Experience the Midwest
Events and Festivals in the Midwest
NOW - SEPTEMBER 29, 2024
Kansas City Royals Baseball
Kansas City, MO
Head down to Kauffman Stadium for an eventful night cheering on your Kansas City Royals Baseball team.
Nearest Amtrak Station: Kansas City, MO (KCY)
NOW - SEPTEMBER 29, 2024
Milwaukee Brewers Baseball
Milwaukee, WI
Hurry and grab your tickets ahead of time for the Milwaukee Brewers Baseball season. Join us at the American Family Field for a guaranteed fun experience with your family and friends.
Nearest Amtrak Station: Milwaukee, WI (MKE)
NOW - SEPTEMBER 30, 2024
Chicago Cubs Baseball
Chicago, IL
Grab your gear and head down to the historic Wrigley Field, known as Wrigleyville, to cheer on your Chicago Cubs’ first home game.
Nearest Amtrak Station: Chicago, IL (CHI)
NOW - SEPTEMBER 30, 2024
Cardinals Baseball
St. Louis, MO
Cheer on the Cardinals’ first home game at Busch Stadium.
Nearest Amtrak Station: St. Louis, MO (STL)
NOW - OCTOBER 26, 2024
Outdoor Market Weekends
La Crosse, WI
Come enjoy the Outdoor Market Weekends from now until October to enjoy the farmers market, flea market, Amish goods and more.
Nearest Amtrak Station: La Crosse, WI (LSE)
JUNE 5 - AUGUST 28, 2024
Free Concert in the Park
Red Wing, MN
Come enjoy free live music in the park for all ages every Wednesday throughout the summer months. Brought to you by Red Wing Arts. Bring your chairs or a blanket, pack a cooler and enjoy the luxurious outdoors with friends and family in the historic downtown area.
Nearest Amtrak Station: Red Wing, MN (RDW)
JUNE 13 - SEPTEMBER 12, 2024
Moon Tunes 2024
La Crosse, WI
We want you, your family and friends to have a great night at Moon Tunes. We offer a wide variety of music throughout the summer concert series.
Nearest Amtrak Station: La Crosse, WI (LSE)
JUNE 30, 2024
Chicago Pride Parade
Chicago, IL
Come share and celebrate your pride with us at one of the largest LBGTQ+ events in the world. The Chicago Pride Parade marches through the historic Northalsted, Uptown, Lakeview and Lincoln Park neighborhoods. Don’t miss out on one of the most popular Pride parades in the country for more than 50 years.
Nearest Amtrak Station: Chicago, IL (CHI)
JULY 4, 2024
Salute to America
Jefferson City, WI
Come celebrate Jefferson City’s annual 4th of July celebration, Salute to America. Featuring the largest fireworks display in central Missouri, this event fills downtown with carnival games, a parade, delicious beverages and more.
Nearest Amtrak Station: Jefferson City, WI (JEF)
JULY 4 - 6, 2024
FreedomFest 2024
Hermann, MO
FreedomFest will be held July 4 - 6. Events include a parade, the City Band Concert, and Fireworks over the Missouri River. There will also be a 5k Run, kids events and a concert by the Steve Leslie Band at the Clara Eitmann-Messmer Amphitheater.
Nearest Amtrak Station: Hermann, MO (HEM)
JULY 7 - AUGUST 27, 2024
Millennium Park Summer Film Series
Chicago, IL
Every summer in Chicago, visitors and locals head over to the Jay Pritzker Pavilion in Millennium Park to kick back, picnic and watch free movies against the city’s beautiful iconic skyline. Come down on Tuesday evenings at 6:30pm to watch blockbusters, award-winners, and family classics in an unforgettable setting.
Nearest Amtrak Station: Chicago, IL (CHI)
JULY 11 - 14, 2024
Windy City Smokeout
Chicago, IL
Bring your family and friends to a weekend-long tailgate at this popular country music festival, known for drawing in the industry’s top names. Hurry and get your tickets to see Thomas Rhett, Chase Rice, Parker McCollum, Lee Brice, Cody Johnson, Billy Currington and Carrie Underwood.
Nearest Amtrak Station: Chicago, IL (CHI)
JULY 26 - 28, 2024
Wicker Park Fest
Chicago, IL
As one of Chicago’s most anticipated summer festivals and dubbed "Chicago's Best Street Festival of the Summer " by the Chicago Tribune, Wicker Park Fest is one of Chicago’s top-drawing festivals, attracting visitors from across Chicagoland and the country with its fantastic music line-up. Wicker Park Fest reflects the neighborhood’s rich musical heritage, vibrant nightlife and acclaimed restaurants.
