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.
We are excited to welcome Steadily Improv’ing to Milton for the very first time!
You’ll be treated to a night full of laughs!
This improv comedy show is all about being spontaneous and making it up as you go along. If you’re a fan of “Whose Line is it Anyways”, you do NOT want to miss this!
🎶✨ Nothing beats an afternoon of live music, and we've got something special lined up just for you! Join us on October 27th from 2:00pm-4:00pm as the incredible Mason Howard takes the stage. From soulful ballads to upbeat jams, Mason's performance promises to be an unforgettable experience. 🌟 Whether you're a die-hard fan or discovering his talent for the first time, this is the perfect way to spend your afternoon. Tag your friends, grab your crew, and come enjoy some…
Sign up by October 14th to secure your spot! 🍷✨ Indulge in a night of elegance and flavor! Join us on October 29th from 6:00pm-7:00pm for our next unforgettable pairing event: Macaroons & Wine! 🥂🍰 Imagine the delicate sweetness of a perfectly crafted macaroon melting in your mouth, beautifully complemented by the rich, complex notes of a fine wine. It's a match made in culinary heaven! Whether you're a wine enthusiast, a dessert lover, or just looking for a unique…
🎃🕸️ Calling all ghouls, goblins, and wine lovers! 🍷🧛♂️ Join us on October 31st at Timber Hill Winery for a Halloween Costume Party you won't forget! From 4pm-7pm, we're transforming our winery into a spook-tacular haven of costumes, laughter, and incredible wine. For just $10 a ticket, indulge in your very own blood bag filled with our finest blood orange cocktail to kick off your Halloween night with a bang! 🎉👻 Don't forget to bring your A-game and best costume…
🎁✨ This holiday season, let’s come together for a cause that’s close to our hearts! From November 1st to November 30th, we’re partnering with the Humane Society of Southern Wisconsin to support our furry friends in need. 🐾❤️ Here's how you can help: Bring in any donation from their wish list, and you’ll get the chance to pull a coupon from our special basket! You could win anything from a free bottle to discounts on your favorite products. 🌟 Items…
🍸✨ Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. 🎉 We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and absolutely Insta-worthy. 🌟 Whether you're a seasoned cocktail connoisseur or just eager for a day of fun, this is your go-to spot for sipping perfection.…
🎉🍷✨ Get ready for an unforgettable evening of fun, laughter, and a little friendly competition at Wineo Bingo Night! Join us for a fabulous night out where your love for bingo meets your passion for wine, all in support of a fantastic cause – KANDU! 🥳 Each donation you make to play goes directly towards supporting KANDU's incredible programs and services that make a real difference in our community. This is more than just a game; it's a chance to…
🎶🍷 Escape to Timber Hill Winery this weekend for an unforgettable afternoon filled with the enchanting tunes of the incredibly talented Tim O’Grady! 🌟 Imagine sipping on your favorite glass of wine, surrounded by breathtaking vineyard views, as Tim serenades us with his soulful melodies. 🎵 Whether you're a fervent music lover, a wine enthusiast, or just seeking a perfect way to unwind, this is the place to be! Gather your friends, family, and fellow wine aficionados for a day…
Sold out! 🧶✨ Cozy up, crafters! Are you ready to wrap yourself in warmth and creativity? Join us on a magical journey into the world of knitting, where we’ll unravel the secrets to crafting your very own chunky knit blanket! 🌈✨ Whether you’re a seasoned knitter or just starting, this is your chance to create a piece of art that’s as cozy as it is beautiful. Imagine snuggling up with a blanket you made with your own hands, each stitch…
📚✨ Calling all book lovers! 📖✨ We're thrilled to invite you to our monthly Book Club, where we embark on exciting literary journeys and share our passion for reading. Whether you're a seasoned bookworm or just starting to explore the magic of books, our club is the perfect place to connect with fellow readers and discover new stories. And the best part? It's completely FREE to join! 🎉 Find our upcoming books below! November: Eruption by James Patterson and Michael…
🌟 Calling all Golden Girls fans! 🌟 Do you know your Rose from your Blanche, your Sophia from your Dorothy? It's time to put your knowledge to the ultimate test! Join us for an unforgettable evening of Golden Girls Trivia on November 8th from 6:00pm to 7:00pm. Whether you're a die-hard fan or just love a good laugh, this is the event you won't want to miss! Grab your cheesecake-loving friends, don your best '80s fashion, and get ready to…
