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.

August 2022
Weekly Winery Update
We will have virtual happy hour on our Facebook and YouTube LIVE Wednesdays at 8pm! We are going to walk you through upcoming events and things happening 'at the winery', and check in with some of our staff that you may be missing! We hope you can join us! If you have questions please feel free to ask them live or comment on the Facebook live!
Find out more »August Book Club
August Book Club is August 18th at 6pm! August's book is The Lager Queen of Minnesota by J. Ryan Stradal. Summary of the book: "A novel of family, Midwestern values, hard work, fate and the secrets of making a world-class beer. Two sisters, one farm. A family is split when their father leaves their shared inheritance entirely to Helen, his younger daughter. Despite baking award-winning pies at the local nursing home, her older sister, Edith, struggles to make what most…
Find out more »Pop Culture Trivia
Join us for Pop Culture Trivia at Timber Hill August 5th & 19th from 6-7pm!
Find out more »Live Music with Jackie Ernst
Live Music with Jackie Ernst is at Timber Hill on August 21st from 2-4pm! Jackie Ernst is a Best of Madison singer/songwriter based in Southeastern Wisconsin. She is an emotive folk/rock artist with a bright powerful voice, and is sure to draw you in with her dynamic, edgy presence. Jackie’s sound has been compared to artists such as Stevie Nicks, Sheryl Crow, Alanis Morissette, Melissa Etheridge and P!nk. Bringing an eclectic mix of rock, pop, soul, country, folk & blues…
Find out more »Wineo Bingo with Kadlec Ranch Rescue
Wineo Bingo with Kadlec Ranch Rescue is August 12th & 26th from 6-7pm! Each month, Timber Hill partners with a non profit to fundraise at the winery! This month, we are partnering with Kadlec Ranch Rescue. “Kadlec Ranch Rescue is a Non-Profit rescue designed for the sick, injured, abandoned or orphaned. Our goal is to help as many animals in need in Rock county, Wisconsin and the surrounding area” - https://www.kadlecranchrescue.com/ Learn more about Kadlec Ranch Rescue by clicking HERE!
Find out more »Back2Back Live Music Acoustic Duo
Join us for Live Music with Back2Back Acoustics as Jim O’Connor & Christine Anderson will be at Timber Hill on Saturday, August 27 from 3-5pm! Back2Back covers a wide variety of artists and musical styles including rock, folk-rock, pop and a bit of country. You’ll hear songs by The Beatles, Michael Jackson, James Taylor, The Civil Wars, Fleetwood Mac, and more. They use a wide range of instruments including the following: Acoustic Guitar, Resonator Guitar, Square Neck Dobro, Ukulele, Keyboard,…
Find out more »Live Music with Jenna Lynne
Come enjoy Live Music with Jenna Lynne! She does everything from the Beatles to Taylor Swift. She also won Waukesha Idol, twice!! She is an up and coming artist who does everything from the Beatles to Taylor Swift. She also won Waukesha Idol, twice! You won't want to miss out! She will be on our patio from 2-4pm!
Find out more »September 2022
Live Music with Charlie Anne
Charlie Anne will be here with Live Music on the patio from 2-4pm! Charlie Anne is a duo who met through their love of music. They play a range of music that is perfect for sipping wine on the patio. Come out to listen to Charlie Anne on September 4th from 2-4pm.
Find out more »Live Music with Cyndi Meyer
Local musician Cyndi Meyer will be singing all your favorites! Join us for live music from 2-4pm! Cyndi has an amazing voice and you may recognize her from her band The Rainbow Bridge. She puts on a great show and we love having her! You can't go wrong with music and wine! Stop by Sunday, September 11th to catch Live Music with Cyndi Meyer at the winery!
Find out more »Live Music with Andy Braun at Timber Hill Winery
Live Music with Andy Braun at Timber Hill Winery! Any Braun performs crowd favorites from the 50s on up! Artists such as Johnny Cash, The Beatles, CCR, Neil Young, Jimmy Buffett, and more! We are excited to have Andy back at the winery with Live Music from 2-4pm. For more info, visit andybraun.com
Find out more »Live Music with Dan Brusky
Live Music with Dan Brusky is back on September 18th from 2-4pm! Local guitarist and vocalist, Dan Brusky, has been entertaining audiences for over 20 years. His unique interpretations of songs by such artists as Foo Fighters, Eagles, Stone Temple Pilots, Darius Rucker (Hootie), Doobie Brothers, Maroon 5, Zac Brown Band, Johnny Cash, Michael Jackson, and many others, is sure to keep you entertained. Dan will be here from 2-4pm, so come hangout on the patio for an afternoon of…
Find out more »Back2Back Live Music Acoustic Duo
Join us for Live Music with Back2Back Acoustics as Jim O’Connor & Christine Anderson will be at Timber Hill on Sunday, September 25th from 2-4pm! Back2Back covers a wide variety of artists and musical styles including rock, folk-rock, pop and a bit of country. You’ll hear songs by The Beatles, Michael Jackson, James Taylor, The Civil Wars, Fleetwood Mac, and more. They use a wide range of instruments including the following: Acoustic Guitar, Resonator Guitar, Square Neck Dobro, Ukulele, Keyboard,…
Find out more »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.