Excuse us for missing this until this late in the summer and, well, for missing this entire event in general until last year, but we just happened upon the lineup for TosaFest 2023. The event—which started way back in 1976!—will take place Friday, September 8 and Saturday, September 9 in the streets of the Wauwatosa Village.

There will be live entertainment on three stages, five beer gardens (and a “spritzgarden”), food vendors galore, youth-focused “KidsFest” activities, a vendor market, street games, Oktoberfest at Draft & Vessel, tons of nearby bars and restaurants to explore, a cheese curd eating contest, and more. You can get more details and sign up for contests/ticket events at TosaFest’s website as the event approaches. In the meantime, you can check out the TosaFest entertainment schedule below.

Friday, September 8

5-11 p.m. — Draft & Vessel Oktoberfest at TosaFest @ Wauwatosa Ave. & Harmonee
5-11 p.m. — Street Games with First & Bowl @Wauwatosa Ave. & Harmonee
5 p.m. — Wildered @ Wire & Vice Underwood Stage
5 – 7:30 p.m. — Arté In the Street with Arté Wine and Painting Studio @Underwood Experience Tent
5:30 – 9:30 p.m. — Live polka music at Draft & Vessel Oktoberfest @ Upper Harwood
6 p.m. — Louie and the Flashbombs @ Crivello Nichols and Hall Stage
6 p.m. — The Hungry Williams @ Root Common Stage
6 – 7:30 p.m. — Reception with Ristorante Bartolotta dal 1993 and The Ruby Tap
7 p.m. — MD McNally @ Wire & Vice Underwood Stage
8 – 10 p.m. — Sangria Under the Stars with GreyHouse Creative @ Underwood Experience Tent
8:30 p.m. — Substitute: Tales From the Who @ Crivello Nichols and Hall Stage
8:30 p.m. — Old Sam & the Teardrops @ Root Common Stage
9 p.m. —Landline @ Wire & Vice Underwood Stage

Saturday, September 9

9:30 a.m. — Chili and Cupcake Contest @ St. John’s School
10 a.m. — Joe’s Walk Run and Roll with Broadscape Disability Services @ Hart Park
11 a.m. – 8 p.m. — KidsFest @ Wauwatosa Ave. near Harmonee
11 a.m. – 11 p.m. — Draft & Vessel Oktoberfest @ Wauwatosa Ave. near Harmonee
11 a.m. – 11 p.m. — Street Games with First and Bowl @ Wauwatosa Ave. near Harmonee
11 a.m. — Cheese Curd Eating Contest with The Village Cheese Shop @ Underwood Experiences Tent
11 a.m. – 12:30 p.m. — Brunch In the Commons with Le Reve and The Ruby Tap @ Root Common Park
12 p.m. — 3D: The DeBraal Brothers @ Crivello Nichols and Hall Main Stage
12 – 2 p.m. — Cocktail Infusion Experience with The Flower Lady @ Underwood Experience Tent
1- 2:30 p.m. — Flowers and Rosé with Aromatic Acres and The Ruby Tap @ Root Common Park
2 p.m. — Brett and the Dandys @ Crivello Nichols and Hall Main Stage
2:45 – 5 p.m. — Arté In the Street with Arté Wine and Painting Studio @ Underwood Experience Tent
3:30 – 5 p.m. — Pairings On the Park with The Ruby Tap and The Village Cheese Shop @ Root Common Park
4 p.m. — Livin’ for the Weekend @ Crivello Nichols and Hall Main Stage
4:30 p.m. — Women’s Oktoberfest Stein-Holding Contest with the Wauwatosa Historical Society @ Pocket Park (north corner of Wauwatosa and Harwood)
5 p.m. — Men’s Oktoberfest Stein-Holding Contest with the Wauwatosa Historical Society @ Pocket Park (north corner of Wauwatosa and Harwood)
5 p.m. — Acoustix @ Wire & Vice Underwood Stage
6 – 7:30 p.m. — Saturday Night In the Park with Le Reve and The Ruby Tap @ Root Common Park
6 – 8 p.m. — Charcuterie! Ultimate Cheese Board Experience with GreyHouse Creative and The Village Cheese Shop @ Underwood Experience Tent
6 p.m. — Shake Steady @ Crivello Nichols and Hall Main Stage
6 p.m. — Safe Sax @ Root Common Stage
6:30 p.m. — Paige Hargrove @ Wire & Vice Underwood Stage
8:30 p.m. — People Brothers Band @ Crivello Nichols and Hall Main Stage
8:30 p.m. — Extra Crispy Brass Band @ Root Common Stage
9 p.m. — Trapper Schoepp @ Wire & Vice Underwood Stage

About The Author

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Co-Founder and Editor

Before co-founding Milwaukee Record, Tyler Maas wrote for virtually every Milwaukee publication (except Wassup! Magazine). He lives in Bay View and enjoys both stuff and things.