Experience the Midwest
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)
JULY 2 - 5, 2025
La Crosse Riverfest
La Crosse, WI
La Crosse Riverfest is a five-day family festival located in Riverside Park over the 4th of July week. Riverfest prides itself on providing family-friendly entertainment. You’ll find music throughout the festival, including national acts and local bands. The area south of State Street features the family stage, which remains free of charge.
Nearest Amtrak Station: La Crosse, WI (LSE)
JULY 10 - 12, 2025
Country Boom
West Salem, WI
Country Boom is back and this year, it’s breaking the mold. With a powerhouse lineup featuring Kameron Marlowe, Koe Wetzel and Lil Jon, this festival blends country and hip-hop for a one-of-a-kind music experience that sets it apart from traditional country fests.
Nearest Amtrak Station: La Crosse, WI (LSE)
JULY 13, 2025
Minnesota Orchestra Pops Concert
Winona, MN
The Minnesota Orchestra, the beloved Lake Park Pops concert, and bassist Edgar Meyer are all returning to the Minnesota Beethoven Festival this season. Meyer will be joined by violinist Tessa Lark and cellist Joshua Roman as part of their first U.S. tour as a trio. The annual Pops Concert is free, open to the public, and held at Lake Park in Winona, nestled by the sweeping surrounding bluffs.
Nearest Amtrak Station: Winona, MN (WIN)
JULY 18 - 19, 2025
2025 Boutique Crawl, Red Wing
Red Wing, MN
Join us for live music, VIP specials, discounts and supporting local shops. Shop new and unique products, apparel, art, books and more. A variety of locally owned and operated businesses welcome you to Red Wing to enjoy the energy and beauty this river town has to offer.
Nearest Amtrak Station: Red Wing, MN (RDW)
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