Test your music knowledge at our Live Music Trivia Night with Jenna Lynne! She’ll play 15-20 seconds of iconic 90s and 2000s hits, and it’s up to you and your team to guess the song. Think you have what it takes? Not only will the winning team score the ultimate prize, but this night is also for a great cause! All proceeds support the AVID program, helping students achieve their dreams. Donations grant you entry, plus…

Live Music with Jenna Lynne! Join us at Timber Hill Winery on May 10th from 6:00 PM – 8:00 PM for an evening of fantastic live music with Jenna Lynne! Grab a glass of your favorite wine, sit back, and enjoy her incredible performance in a cozy winery atmosphere. Tag your friends and make it a night to remember! #LiveMusic #TimberHillWinery #JennaLynne #WineAndMusic

Our Mother’s Day Brunch is officially SOLD OUT for seated reservations — but we’d still love to celebrate with you! We’ll have patio seating available on a first-come, first-served basis. While we can't guarantee a table, you're welcome to join us and enjoy the day! You’ll be able to purchase buffet tickets on-site or order from our regular menu. Mother’s Day Brunch Treat the amazing moms in your life to a relaxing and delicious day out at Timber Hill…

Get your hands dirty & your wine glasses full! Join us on May 13th for an Herb & Veggie Planting Class with Geske Gardens! They'll walk you through the planting process, share tips for long-term care, and help you grow your green thumb—all while you sip on your favorite Timber Hill Wines! Spots are limited—reserve yours today! get your tickets here

Join us on May 18th from 11:00 AM – 2:00 PM for a purr-fect afternoon filled with adorable kittens, wine, and giving back! We’re teaming up with HSSW to support kittens in need, and we’d love your help! How You Can Help:We encourage guests to bring monetary or in-kind donations to support these little furballs. Check out their wishlist here: https://www.petsgohome.org/ways-to-give/wish-list/ What to Expect: Meet adoptable kittens Enjoy wine & kitten snuggles Learn about fostering & volunteering…

Join us on Thursday, May 29 at Timber Hill Winery in Milton for an evening of networking, fun, and laughter—all while supporting a great cause! This special event, hosted by Girls Night Out of Rock County, will help raise funds for Triple H Ranch, a local organization making a difference in our community. Free Admission Bring cash for delicious food and beverages, exciting raffle baskets, and a thrilling 50/50 drawing! Gather your friends and enjoy a fantastic night…