Events and Festivals in the Midwest
NOW - APRIL 23, 2026
The Super Mario Galaxy Movie (Regnier Extreme Screen)
Kansas City, MO
Bring the family to a limited-run family movie experience at Kansas City’s iconic Union Statio. It’s a great way to experience the rail, especially for families looking for kid-friendly indoor activities.
Nearest Amtrak Station: Kansas City, MO (KCY)
APRIL 9 - 12, 2026
EXPO CHICAGO Contemporary Art Fair
Chicago, IL
EXPO CHICAGO Contemporary Art Fair is a major contemporary + modern art fair featuring leading galleries and a robust program of talks, installations and public art — great for couples and culture-focused weekend trips, with plenty of nearby dining and attractions.
Nearest Amtrak Station: Chicago, IL (CHI)
APRIL 18, 2026
Hermann Antique Show - 2026
Hermann, MO
Join us at the Historic Festhalle at the Inn at Hermannhof (corner of 1st and Gutenberg) for the Hermann Antique Show, where antique dealers from across the country gather to bring you the best in early country antiques.
Nearest Amtrak Station: Hermann, MO (HEM)
MAY 16 - 17, 2026
74th Annual Hermann Maifest
Hermann, MO
Maifest is an old-fashioned celebration of spring and Hermann’s German heritage, with German music, dancing, food and parades. Add Maypole dancers, children’s games, heritage tours, beer gardens and an outdoor market for shopping, and visitors can enjoy an amazing small-town celebration. Visit the event website for additional details.
Nearest Amtrak Station: Hermann, MO (HEM)
MAY 16 - 17, 2026
74th Annual Maifest Festival
Hermann, MO
Experience one of Missouri’s oldest German festivals with Maypole dancers, Volksplatz marketplace, beer gardens, German music/food, kids’ activities, craft demos and a parade — a great weekend getaway for couples and families.
Nearest Amtrak Station: Hermann, MO (HEM)
MAY 16 - 17, 2026
Springfield Old Capitol Art Fair
Springfield, IL
The Springfield Old Capitol Art Fair is a long-running, juried fine art fair in downtown Springfield featuring artists from across the country. It also has a Children’s Tent, food/beverage area and live music, making it an easy, family-friendly day trip or weekend getaway.
Nearest Amtrak Station: Springfield, IL (SPI)
MAY 27 - 30, 2026
Scott Joplin International Ragtime Festival
Sedalia, MO
Come enjoy the Scott Joplin International Ragtime Festival, a nationally recognized music festival celebrating America’s original ragtime in the city where it took root. Explore the mix of free outdoor concerts, symposia, trolley tours, parade and ticketed evening shows (great for music fans + history travelers).
Nearest Amtrak Station: Sedalia, MO (SED)
JUNE 6 - 7, 2026
31st Annual Hermann Garden Tour
Hermann, MO
Explore Hermann Garden Club’s town and country tours of private gardens filled with early summer flowers, herbs and/or vegetables. A walking tour of public town gardens designed and supported by the Garden Club.
Nearest Amtrak Station: Hermann, MO (HEM)
JUNE 12, 2026
Blues in the District
Quincy, IL
Enjoy Blues in the District, a free, family-friendly outdoor blues concert series held in Quincy’s downtown Washington Park on scheduled summer Fridays (including June 12 and June 26, 2026).
Nearest Amtrak Station: Quincy, IL (QCY)
JUNE 25 - 28, 2026
Galesburg Railroad Days
Galesburg, IL
Revel in a rail-themed downtown festival with carnival, trolley rides, train viewing, model train show, family activities, vendors/food trucks and more — designed around Galesburg’s rail heritage. Some activities depart from the Amtrak Depot, making it especially rail-rider friendly.
Nearest Amtrak Station: Galesburg, IL (GBB)
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