Experience the Midwest
Events and Festivals in the Midwest
NOW - AUGUST 8, 2026
2026 Bronzeville Week
Milwaukee, WI
The 15th annual Bronzeville Week offers a mix of family-friendly and enriching diverse activities showcasing Milwaukee’s African-American Cultural and Entertainment district’s rich history of arts, culture and commerce. Come and find out what brings together residents, artists, businesses and community stakeholders for a positive and welcoming celebration every summer in the history-laden Bronzeville District.
Nearest Amtrak Station: Milwaukee, WI (MKE)
AUGUST 6 - 16, 2026
2026 Wisconsin State Fair
Milwaukee, WI
Enjoy an 11-day statewide visitor destination with rides, shows, competitions and daily programming geared for out-of-town guests. The Wisconsin State Fair will celebrate a historic 175 years of tradition and hope to once again welcome over one million Fairgoers.
Nearest Amtrak Station: Milwaukee, WI (MKE)
AUGUST 13 - 16, 2026
Milwaukee Irish Fest
Milwaukee, WI
The Milwaukee Irish Fest is a four-day celebration of Irish culture, featuring stages of live entertainment, as well as festival food and vendor areas, held annually in August at Henry Maier Festival Park in Milwaukee. This lakefront festival will have you dancing, drinking, eating and celebrating Irish heritage.
Nearest Amtrak Station: Milwaukee, WI (MKE)
AUGUST 14 - 16, 2026
39th Annual Winona Jazz Festival
Winona, MN
Although Winona is at the opposite end of the Mississippi from the birthplace of jazz, monthly jazz band performances, a Winona Jazz Festival and our own Mardi Gras celebration keep the toe-tapping music alive here year-round. The Upper Mississippi Jazz Society, a non-profit organization since 1992, is dedicated to promoting live jazz of all kinds throughout the Upper Mississippi River region.
Nearest Amtrak Station: Winona, MN (WIN)
AUGUST 15, 2026
Big Muddy in The Streets
Winona, MN
The Winona Main Street Program presents Big Muddy in The Streets, a free event for all ages held on 3rd Street in Downtown Winona from Main Street to Franklin Street. The annual Big Muddy in The Streets will feature live music, Best in Area Grilling Competition, Bloody Mary Tasting, food trucks, cornhole competition, kids’ activities and more.
Nearest Amtrak Station: Winona, MN (WIN)
AUGUST 21 - 23, 2026
Bluffs2Backwaters
Winona, MN
Bluffs2Backwaters is Winona’s signature recreation festival — a multi-day celebration of everything we love about getting outside. Set between our iconic bluffs and the winding backwaters of the Mississippi, the festival brings people together through adventure, music, art and community. At its heart, Bluffs2Backwaters is about connection: between people and nature, recreation and art, locals and visitors. It’s about celebrating the places that inspire us and the community that keeps them alive. Join us for a weekend of exploration, creativity, and celebration — from the bluffs to the backwaters.
Nearest Amtrak Station: Winona, MN (WIN)
AUGUST 21 - 23, 2026
Ethnic Enrichment Festival
Kansas City, MO
The Ethnic Enrichment Commission (EEC) of Kansas City is a dynamic organization dedicated to celebrating and preserving the rich cultural tapestry of our communities. Through education, outreach and engaging programs, the commission fosters a deeper understanding and appreciation of the diverse ethnic traditions, languages and customs that define our communities.
Nearest Amtrak Station: Kansas City, MO (KCY)
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