Experience the Midwest
Events and Festivals in the Midwest
NOW - FEBRUARY 2, 2026
Frozen Fest
Sun Prairie, WI
Frozen Fest is Sun Prairie’s multi-day winter celebration, featuring more than 14 free and low-cost events spread across the community. Visitors can enjoy ice skating, outdoor and indoor family activities, cozy gatherings and neighborhood traditions throughout the week. The festival culminates with the city’s signature Groundhog Day celebration, where Jimmy the Groundhog makes his weather prediction in front of a lively crowd.
Nearest Amtrak Station: Columbus, WI (CBS)
NOW - FEBRUARY 8, 2026
Chicago Restaurant Week
Chicago, IL
Celebrate the 19th annual Chicago Restaurant Week. This 17-day celebration of Chicago’s award-winning dining scene is one of the most anticipated culinary events of the year.
Nearest Amtrak Station: Chicago, IL (CHI)
NOW - FEBRUARY 16, 2026
Canstruction Milwaukee
Milwaukee, WI
View colorful and creative sculptures—each made of at least 1,000 canned and non-perishable food items—designed and built by more than two dozen teams of local leaders in architecture, engineering and construction.
Nearest Amtrak Station: Milwaukee, WI (MKE)
FEBRUARY 5 - 15, 2026
Chicago Theatre Week
Chicago, IL
Chicago Theatre Week is a 10-day annual celebration of the city’s theatre scene brought to you by the League of Chicago Theatres in partnership with Choose Chicago. Chicago Theatre Week celebrates an expansive audience, with more than 50% of attendees visiting their chosen theater for the first time. The kick-off celebration will include sneak-peek performances, light bites and a cash bar.
Nearest Amtrak Station: Chicago, IL (CHI)
FEBRUARY 7 - 16, 2026
Chicago Auto Show
Chicago, IL
The Chicago Auto Show is one of the largest and longest-running auto shows in North America. The event spans ten public days plus preview events. Attendees can explore the latest vehicles, including EVs, and experience indoor test tracks, outdoor ride & drives and interactive exhibits.
Nearest Amtrak Station: Chicago, IL (CHI)
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