Experience the Midwest
Events and Festivals in the Midwest
NOW - OCTOBER 5, 2025
Minnesota Renaissance Festival
St. Paul-Minneapolis, MN
Step back in time at the Minnesota Renaissance Festival, where you can enjoy jousting, artisan crafts and delicious food. This immersive experience is perfect for those who love history and fantasy.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
NOW - NOVEMBER 2, 2025
China Lights
Milwaukee, WI
Experience the stunning China Lights display at Boerner Botanical Gardens. This event features beautiful lantern displays, cultural performances and delicious Asian cuisine.
Nearest Amtrak Station: Milwaukee, WI (MKE)
OCTOBER 1 - 31, 2025
Hermann Trolley Dark History Tour
Hermann, MO
Join Hermann Trolley for a spine-chilling journey through the dark and mysterious past of Hermann. Knowledgeable guides will take you on a trolley ride to explore the city’s most haunted locations and share the eerie tales that lurk within.
Nearest Amtrak Station: Hermann, MO (HEM)
OCTOBER 2 - 4, 2025
Wise Fest
Milwaukee, WI
Celebrate the arts at Wise Fest, featuring local musicians, artists and food vendors. This festival aims to promote community engagement and creativity through various performances and workshops.
Nearest Amtrak Station: Milwaukee, WI (MKE)
OCTOBER 3 - 5, 2025
Bayfield Apple Festival
Wisconsin Dells, WI
Join the celebration of the apple harvest at the Bayfield Apple Festival. Enjoy apple picking, local crafts and delicious apple-themed treats while taking in the beautiful fall scenery.
Nearest Amtrak Station: Wisconsin Dells, WI (WDL)
OCTOBER 3 - 5, 2025
Milwaukee’s Original Oktoberfest
Milwaukee, WI
Experience authentic German culture at Milwaukee’s Original Oktoberfest. Enjoy traditional food, music and dancing, along with a variety of local beers to celebrate the season.
Nearest Amtrak Station: Milwaukee, WI (MKE)
OCTOBER 3 - 5, 2025
Twin Cities Oktoberfest
St. Paul-Minneapolis, MN
Celebrate German culture at the Twin Cities Oktoberfest, featuring traditional food, music and a variety of local brews. This family-friendly event includes activities for all ages, making it a perfect outing for everyone.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
OCTOBER 3 - 4, 2025
Chain O’ Lakes Blues Festival
Milwaukee, WI
Enjoy a weekend filled with soulful blues music at the Chain O’ Lakes Blues Festival. This event showcases talented blues artists and offers food and craft vendors for a complete experience.
Nearest Amtrak Station: Milwaukee, WI (MKE)
OCTOBER 4, 2025
Madison Vegan Fest
Madison, WI
Explore plant-based living at the Madison Vegan Fest. This event includes food tastings, cooking demonstrations and informative talks about veganism and sustainability.
Nearest Amtrak Station: Madison, WI (MSN)
OCTOBER 4 - 5, 2025
Cedarburg Oktoberfest
Milwaukee, WI
Celebrate the fall season at Cedarburg Oktoberfest with live music, local crafts and a variety of food and drink options. This family-friendly event is perfect for all ages.
Nearest Amtrak Station: Milwaukee, WI (MKE)
OCTOBER 4 - 5, 2025
Great Pumpkin Festival
St. Paul-Minneapolis, MN
Join the fun at the Great Pumpkin Festival, where you can enjoy pumpkin-themed activities, hayrides, and live entertainment. This event is perfect for families looking to celebrate the fall season with outdoor fun.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
OCTOBER 11, 2025
Autumn Brew Review
St. Paul-Minneapolis, MN
Sample a variety of craft beers from local breweries at the Autumn Brew Review. This event features live music and food vendors, creating a lively atmosphere for beer enthusiasts and casual drinkers alike.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
OCTOBER 10 - 11, 2025
Warrensburg Burg Fest Street Fair
Warrensburg, MO
Downtown Warrensburg’s annual two-day street fair is brought to the community by Warrensburg Main Street. The family-filled, pet-friendly, community event includes live music, entertainment, children’s activities, a classic car show, beer gardens, artisan, craft, informational booths, a carnival and tons of food options.
Nearest Amtrak Station: Warrensburg, MO (WAR)
OCTOBER 11 - 12, 2025
Sugar Creek Arts Festival
Normal, IL
Enjoy the free community event featuring more than 100 locally and nationally acclaimed artists, two live music stages, food trucks and much more. Presented by the McLean County Arts Center and the Town of Normal.
Nearest Amtrak Station: Normal, IL (BNL)
OCTOBER 18 - 19, 2025
Harvest Festival
St. Paul-Minneapolis, MN
Celebrate the harvest season at the Harvest Festival, featuring local produce, crafts and family-friendly activities. Enjoy live music and delicious food while exploring the beauty of autumn in Minnesota.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
OCTOBER 20 - 26, 2025
Fall Restaurant Week!
Milwaukee, WI
Looking for a delicious way to spend your fall? Look no further. Mpls.St.Paul Magazine's Fall Restaurant Week is here. With more than 70 participating restaurants, it’s the perfect excuse to get out, explore and treat yourself to something special this fall.
Nearest Amtrak Station: St. Paul-Minneapolis, MN (MSP)
OCTOBER 26 - 28, 2025
Harvest Fair
Milwaukee, WI
The Harvest Fair at Wisconsin State Fair Park features local vendors, live music and family-friendly activities. Celebrate the fall season with delicious food and fun for all ages.
Nearest Amtrak Station: Milwaukee, WI (MKE)
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