Events and Festivals in the Midwest

NOW - AUGUST 6, 2025
Cruise Nights at Lakeview Drive Inn
Winona, MN
Take a step back in time this summer on the first Wednesday of every month at Lakeview Drive Inn. Lakeview is proudly Winona’s oldest restaurant, opening its doors in 1938. Lakeview’s Root Beer is made from scratch with its own exclusive recipe. Cruise nights bring in classic cars, themed-vehicle nights, live music, prizes and more.
Nearest Amtrak Station: Winona, MN (WIN)
NOW - AUGUST 13, 2025
Winona Municipal Band Concerts
Winona, MN
The Winona Municipal Band concerts are an annual summer tradition held every Wednesday night in Lake Park and are free and open to the public. The Winona Lake Park Bandshell has been the home of the band since 1924.
Nearest Amtrak Station: Winona, MN (WIN)
NOW - AUGUST 30, 2025
Trolley Tours: Mansions and Memories
La Crosse, WI
This 2.5-hour tour will drive through Historic Downtown La Crosse and have step-offs at the Hixon House and Castle La Crosse. The tour at Hixon House will include a ground-floor tour, time to walk through the gardens and refreshments in the Visitor Center. Historic Castle La Crosse will also include a tour of its exquisite premises. *Both step-off properties are not ADA accessible.
Nearest Amtrak Station: La Crosse, WI (LSE)
NOW - SEPTEMBER 28, 2025
Kansas City Royals Men’s Baseball
Kansas City, MO
Get to the game — cheer on the Kansas City Royals at Kauffman Stadium.
Nearest Amtrak Station: Kansas City, MO (KCY)
NOW - SEPTEMBER 28, 2025
St. Louis Cardinals Men’s Baseball
St. Louis, MO
Cheer on the St. Louis Cardinals at Busch Stadium.
Nearest Amtrak Station: St. Louis, MO (STL)
AUGUST 1 - 3, 2025
River City Days 2025, Red Wing
Red Wing, MN
Join us for this fun-filled annual event geared towards all ages. This river town festival offers live entertainment, food trucks, a craft fair, bingo, a fly-in pancake breakfast, disc-golf competition, a parade and many more exciting activities.
Nearest Amtrak Station: Red Wing, MN (RDW)
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