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.

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August 2022

Live Music with Jenna Lynne

August 28 @ 2:00 pm - 4:00 pm
Timber Hill Winery, 1223 East Storrs Lake Road
Milton, WI 53563 United States
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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!

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September 2022

Live Music with Charlie Anne

September 4 @ 2:00 pm - 4:00 pm
Timber Hill Winery, 1223 East Storrs Lake Road
Milton, WI 53563 United States
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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.

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Live Music with Cyndi Meyer

September 11 @ 2:00 pm - 4:00 pm
Timber Hill Winery, 1223 East Storrs Lake Road
Milton, WI 53563 United States
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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!

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Live Music with Dan Brusky

September 18 @ 2:00 pm - 4:00 pm
Timber Hill Winery, 1223 East Storrs Lake Road
Milton, WI 53563 United States
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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…

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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.