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.
🎅✨ Kick off the holiday season in style! Join us on December 1st from 12pm-2pm for a scrumptious brunch and unforgettable photos with Santa himself! Below are ticket options. Grab yours today! 🎅✨ 🎟️ Admission Options (All tickets include access to our all you can eat brunch buffet): $25 for Adults – Includes one photo with Santa 📸 $20 for Adults – No photo included $12 for Kids (10 & under) – Includes one photo with Santa 📸 Additional Photos:…
🍷✨ Dive into a world of decadence and delight with us this holiday season! Join us as we embark on an unforgettable truffle and wine pairing experience – a celebration of flavors that promises to tantalize your taste buds and elevate your festive spirit. Imagine indulging in the rich, earthy notes of exquisite truffles perfectly matched with the finest wines, each sip and bite creating a symphony of taste that dances on your palate. Whether you're a seasoned connoisseur or…
✨ Unleash your inner Pumpkin King and put your "The Nightmare Before Christmas" knowledge to the ultimate test! Join us this Friday from 6:00pm-7:00pm for an evening of spine-tingling trivia that will transport you straight to Halloween Town. Whether you're a devoted Jack Skellington fan or an aficionado of all things Tim Burton, this is your chance to shine! Gather your fellow ghouls and goblins, and prepare to dive deep into the enchanting world of our favorite holiday crossover. Will…
🎶 Get ready to groove with us on December 8th from 2:00pm-4:00pm for an unforgettable afternoon of live music with the incredibly talented Jenna Lynne! 🌟 Let her soulful tunes and captivating voice transport you to a world of musical magic. Whether you're a long-time fan or new to her sound, this is an experience you won't want to miss. Bring your friends, grab a drink, and let's make some amazing memories together! 🎤✨ #LiveMusic #JennaSchiewer #MusicMagic #GoodVibes
Unleash your inner artist and dive headfirst into the holiday spirit at our enchanting Wreath Workshop with Geske's Garden! Join us on December 10th from 5:00pm-7:00pm to discover the joy of crafting your very own wreath, just in time to dazzle your door and wow your guests this festive season. Whether you're a DIY veteran or just starting to explore your creative side, this workshop is designed for everyone to enjoy and learn. With expert guidance and all materials provided,…
🍷✨ Get ready for a night of fun, laughter, and giving back! Join us for Wineo Bingo, where every sip and every number called brings us one step closer to supporting an incredible cause – the Milton Area Youth Center. 📚❤️ Imagine an evening filled with the clinking of glasses, the excitement of winning, and the satisfaction of knowing that your participation is making a real difference in the lives of many young people. 🍇🎉 By joining us, you're not…
Join us at Timber Hill Winery for our second Holiday Hunt Market! We will be bringing new and old items back to this unique vendorless market lets you browse an array of carefully curated Holiday gifts. From jewelry and dog gifts to baked goods and other festive surprises—all available for a quick and easy checkout in the comfort of The Den at the winery. No need to hop from booth to booth; just pick your favorites and pay all in…
🎶 Get ready for an unforgettable afternoon filled with live music and good vibes! Join us on December 15th from 2:00pm-4:00pm as we welcome the incredibly talented Dan Brusky to our stage. Whether you're a die-hard music lover or just looking for a fun way to spend your afternoon, this is the perfect event for you. Dan's unique sound and captivating performance are sure to leave you wanting more. Gather your friends, bring your family, and come enjoy some amazing…
🍷✨ This holiday season, escape into a realm of decadence and delight with us! We're thrilled to invite you to our second unforgettable truffle and wine pairing experience – a celebration of flavors that promises to tantalize your taste buds and elevate your festive spirit. Picture yourself indulging in the rich, earthy notes of exquisite truffles, perfectly matched with the finest wines. Each sip and bite creates a symphony of taste that dances on your palate and warms your soul.…
