We’re excited to bring back live music to the tasting room!
Brooke Nunn has been singing since she could talk and received her first guitar at 8 years old!
Stop in to listen the best country music from 2-4pm!
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.
🎶🍷 Get ready for an unforgettable afternoon at Timber Hill Winery! 🍷🎶 Mark your calendars for September 29th because from 2:00pm-4:00pm, we’re bringing you live music with the incredibly talented John Gay! 🌟✨ Imagine sipping on our finest wines, surrounded by the serene beauty of the vineyard, while John's soulful tunes fill the air. 🍇🎸 Whether you're a wine enthusiast, a music lover, or just looking for the perfect way to spend your Saturday, this is one event you won’t…
🍇🧘♀️✨ Unwind & Uncork with Us! 🍷🌿 Join us for an enchanting evening of yoga in the vineyard with the incredible Elise! Whether you're a seasoned yogi or a wine lover curious to dive into the world of yoga, this unique class is designed just for you. Imagine stretching under the open sky, surrounded by lush vines and the soothing scent of grapes, as the sun sets in the horizon. Elise will guide you through a harmonious session from 6:00pm-7:00pm,…
🍷✨ Ready for a night of fun, friends, and philanthropy? Join us for an unforgettable evening of Wineo Bingo in support of the Janesville area Special Olympics! 🌟 Every sip and every bingo card played helps our incredible athletes achieve their dreams. With each donation, you're not just getting a chance to win amazing prizes, but you're also directly benefiting these inspiring individuals who give their all every day! Let's come together, raise a glass, and make a difference in…
Exciting news, wine & dog lovers! 🍷🐾 Join us at Timber Hill Winery for our second Fun Run and Dog Walk in partnership with the amazing teams at Alberts Dog Lounge and Good Works Brewing! 🎉 This time, we're adding a little more challenge with the option to sign up for a 5k run or a 1.9 mile walk. It's not just a fun day out, but a wonderful way to support local businesses and enjoy the beauty of our…
🎤✨ Get ready to experience an afternoon of pure musical magic! 🌟 Join us at Timber Hill Winery on October 6th from 2:00pm-4:00pm for an unforgettable live performance by the incredibly talented Charlie Anne! 🍷🎶 Whether you're a fan of soulful ballads or upbeat tunes, Charlie Anne's captivating voice and mesmerizing stage presence are sure to leave you spellbound. 🎶❤️ Gather your friends, sip on some exquisite wines, and let the music take you on a journey you won't want…
🎤✨ Calling all Bellas and Treblemakers! 🎤✨ Think you know everything about the aca-awesome world of Pitch Perfect? 🎶💁♀️ It's time to show off your trivia skills and join us for Pitch Perfect Trivia Night on October 11th from 6:00pm-7:00pm! 🗓️🕕 Whether you can nail every riff-off or you’re a pro at quoting Fat Amy’s hilarious one-liners, this is your moment to shine! 🌟🎬 Grab your fellow Pitches, brush up on your knowledge of all three movies, and get ready…
🎨✨ Get ready, art lovers! Join us at the Milton Art Crawl this weekend and make our stop a highlight of your journey. We're beyond excited to showcase the incredible talent of Kimber Clough, a master in the art of tattoos. Kimber's unique pieces capture the essence of creativity and personal expression, and she'll be sharing a stunning collection of her work, including some one-of-a-kind hats for sale! Whether you're an art connoisseur, a tattoo enthusiast, or just looking for…
🎶🍷 Get ready to sip, savor, and sway! 🍷🎶 Join us at Timber Hill Winery for a sensational afternoon of live music with the incredibly talented Bill Conway! 🌟 From 2:00pm-4:00pm on October 13th, let Bill's soulful tunes set the perfect backdrop for your weekend. Whether you're a wine connoisseur or just love a good time, this is the place to be! Gather your friends, bring your dancing shoes, and let's make some unforgettable memories together. Cheers to good wine,…
🎃🌿 Get ready for a fall-tastic event you won't want to miss! 🎃🌿 On October 14th, we're teaming up with the amazing Geske's Gardens to bring you an enchanting pumpkin succulent planting experience right here at Timber Hill Winery! 🍷✨ Imagine sipping on our finest wines while you create your very own autumn-inspired succulent masterpiece. 🥂🍂 Whether you're a seasoned plant parent or just looking to try something new, this is the perfect way to celebrate the season. Plus, you'll…
📚✨ Join us on October 17th at 6:00 PM as we revive the magic of our monthly Book Club! This month, we're diving into the icy depths of "The Frozen River" by Ariel Lawhon. 🌨️❄️ Get ready to unravel mysteries, explore chilling narratives, and share your thoughts in a warm, welcoming space. Whether you’re a seasoned bookworm or new to the literary world, our club is FREE and open to all! Let's come together, sip some hot cocoa, and turn…
