Weekend Plans? Here’s What’s Going on in Milton, WI in November

We’re officially into the colder months, but that doesn’t mean the fun has to stop! Milton is popping with fun events that will keep you entertained all month long. Explore your new weekend plans below!

Trivia: I Mustache You Some Questions at Good Works Brewing Company

Trivia that supports a good cause? Sign us up. Good Works Brewing Company is donating $1 from each pint sold during trivia to Movember. This cause raises awareness and funds for men’s health. Specifically, it revolves around mental health, suicide, prostate cancer, and testicular cancer support.

November 6, 2025 7:00 PM - 8:30 PM

237 Parkview Drive

Milton, WI 53563

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Daddy-Daughter Dance at The Gathering Place

It’s your chance to make memories that will last a lifetime! This night of fun is $50 per couple, plus $10 per additional child.

November 8, 2025 6:00 PM - 8:00 PM

715 Campus Street

Milton, WI 53563

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Live Music at Rubber Ducky Winery

Who doesn’t want to relax at a winery and listen to great music? Every weekend in November, Rubber Ducky Winery is your go-to spot. 

Every Weekend in November!

232 S Janesville Street

Milton, WI 53563

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Sunday Chess Club at Milton Public Library

Want to play chess in a relaxed, social setting? At the Milton Public Library, you can play with new people and get helpful tips and guidance from others. The library will be supplying chess boards, but you’re welcome to bring your own! This event is open to all ages.

November 16, 2025 12:00 PM - 3:30 PM

430 E High Street

Milton, WI 53563

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Holiday Hunt Market at Timber Hill Winery

This vendorless market experience promises to “make holiday shopping simple, fun, and stress-free.” You can find stocking stuffers, holiday gifts, or something just for you!

November 22-23, 29-30 11:00 AM - 7:00 PM

8220 N John Paul Road

Milton, WI 53563

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Come Shop at Sunny & Olive!

Not seeing any events that catch your eye? Why not come down to Sunny & Olive for a fun shopping experience? Since 2023, we’ve been curating the best secondhand finds and consignment treasures. Visit our shop for size-inclusive, sustainable fashion. 

613 W Madison Ave

Milton, WI 53563

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