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.

July 2022
Wineo Bingo with Edgerton Community Outreach
Wineo Bingo with Edgerton Community Outreach is July 1st, 15th & 29th at Timber Hill Winery! Come out to support an organization doing good in the community! "Edgerton Community Outreach, Inc. provides programs and services that help those in need. We strive to improve the quality of life for the people that we serve by breaking down barriers that decrease a person’s ability to achieve greater self-sufficiency" - https://edgertonoutreach.org/
Find out more »4th of July Fiesta!
Stop out to Timber Hill on July 2nd from 12-4pm for our 4th of July Fiesta! We are going to have The Blind Trailer out for the day to serve tacos and Mexican Street Corn Dip! 1 ticket = 1 taco (chicken or beef) and corn dip can be ordered upon arrival. TICKETS CAN BE PURCHASED HERE!
Find out more »Sweet ‘n Sour Duo
Duo performing tasty new arrangements of current and classic pop tunes. Paul West is a seasoned veteran of over 5000 shows and his daughter Lindsey is a newcomer with an amazing voice! They bring both talent and stage presence that will please a crowd!
Find out more »Herd Member Tailgate
Herd Member Tailgate is Wednesday, July 6th from 4-7pm!Your $5 ticket includes a burger or hot dog and a bag of chips with dip! Save the date and purchase your ticket now!If you're part of our Herd Wine Club Membership, come out and eat, drink, and play some yard games!Purchase your ticket by clicking HERE or using the button below! TICKETS
Find out more »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 »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, July 10th to catch Live Music with Cyndi Meyer at the winery!
Find out more »Live Music with Charlie Anne
Charlie Anne will be here with Live Music on the patio from 3-5pm! 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 July 16th from 3-5pm.
Find out more »Live Music with Gary the Band
They're back!! Live Music with Gary the Band will be at Timber Hill Winery from 2-4pm! Formed in 2012, Gary the band brings a unique sound to the Southern Wisconsin area, basing their approach on vocal harmonies and tasteful guitar work. With all members of the band sharing the duties of vocals, guitar, and percussion, Gary the Band is able to play a diverse selection of music including classic and modern Pop, Rock, Folk and more. Combining individual studio albums…
Find out more »Live Music with Tim O’Grady
Join us on our patio for Live Music and enjoy a glass (or bottle) and snacks or dinner while you enjoy Live Music with Tim O'Grady! Tim is a local musician that covers country music. Check out more about Tim and where he will be by visiting his website or Facebook!
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 »July Wine and Yoga
July Wine and Yoga is July 28th at 6pm! Whether you are a seasoned yogi or if you haven’t tried Yoga before, this is your class! Come let go of stresses and unwind with Yoga and Wine! Elise makes each session unique, beginner-friendly, and enjoyable. This will be a special yoga that’s nice and relaxing with lots of ‘gratitude’! Get your tickets by clicking here before they are gone! Yoga Tickets
Find out more »Live Music with Jackie Ernst
Live Music with Jackie Ernst is at Timber Hill on July 31st 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 »August 2022
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, August 7th to catch Live Music with Cyndi Meyer at the winery!
Find out more »Live Music with Tim O’Grady
Join us on our patio for Live Music and enjoy a glass (or bottle) and snacks or dinner while you enjoy Live Music with Tim O'Grady! Tim is a local musician that covers country music. Check out more about Tim and where he will be by visiting his website or Facebook!
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 »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.