8 Events To Make The Most of This Weekend in Milwaukee: September 19-22

It’s a busy weekend in Milwaukee.

For Festival Fans

Farm Aid

The first Farm Aid was organized by Willie Nelson, Neil Young and John Mellencamp in 1985. The goal was to raise awareness about the loss of family farms and raise funds to keep farm families on their land. This year, those three men, along with 14 other performers will be playing. While the festival is in East Troy, Milwaukee Brat House and Boone & Crockett are among Milwaukee businesses offering paid shuttle rides to the festival. 

Saturday from 9 a.m. to midnight at Alpine Valley

Bay View Bash

The Bay View Bash is an annual event on Kinnickinnic Avenue on the third Saturday of every September. There will be live music, food, art, crafts, books and community organizations. Proceeds from the festival are invested back into the community nonprofits. 

Saturday from 11 a.m. to 10 p.m. between Potter and Clement on Kinnickinnic Avenue

If You’re Looking For a Show


 The Milwaukee Film Alliance is holding a free screening of feature documentary “Unlikely.” The film investigates America’s college dropout crisis and barriers students face in pursuit of higher education and a meaningful career. 

FREE; Sunday at 11:30 a.m. at the Oriental Theater


West Side Story

Who doesn’t love dance-fighting and stories about star-crossed lovers? It’s opening weekend for The Rep’s West Side Story. This show earned nearly $300,000 in ticket sales in just one day, setting a record for the theater. The iconic musical will also have a Broadway revival next year. 

Sept. 17-Oct. 27 at the Milwaukee Repertory Theater

For More Events Like This Read The Fall Arts Guide
Todd Rosenberg Photography 2019
Lankum at The Back Room

If folk music fused with contemporary influences sounds like the mix for you, this Irish band is a can’t-miss event. Lankum will be performing in the Back Room at Colectivo’s Prospect Cafe as part of their ongoing music series. 

Sunday at 7 p.m. at Colectivo’s The Back Room

If You’re Up For A Challenge

Adult Spelling Bee

This monthly event at Lost Valley Cider Co. is worth a visit. The bee combines the thrill of competition with quality laughs. The hosts are comedians James Boland and Michelle Gilliam. We tried it out last month and lost, whoops. 

Thursday at 7 p.m. at Lost Valley Cider Co. 

For the Brew City Beer Lover

Raised Grain Brewing Anniversary 

MilMag beer writer Dan Murphy says this is a can’t-miss event this weekend. The brewery will be releasing two varieties of its anniversary stout among other limited releases. There will also be food and live music to celebrate another year of great beer. 

Saturday from 11 a.m. to 11 p.m. at Raised Grain Brewing

For More Brewing Events Read This Week In Brew City
Brew kettles at Raised Grain Brewing
Riverwest Oktoberfest

Oktoberfest celebrations are in full swing and Black Husk Brewing has one this weekend. They recommend putting on dirndls and lederhosen for music, dancing, food and beer. There will be a costume competition for dogs as well as a yodeling competition for humans. 

Saturday from noon to 8 p.m. at Black Husky Brewing

For More Oktoberfest Events Read Our 2019 Guide
Patio at Black Husky Brewing
Photo courtesy of Black Husky Brewing

Correction: This story originally recommended the Beer Barron Bash at Pabst Mansion for this weekend. The event is actually on September 26, which will be reflected in next weekend’s list. 



Allison Garcia is the Digital Editor for Milwaukee Magazine.