Experience the Midwest
Events and Festivals in the Midwest
OCTOBER 14 - 25, 2026
Chicago International Film Festival
Chicago, IL
Get ready for the 62nd edition of North America’s longest-running competitive film festival. The Chicago International Film Festival brings more than 150 films from around the world to Chicago. The festival also includes special celebrity appearances, post-screening panel Q&As and in-person tributes to legendary filmmakers, offering moviegoers the ultimate Chicago film experience.
Nearest Amtrak Station: Chicago, IL (CHI)
OCTOBER 14 - NOVEMBER 8, 2026
St. Louis Fall Festival
St. Louis, MO
Our Fall Festival goes beyond pumpkins and corn mazes, with nine themed weekends packed with live music, special attractions, demonstrations, family activities, local vendors and one-of-a-kind experiences. From hot rods and Jeeps to American artisans, Halloween fun, military tributes and more, each weekend brings a different reason to come back to the farm.
Nearest Amtrak Station: St. Louis, MO (STL)
OCTOBER 14 - DECEMBER 30, 2026
Crossing Threads: Romanian Motifs in Minnesota
Saint Paul, MN
Discover the beauty and symbolism of Romanian folk art at Crossing Threads: Romanian Motifs in Minnesota. This special exhibition at Saint Paul’s Landmark Center showcases traditional embroidery, textiles and decorative motifs, exploring how Romanian traditions have traveled across generations and continents while preserving stories of identity, family and cultural heritage.
Nearest Amtrak Station: Saint Paul, MN (MSP)
OCTOBER 15 - 24, 2026
Shadows & Spirits of the State Capitol
Saint Paul, MN
Join a one-hour guided tour of the restored State Capitol through the shadowy rotunda, corridors and chambers lit with the original early-1900s lighting as history lingers around every corner. Along the way, visitors will encounter historical "spirits" who tell stories of the Capitol's past.
Nearest Amtrak Station: Saint Paul, MN (MSP)
OCTOBER 16 - 17, 2026
UCM Homecoming
Warrensburg, MO
Get excited for Homecoming 2026. We're turning back the clock this year with our Retro Rewind theme. Grab your friends, cue the nostalgia and come back to campus to replay memories and record new ones.
Nearest Amtrak Station: Warrensburg, MO (WAR)
OCTOBER 16 - 18, 2026
Saint Paul Art Crawl
Saint Paul, MN
The St. Paul Art Crawl is one of the Capital City’s most beloved events. It’s the longest-running art crawl in the United States, spanning across all corners of Saint Paul. Celebrate over 300 local artists representing 10 districts in St. Paul and enjoy local food, live music and dance in a collection of different venues - galleries, shared spaces and artists' lofts.
Nearest Amtrak Station: Saint Paul, MN (MSP)
OCTOBER 16 - NOVEMBER 1, 2026
Oktoberfest in Hermann
Hermann, MO
Each October, amid a backdrop of brilliant Missouri fall colors, Hermann hosts Oktoberfest, a celebration of the town’s German heritage, the autumn season, good food, wine, beer and music.
Nearest Amtrak Station: Hermann, MO (HEM)
OCTOBER 16 - NOVEMBER 28, 2026
Fall Festival
Kansas City, MO
Featuring over 60 farm fun adventures, KC Pumpkin Patch is always in season. Bring the whole family out to the farm for a day of smiles, laughs and making memories.
Nearest Amtrak Station: Kansas City, MO (KCY)
OCTOBER 17 - 18, 2026
Open House Chicago
Chicago, IL
Explore one of the largest architecture and urban festivals in the world as Open House Chicago returns to celebrate 16 years of architecture, culture and community. This free public festival offers behind-the-scenes access to more than 200 sites, including many that are not normally open to the public.
Nearest Amtrak Station: Chicago, IL (CHI)
OCTOBER 23 - 25, 2026
GalaxyCon St. Louis
St. Louis, MO
This three-day fan convention features pop-culture guests and activities at America's Center. GalaxyCon St. Louis is more than a Comic-Con. It’s a 3-day festival of fandom with celebrities, artists, writers, voice actors, cosplayers, entertainers, creators, wrestlers and fan groups. Join fans from across the galaxy and celebrate comic books, pop culture, sci-fi, fantasy, anime, gaming, cosplay and more.
Nearest Amtrak Station: St. Louis, MO (STL)
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