🎉🥁 Drum roll please!🥁🎉 Comedy nights are back and better than ever! Get ready to laugh until your sides hurt because our hilarious lineup is here to bring the house down! For just $10 a ticket, you can join us for a night of non-stop giggles, chuckles, and belly laughs. Whether you’re a stand-up comedy aficionado or just looking for a great night out, this is the place to be. Tag your friends, grab your tickets, and prepare for an…
🍸✨ Get ready for another unforgettable day at Speakeasy on The Hill! 🎉 Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 🌟 Whether you're a cocktail connoisseur or just looking for a fun way to spend your day, this is the place to be. Sip on expertly crafted drinks, soak in the unique ambiance, and make some incredible memories with friends. 🥂✨ Don’t miss out…
🍸✨ Get ready for another unforgettable day at Speakeasy on The Hill! 🎉 Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 🌟 Whether you’re a cocktail connoisseur or just looking for a fun way to spend your day, this is the place to be. Sip on expertly crafted drinks, soak in the unique ambiance, and make some incredible memories with friends. 🥂✨ Don’t miss out…
🍷🎉 Eight amazing years and countless unforgettable memories! Join us on October 19th as we raise a glass to Timber Hill Winery's 8th Anniversary! 🎉🍷 For just $25, you can be part of an epic celebration featuring a fun Soiree, mouth-watering food, live music, and a selfie station to capture all those special moments. 📸✨ Dress your best and prepare to celebrate the heart of it all with us! ❤️ Whether you've been with us from the start or are…
🍸✨ Get ready for another unforgettable day at Speakeasy on The Hill! 🎉 Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 🌟 Whether you’re a cocktail connoisseur or just looking for a fun way to spend your day, this is the place to be. Sip on expertly crafted drinks, soak in the unique ambiance, and make some incredible memories with friends. 🥂✨ Don’t miss out…
🎶✨ Get ready to vibe with us this Sunday, October 20th, because we've got a musical treat for you! 🎤🌟 Join us from 2:00pm-4:00pm as Carlo Grimelli takes our stage, bringing you an unforgettable live performance. Whether you're a fan of soulful melodies, toe-tapping beats, or just looking for a perfect way to spend your Sunday afternoon, this event is not to be missed! 🙌💫 Grab your friends, come early to snag the best seats, and enjoy some amazing tunes…
🌟✨ Unleash your inner artist at our next Paint and Sip Night with the incredible Annie from Vannie Gogh! 🎨🍷 Join us for an unforgettable evening as Annie guides you through the magical process of painting a ghost adorned with beautiful flowers. 👻🌸 Whether you're a seasoned artist or just looking for a fun night out, this event is perfect for everyone! Gather your friends, sip on your favorite drinks, and let your creativity flow. 🍹🖌️ Don’t miss out on…
✨ Ready to uncover the future? 🌟 Join us for an enchanting afternoon with the incredible Brandi on October 24th from 3pm-7pm for exclusive psychic readings! 🔮✨ For just $25, embark on a magical journey of self-discovery and catch a glimpse of what destiny has in store for you. 🌌 The quest begins at 2:45pm, so arrive early—readings are on a first come, first serve basis! 🕒💫 Don’t miss this unique opportunity to uncork your future and gain insights that…
🎃✨ Calling all witches, wizards, and Hocus Pocus fanatics! 🧙♀️🔮 Join us as we kick off October 25th with a magical night of Hocus Pocus Trivia from 6:00pm-7:00pm! 🕕✨ Gather your coven, don your best Sanderson Sister attire, and test your knowledge on all things Hocus Pocus. Do you know the spell to turn someone into a cat? 🐈⬛ Or how many years it took for the black flame candle to be lit? 🕯️💀 Prizes, potions, and plenty of spooky…
🍸✨ Get ready for another unforgettable day at Speakeasy on The Hill! 🎉 Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 🌟 Whether you’re a cocktail connoisseur or just looking for a fun way to spend your day, this is the place to be. Sip on expertly crafted drinks, soak in the unique ambiance, and make some incredible memories with friends. 🥂✨ Don’t miss out…
🕵️♂️🔍✨ Calling all detectives, sleuths, and thrill-seekers! 🕵️♀️🔍✨ The Midnight Manor Murder Mystery is BACK and spookier than ever! 👻🖤 Unravel the enigmatic secrets of the haunted manor, piece together cryptic clues, and unmask the elusive culprit... if you dare! 🕰️🔦 Join us on October 26th from 6:00pm-9:00pm for an unforgettable evening of suspense, intrigue, and spine-chilling fun! 🕯️🏰🕯️ Assemble your team, don your detective hats, and prepare for a night where every shadow could hold a secret and every…
🎶✨ 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…
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.