Here Are The Best Things to Do This September

Here Are The Best Things to Do This September

Explore Milwaukee County through these 18 different events and experiences.

1. Prost at Oktoberfest

WEEKENDS IN SEPTEMBER, BAVARIAN BIERHAUS

Grab your lederhosen – Oktoberfest is here another year! The traditional German beer hall is celebrating every weekend this month with German music, polka dancing, sausage, Bavarian pretzels, doner kebab, schnitzel and lots of beer, of course. 

2. See the Highland Games

SEPT. 4-6, WAUKESHA COUNTY EXPO

These games of strength and fortitude kick off with an opening ceremony and fish fry. Try your hand at ax-throwing, longbow shooting and haggis hurling, or simply get out in the fresh air for live music and traditional Scottish dancing.


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3. Get Inspired at the Third Ward Art Festival

SEPT. 5-6, THIRD WARD

Spend Labor Day weekend perusing the work of nearly 200 artists in mediums ranging from paintings to ceramics. Kids can learn from artists in interactive projects and at a demonstration tent.

4. Sing With Kacey Musgraves

SEPT. 11, FISERV FORUM

It’ll feel like “Golden Hour” all night long while listening to singer Kacey Musgraves, who’s fresh off her country comeback album, Middle of Nowhere. Opener Midland is a country band known for its guitar twangs and perfect harmonies.

5. Celebrate at Puerto Rican Festival of Wisconsin

SEPT. 12, HENRY MAIER FESTIVAL PARK

The Island of Enchantment is getting a bigger celebration this year, with new food vendors and an expanded performance lineup. You might not be able to stop dancing to the bomba and plena music – except maybe to grab a plate of Puerto Rican food. 

6. Look Up at Frank Mots International Kite Festival

SEPT. 12-13, VETERANS PARK

Let’s go fly a kite! The lakefront rarely looks as colorful and lively as it does when 600 kites fill the sky above Veterans Park at this fest. Bring a blanket and picnic to watch the experts fly whimsical, massive kites, perform tricks and even play with fire.

7. See Bikini Kill

SEPT. 13, TURNER HALL BALLROOM

This influential feminist punk band started touring in 1991, and they’re still going strong. They come to Milwaukee for a night of resistance and riotous songs including “Rebel Girl,” “Feels Blind” and “Carnival.”

8. Shop at Gather & Grow

SEPT. 14, LITTLE VILLAGE PLAY CAFE

Sip and stroll through the cozy market at this Tosa spot for big ones and little ones alike. Adults can grab a drink on the patio and browse jewelry, baked goods, books and clothes while kiddos play.

9. Hear Ariel Lawhon

SEPT. 14, SHARON LYNNE WILSON CENTER

Bestselling author Ariel Lawhon will chat about her newest novel, The Pirate Queen, with local author Alice Austen. The book follows the adventure of a young woman destined for the sea but forced into a marriage due to her noble status in 16th-century Ireland.

10. Explore the Night Market

SEPT. 16, WEST WISCONSIN AVENUE

Summer isn’t over yet! If you’re looking for one last taste of warm-weather fun in the city, the final Night Market of the year serves up live performances from singer-songwriter Hanna Simone and hula hoop and flow artist Taylor Flows. Grab a bite from one of the many food trucks – or make some s’mores at the firepit.

11. Party at Bay View Bash

SEPT. 19, KINNICKINIC AVENUE

One of Milwaukee’s biggest street festivals, Bay View Bash doesn’t mess around. The block party is bopping from 11 a.m. to 10 p.m. with music, local food, crafts, books and more. It’s entirely volunteer run, with all proceeds funding grants for nonprofits in the community.

12. Nosh at the Freshwater Food & Wine Festival

SEPT. 19-20, HENRY MAIER FESTIVAL PARK

This brand-new fest for foodies celebrates the city’s food and wine culture. Try out dozens of local restaurants and food trucks, drink wine from around the world and watch culinary experts cook impressive dishes at demonstrations.

13. Bike at Ride on the Wild Side

SEPT. 20, MILWAUKEE COUNTY ZOO

This is the one day of the year you can bring your bike to the Zoo and cruise around to see the animals. Take the family-friendly loop for a leisurely ride and say hi to the giraffes, zebras, rhinos and elephants. The longer route starts and ends at the zoo but brings more of a challenge. Participants get a long-sleeve T-shirt and food.

14. Enjoy Song and Stories With Patti Smith

SEPT. 23, THE RIVERSIDE THEATER

The legendary singer, writer and poet will swing by Milwaukee for one night only. The author of Just Kids and the new memoir, Bread of Angels, will share stories and songs from her life as a key figure in New York City’s punk rock scene in the ’70s. 

15. Cheer at the Brewers’ Final Homestand

SEPT. 25-27, AMERICAN FAMILY FIELD

It’s been another stellar season for the Brew Crew. Buy some brats, throw back a couple beers and squeeze in one more tailgate at AmFam Field before watching them take on the St. Louis Cardinals for the last home games before the playoffs.

16. Jam at Bleachers

SEPT. 27, LANDMARK CREDIT UNION LIVE

Get ready to scream hits “I Wanna Get Better,” “Rollercoaster” and songs from Bleachers’ new album Everyone for Ten Minutes with this rock band fronted by pop’s most in-demand producer, Jack Antonoff. Indie darling singer-songwriter This Is Lorelei opens for the band.

17. Get On the Water at Harbor Fest

SEPT. 27, HARBOR VIEW PLAZA

If you’ve ever wanted to get out on Milwaukee’s harbor, this is your chance: There’ll be free boat rides through the waterways to celebrate the 10th anniversary of this riverside fest. Plus, local food trucks and the opportunity to release a baby sturgeon into the harbor.

18. Learn at An Evening With Ayad Akhtar

SEPT. 28, Milwaukee Rep

Join Milwaukee-native author Ayad Akhtar for the launch of his new novel, The Radiance, in which a mysterious accident on a county road sparks a saga spanning both rural America and Europe. He will be in conversation with Wisconsin essayist and editor Barrett Swanson.


This story is part of Milwaukee Magazine’s September 2026 issue.

Find it on newsstands or buy a copy at milwaukeemag.com/shop.

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Brianna Schubert is the former digital editor and continues to write about style, shopping, theater and more for Milwaukee Magazine. When she’s not writing/editing, she’s likely reading, cooking, thrifting or cuddling with her cat.