1) Milwaukee’s 12th Annual Chili Bowl (all ages)
Sunday 01/28: Potawatomi Hotel & Casino (Menomonee Valley); 11am – 4pm ($18)

One and a half pounds of chili. That’s 1.5 lbs of belly-filling deliciousness, courtesy of some 25+ local restaurants (in 3oz samples). It’s the annual Chili Bowl sponsored by Gruber Law Offices, and it’ll be filling the floors of Potawatomi with irresistible aromas. Expect unique recipes, plenty of hot sauce, and debate over noodle usage. Don’t fill up on the free rolls though (or do: it’s your chili). Bonus: non-smoking event.

2) Brewers On Deck (all ages)
Sunday 01/28: Wisconsin Center (Westown); 10am – 5pm ($15)

Photo by Joe Powell for The Squeaky Curd. Featured image provided by Andrew Swofford of

Though the famous Racing Sausages will soon feature the Johnsonville logo instead of Klement’s, there’s no doubt the love for the Brewers organization is still running strong in this offseason. There’s no better time to get pumped for Opening Day than at the Brewers On Deck winter fan fest. With “autograph sessions, photo opportunities, game shows, Q&A sessions and more”, and just about every player ever in attendance, it’s all-Brewers, all-day.

3) Waukesha JanBoree (all ages)
Fri-Sun 01/26-28: all over (Waukesha); various times (free)

For perhaps the first time ever, it looks like the Waukesha JanBoree will have decent weather. This city-wide, weekend-long winter extravaganza enters its 33rd year of providing free family fun, with indoor and outdoor activities spread across Waukesha. Check the website’s calendar for event times, and don’t forget to pack your toboggan.


1) Ever trust a giant smoking tiki drink

It literally has tentacles coming out of the abyss. It’s both terrifying and delicious.

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