Things to Do in Milwaukee This October

Things to Do in Milwaukee This October

  • 10/2/25

October in Milwaukee is a time of vibrant fall colors, seasonal celebrations, and festive events. From Halloween-themed experiences to our famous Oktoberfest, the city is buzzing with things to do for both locals and visitors. Whether you’re looking for family-friendly outings, nightlife events, or seasonal culinary experiences, Milwaukee has something for everyone this fall.

🍻 OKTOBERFEST

 

Perhaps one of the biggest points of pride for us Wisconsinites is our German heritage and our love for beer. This weekend, we celebrate both! If you are looking to travel, La Crosse is home to one of the largest Oktoberfests outside of Germany, but if you'd rather stay local, Milwaukee's Oktoberfest is the best (we might be a little biased here). Here is what you can expect from this year's Oktoberfest in Milwaukee:

  • Music from The Biermen, Happy Shotskis, and more will follow
  • A Cornhole Tournament
  • Traditional Dances & Dancing
  • The Miss Oktoberfest Pageant
  • A Weiner Dog Pageant
  • A Steinholding Competition
  • Traditional German food and beer will be provided by Kegel’s Inn
  • So much more

The event will utilize three areas of the festival grounds; the Aurora Pavilion, the Northwestern Mutual Community Stage, and the Hofbrau Beer Garden Commons, with entertainment spanning from 4-10 p.m. on Friday, October 3 and 11 a.m.-10 p.m. the following Saturday and Sunday. A mixture of jazz, blues, and traditional German brass bands are currently on the schedule. 

More here

 

🎃 Halloween & Fall-Themed Events

October is synonymous with Halloween fun and spooky attractions in Milwaukee.

  • Halloween Haunts & Ghost Tours: Explore historic neighborhoods and haunted locations with guided tours and storytelling sessions.

  • Pumpkin Festivals & Patch Visits: Visit local farms and markets for pumpkin picking, seasonal treats, and autumn activities.

  • Costume Parties & Themed Nights: Many bars, clubs, and event venues host costume contests and themed parties perfect for adults and teens.

These seasonal experiences make October the perfect month for festive fun and memorable nights in Milwaukee.

More here

🎶 Live Music & Entertainment

Milwaukee’s live music and entertainment scene continues into October with concerts, theater, and cultural performances.

  • Autumn Concert Series: Enjoy live music at venues like The Pabst Theater and Riverside Theater, featuring jazz, rock, and classical performances.

  • Outdoor and Rooftop Shows: Some venues host final outdoor concerts before winter, combining music with fall scenery.

  • Cultural Performances: Milwaukee’s cultural centers offer dance, theater, and seasonal performances, providing a sophisticated evening experience.

These events make October a dynamic month for entertainment lovers in Milwaukee.

🏞️ Outdoor & Seasonal Activities

Take advantage of Milwaukee’s crisp autumn weather with outdoor activities that highlight the city’s natural beauty.

  • Fall Foliage Walks & Hikes: Explore Lakefront Park, Estabrook Park, or the Oak Leaf Trail to enjoy stunning fall colors.

  • Farmers Markets & Seasonal Foods: Visit Milwaukee Public Market and neighborhood markets for seasonal produce, artisan goods, and autumn treats.

  • Biking & Scenic Drives: Enjoy a leisurely ride or drive along Lake Michigan or the Kettle Moraine region to soak in the season.

These activities combine relaxation and adventure, making October a great month to enjoy Milwaukee’s outdoors.

🍂 Festivals, Art & Culture

Milwaukee’s cultural scene thrives in October with festivals, art shows, and local celebrations.

  • Milwaukee Film Festival: Catch screenings of independent films, international cinema, and special Q&A sessions with filmmakers.

  • Fall Arts Festivals: Explore local galleries, art walks, and craft fairs, featuring works from regional and national artists.

  • Food & Drink Events: Enjoy autumn-themed food festivals, craft beer events, and wine tastings, highlighting Milwaukee’s culinary scene.

These events provide opportunities to experience Milwaukee’s creativity and local culture while enjoying seasonal offerings.

🥂 Nightlife & Culinary Experiences

October evenings in Milwaukee offer plentiful options for nightlife and dining, perfect for those looking to combine fun and flavor.

  • Seasonal Cocktails & Breweries: Sample fall-inspired cocktails, pumpkin ales, and seasonal beers at local bars and breweries.

  • Gourmet Dining & Chef Specials: Many restaurants feature autumn menus highlighting local and seasonal ingredients, perfect for upscale dining experiences.

  • Themed Nights & Social Events: Participate in networking events, themed parties, and tasting nights to enjoy Milwaukee’s social scene.

Whether you’re a foodie or just looking for an evening out with friends, Milwaukee has something special this October.

🏡  Experience Milwaukee This October

October in Milwaukee offers a perfect blend of festivals, seasonal activities, and cultural experiences. From Halloween fun and fall foliage to concerts, art festivals, and culinary delights, the city has activities for all ages and interests.

Plan your visit around Milwaukee’s events and autumn attractions to make the most of the season. Whether you’re a local or traveling from out of town, October is the ideal month to immerse yourself in Milwaukee’s festive, cultural, and seasonal offerings.

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