Milwaukee October Events

Fall is an exciting time in Milwaukee. Summer has come to an end and us Midwesterners are ready to be in our comfortable, cooler weather. This time of year is jam-packed with exciting events; with so much to do, it’s easy to bypass some of the local favorites. 

Whether you’re coming to Milwaukee this fall for work or play, there is a lot to do while you’re in town. Here are some suggested events that we’re looking forward to that we know you’ll enjoy too!

Oktoberfest at the Fiserv Forum in Milwaukee Wisconsin

Oktoberfest at the Fiserv Forum

Milwaukee Oktoberfest is celebrating its 10th anniversary this year. The German festival will be held at the Plaza outside of the Fiserv Forum for the second time, and will take place October 4th-6th. This is free and public event will put on a Stein Hosting competition, brat-eating contest, live polka music, and many more German-themed activities. There is even a bar tour offered throughout the neighboring area. The weekend of fun will take place rain or shine!

The Brewery Comedy Tour in Milwaukee

Herron Entertainment is excited to present The Brewery Comedy Tour on October 12th. The event will take place in partnership and at the MobCraft Beer Brewery and Taproom in Milwaukee. Top comics from places including NYC and LA will take the stage while the audience laughs, relaxes, and enjoys a nice, cool beer. If you miss your chance to laugh in October, the event will also be hosted on November 16th and December 28th.

Gallery Night and Day

Throughout the year in Milwaukee, there are a range of gallery nights, days, and features that take place. All are enjoyable and display an array of artists from the Milwaukee area. The Milwaukee Gallery Night and Day is the original of these events. It invites locals and visitors to discover local galleries and more through this free, 2-day event, held October 18th-19th. While enjoying the art, you can also have the opportunity to dine in restaurants within the participating areas and shop in the local boutiques.

Lakefront Discovery Run

On Saturday, October 26th the Milwaukee Lakefront Discovery Run will hold its 15K and 5M run. The race is in partnership with MKE Brewing and it will start at the Milwaukee Ale House. The run also includes awards, prizes for best costumes, music, food, fun and an after party. The best part of the run is the view; participants will be able to witness the beautiful lakefront course while enjoying the outdoors with their fellow runners/walkers.

Milwaukee Ale House in Milwaukee Wisconsin
MKE Film Festival Milwaukee Wisconsin

The Milwaukee Film Festival

This year, the 11th Milwaukee Film Festival will take place from October 17th-31st. The 15-day celebration presents cinema for all kinds of audiences and welcomes thousands of guests. Along with showings, there are parties and panel discussions offered to visitors to have a chance to dive more into the story and the people behind the works presented. Venues used hold Milwaukee character and have help to form the community since the beginning. Theatres include The Oriental Theatre, The Avalon Theater, The Times Cinema, and more.

Visiting Milwaukee?

You’ll need Frontdesk’s Milwaukee Guidebook. It’s curated by local experts and filled with only the best bars, restaurants, and places to visit.


Visitors Guide Book to Milwaukee WI


Click here to get your copy of the Milwaukee Guidebook.