Nearest Amtrak Station: Chicago, IL (CHI)
AUGUST 3, 2024
Hermann Wine & Jazz Festival
Hermann, MO
Jazz up your summer. Come enjoy great music, good food and drinks at the Clara Eitmann Messmer Amphitheatre.
Nearest Amtrak Station: Hermann, MO (HEM)
AUGUST 3, 2024
Missouri Bourbon Festival 2024
Hermann, MO
Enjoy bourbon tastings from Missouri Bourbon distilleries hosted by Copper Mule Distillery. The ticket includes tastings from Missouri distilleries in your complimentary Glencairn glass etched with the festival logo. There will be a variety of distilleries from across the state offering tastings, drinks and products for sale. The festival will host educational sessions, food, music and games.
Nearest Amtrak Station: Hermann, MO (HEM)
AUGUST 10, 2024
Bud Billiken Parade
Chicago, IL
The Bud Billiken® Parade is more than a procession of bands and floats marching down King Drive, it’s a commemoration of the past and a celebration of the future. Every summer since 1929, “The Bud” has united African Americans throughout the city of Chicago in music, dance, food and laughter. It’s one of the only spaces where they can openly and emphatically praise the historic roots that plant them into the South Side of Chicago.
Nearest Amtrak Station: Chicago, IL (CHI)
AUGUST 10, 2024
P!NK: Summer Carnival Tour
St. Louis, MO
Hurry and grab your tickets for the Summer Carnival Tour featuring P!NK. The tour starts at 6:30 pm at America’s Center and The Dome. Tickets are available now.
Nearest Amtrak Station: St. Louis, MO (STL)
AUGUST 10 - 11, 2024
Chicago Air and Water Show
Chicago, IL
Come enjoy the Chicago Air and Water Show, which has grown to be the largest and oldest free-admission air and water exhibition in the United States since it started in 1959. The spectacular two-day event draws an audience of over two million to the city’s stunning beachfront to see military and pilots perform astonishing stunts above the waters of Lake Michigan.
Nearest Amtrak Station: Chicago, IL (CHI)
AUGUST 23 - 24, 2024
Hermann Blue Oval Rally
Hermann, MO
Hundreds of enthusiasts rally in downtown Hermann to show off vehicles from Model A’s to Mustangs. Highlights include a Road Rally Car Cruise and a Trolley Wine Tour. The main Saturday attraction is an all-day All Ford Show starting at 8:00 am on downtown Fourth Street. Price varies. Proceeds from the show go to local charities.
Nearest Amtrak Station: Hermann, MO (HEM)
AUGUST 24 - 25, 2024
Chicago Triathlon
Chicago, IL
Athletes from around the world come to compete in this sporting event. Join us for one of the world’s largest and most accessible triathlons. From first-timers to seasoned veterans, kids to grandparents, age-group competitors to paratriathletes, the Chicago Triathlon has an experience for everyone on the shores of Lake Michigan.
Nearest Amtrak Station: Chicago, IL (CHI)
AUGUST 29 - SEPTEMBER 1, 2024
Chicago Jazz Fest
Chicago, IL
Don’t miss out on this year’s Chicago Fest, which has been part of the city’s summer music lineup for more than 40 years. The range of artists comprising the Chicago Jazz Festival lineup runs the gamut from jazz legends to influential modern masters and crucial new voices in the genre’s continuing evolution.
Nearest Amtrak Station: Chicago, IL (CHI)
AUGUST 31, 2024
Stone Hill Winery Harvest Festival
Hermann, MO
Celebrate the beginning of grape harvest with free Live Music by Jonny Coller, lawn games, Sherry House wine bar and local vendors on the hillside.
Nearest Amtrak Station: Hermann, MO (HEM)
AUGUST 31 - SEPTEMBER 2, 2024
Japanese Festival
St. Louis, MO
Head down to the Missouri Botanical Garden for the annual Japanese Festival, the oldest and largest of its kind in the U.S. Spotlighting and celebrating the history, culture, and people of Japan. Enjoy the traditional Japanese art, food, entertainment on display and more.
Nearest Amtrak Station: St. Louis, MO (STL)
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