🎄🧀 'Tis the season to get cheesy and create something truly special! Join us on December 17th from 5:00pm-7:00pm for an unforgettable Holiday Charcuterie Class. We're transforming your favorite meats, cheeses, and more into stunning Christmas tree boards that will wow your guests and elevate your festive gatherings. Whether you're a charcuterie connoisseur or just starting your journey, our expert instructors will guide you through each step, ensuring you leave with both skills and a delicious masterpiece. Embrace the holiday…
✨ Uncork the mysteries of the universe with us at Timber Hill Winery! 🍷🔮 We are thrilled to welcome back the extraordinary Psychic Readings by Brandi! 🌟 Ready to explore the unknown and glimpse into your future? Join us and mark your calendars for this magical experience. 🗓️ Sign up at 2:45pm sharp as it's first come, first serve! For just $25, embark on a journey that could change everything you thought you knew. 🌀✨ #TimberHillWinery #PsychicReadings #UnveilTheMystery #WineAndWisdo 🍇🔍 About…
🎄✨ Calling all Christmas enthusiasts! Are you ready to test your holiday knowledge and spread some festive cheer? 🎅❄️ Join us on December 20th from 6pm-7pm for an evening filled with laughter, fun, and a dash of friendly competition at our Christmas Trivia Night! 🕕🎉 Dust off those ugly sweaters and rally your friends, because it’s time to jingle all the way to victory! 🏆🎁 This isn’t just about winning—it's about making memories and embracing the magic of the season…
🎅🔍 Step into a winter wonderland like no other this December 21st, as we unravel the chilling mystery of "Murder at the North Pole"! 🎄✨ Get ready to sleigh the night away with intrigue, suspense, and festive fun. Imagine the jingle of bells mixed with the whispers of secrets, as you and your friends become detectives for the evening. Who could be behind the crime? Is it the mischievous elf, the reindeer wrangler, or someone else entirely? 🕵️♂️🔎 Dress in…
🎶🍷 Get ready for an unforgettable afternoon of music and wine! Join us on December 22nd from 2:00pm to 4:00pm as we welcome the incredibly talented John Gay to our stage. Let his soulful melodies and captivating tunes transport you to a world of relaxation and joy, all while sipping on your favorite wines. Whether you're a fan of smooth reds, crisp whites, or bubbly rosés, we have the perfect pour to complement this musical experience. Gather your friends, bring…
🎤✨ Get ready to laugh until your sides ache! Join us for another unforgettable night of comedy from 7:30pm-8:30pm! 😂 Whether you're looking to shake off the stress of the day, or just want to enjoy some top-notch entertainment, our lineup of hilarious comedians will have you rolling in the aisles. It's the perfect way to kick back, relax, and let the good times roll. 🎉 Don’t miss out on this chance to experience the magic of live comedy in…
🎶🍷 Calling all music and wine lovers! Mark your calendars for an unforgettable afternoon on December 29th from 2pm to 4pm. We're thrilled to host the incredibly talented Sweet n' Sour duo for a live performance that promises to be the perfect blend of soulful melodies and vibrant tunes. Whether you're a fan of smooth jazz, upbeat pop, or anything in between, Sweet n' Sour will have you tapping your feet and swaying to the rhythm🎶
🎨🍷 Unleash your inner artist and get into the holiday spirit with us! Join the fabulous Annie from Vannie Gogh for another unforgettable Paint and Sip event, where creativity meets relaxation! 🖌️✨ Whether you're a seasoned painter or picking up a brush for the first time, Annie's expert guidance will lead you through the magical process of transforming a blank canvas into a stunning wine glass adorned with twinkling holiday lights. 🌟🍷 get your tickets here
✨ Ring in the New Year with us in style! 🎉 Indulge in a delightful four-course food and wine pairing that will leave your taste buds dancing. Each course is carefully curated to bring you a perfect blend of flavors and wine pairings. 🍷✨ From the first bite to the last sip, it’s a celebration you’ll savor. Don’t wait—reserve your spot today and toast to a fabulous year ahead! 🥂🎆 #NewYearsEve #FoodAndWinePairing #CelebrateWithUs 🥗 Salad Course A fresh mix…
✨ Calling all Disney fans and trivia lovers! ✨ Join us for a magical evening of Disney Trivia on January 3rd from 6:00pm-7:00pm! 🏰🎥 Dive into the world of classic tales, unforgettable songs, and magical moments as you test your knowledge of all things Disney.Whether you’re a fan of princesses, villains, or adventures in far-off lands, there’s a question for everyone! 🌟 Bring your friends, form a team, and compete for fun prizes and ultimate bragging rights. 👑
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.