shops, discovering unique finds, and taking advantage of exclusive deals along the way. With convenient bus transportation and a special shopping passport included with your ticket, you can sit back,…
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 Join us for Live Music with Back2Back Trio! 🎶🍷 Spend your afternoon at Timber Hill Winery with great music, delicious wine, and good company. Back2Back Trio will be bringing the tunes, so grab your friends, find a seat, and settle in for a relaxing afternoon at the winery. Enjoy a glass of your favorite wine, grab a bite to eat, and let the music set the mood. We’ll see you at Timber Hill! 🍷🎶 |
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 🎄 Join us for a festive Wreath Workshop! Get into the holiday spirit and enjoy an evening of creativity as you design your very own wreath to take home! Whether you love a classic look or want to add your own personal touch, you'll have plenty of options to make it uniquely yours. Each ticket includes a wreath and a variety of decorative crafting supplies to bring your creation to life. Just bring your creativity, and we'll take care of… |
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1 event, 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 Marys & more Tasty breakfast bites Fun, lively community vibes Doors Open at 11:00am Be among the first 50 shoppers through the door to snag one of our jam-packed goodie bags filled with treats from local businesses! Special Offers All Day 10% OFF your… |
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 Join us for live music with Steve Weber! 🎶 Grab a glass of wine, get comfortable, and enjoy an afternoon of live acoustic music. Steve brings a fun mix making for the perfect soundtrack to your time at Timber Hill. Bring a friend, grab a seat, and spend the afternoon with us! 🍷 |
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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… |
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 🎅 Murder at the North Pole! 🎄 It’s all merry and bright at the North Pole… until a holiday celebration takes a deadly turn! Gather your friends, pour a glass of wine, and step into a Christmas mystery filled with suspicious characters, unexpected twists, and plenty of holiday mischief. Can you follow the clues, uncover the secrets, and figure out who’s responsible before the night is over? You won’t want to miss this holly jolly whodunit! Tickets are priced at $55 per person and… |
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.