🎨 Get ready to deck the halls (or at least your front door) in the most festive way possible! We're teaming up with the fabulous Beau's Crates and Crafts to bring you a Holiday Door Hanger Class that’s sure to jingle your bells! 🔔✨ Join us as the incredibly talented Claudine leads us through a merry and bright workshop where you'll craft your very own Christmas-themed door hanger. Whether you're a DIY newbie or a crafting pro, this class will…
🎉🍷 Get ready to laugh until your sides hurt and indulge your taste buds with the finest delights! Join us for another unforgettable night of Comedy, where the jokes are as smooth as the wine and the food is nothing short of a gourmet adventure. 🍽️✨ Whether you're a seasoned comedy aficionado or just in need of a good chuckle, we've got the perfect recipe for a night to remember. Imagine this: the clink of glasses, the aroma of exquisite…
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists are ready to dazzle your taste buds with their creativity and passion, serving up drinks as vibrant and eclectic as our crowd. So, round up…
🎶 Get ready to groove and feel the rhythm! 🎸✨ Join us on November 17th from 2:00pm to 4:00pm for an unforgettable afternoon of live music with the incredibly talented Bryan Piper. 🌟 Whether you're a die-hard music lover or just looking for a relaxing way to spend your Saturday, this event promises to hit all the right notes. 🎤🎵 Let his music transport you to a world of harmony and joy. It's the perfect opportunity to unwind, enjoy great company,…
🍷🔮 Uncork the mysteries of the universe with us at Timber Hill Winery! We're beyond excited to welcome back the extraordinary Psychic Readings by Brandi! 🌟✨ Mark your calendars and be ready to sign up at 2:45pm sharp, as it's first come, first serve! For just $25, embark on a journey into the unknown and discover what the future holds for you. Whether you're seeking guidance or simply curious, Brandi's profound insights will both amaze and inspire. It's not just…
Get ready to flex your TV knowledge for a purr-pose that matters! 🎉🐾 Join us as we team up with the amazing Misfit Felines non-profit for a trivia night that's going to be the cat's meow! 🐱✨ We're diving into all your favorite Thanksgiving episodes from iconic shows like New Girl, Grey's Anatomy, Friends, and How I Met Your Mother. 🍂🦃 Think you know Monica's secret Thanksgiving recipe or Jess's quirky holiday traditions? Now's your chance to prove it! 🥧🎬…
Join us at Timber Hill Winery for our Holiday Hunt Market on the opening weekend of deer hunting season! 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 one place, with…
Get ready to sleuth and solve, because the plot thickens on November 23rd at the Home for the Holidays Murder Mystery! 🕵️♀️✨ Step into a world where intrigue and suspense come alive, and YOU become the main character in a thrilling tale of whodunit. Gather your fellow detectives and let your curiosity lead the way as we unravel a mystery that will keep you guessing until the very end. 🔍💡 This isn’t just any event; it’s an immersive experience where…
🎶 Sip, Savor, & Sway with Us! 🎶 Mark your calendars and get ready to unwind with us at Timber Hill Winery on November 24th! 🍷✨ We're thrilled to host the incredibly talented Bill Conway for an afternoon of live music that will have you tapping your feet and swaying to the rhythm from 2:00pm to 4:00pm. 🎸🎤 Indulge in our exquisite wines, soak up the cozy vineyard vibes, and let the melodic tunes transport you to a place of…
🎨✨ Ready to unleash your inner artist? Join us for another unforgettable paint and sip experience with the incredibly talented Annie from Vannie Gogh! 🖌️🍷 Whether you're a seasoned painter or picking up a brush for the first time, Annie will guide you step by step as we create a stunning masterpiece featuring a beautiful deer. 🦌✨ Imagine an evening filled with creativity, laughter, and a little vino to spark your inspiration. 🌟 Not only will you leave with a…
** Parking Lot Tailgate Party at 9 AM** Celebrate Small Business Saturday with us at Timber Hill Winery! Join us for a day filled with joy, community, and incredible deals as we honor the spirit of small businesses. This special day is all about supporting local gems like ours, and we’re pulling out all the stops to make it unforgettable! Discounts and offers include: Jam Packed Goodie Bags for First 50 Purchases!10% OFF Your Entire Purchase20% OFF Wine for Herd Wine…
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.