TosaFest, an annual event—which started way back in 1976!—will take place for yet another year when it returns to the streets of the Wauwatosa Village on Friday, September 5 and Saturday, September 6. Now that this festival is on our radar, we’ve recently stumbled on the entertainment and activity schedules for the 2025 installment.

This time around, there will be live entertainment on three stages, food vendors galore, youth-focused “Kids Zone” activities, a vendor market, a volleyball tournament, 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 5

5-11 p.m. — Draft & Vessel Oktoberfest at TosaFest @ Wauwatosa Ave. & Harmonee
5 p.m. — Soulercoaster @ Crivello Nichols & Hall State Street Stage
5 p.m. — Valley Fox @ Wire & Vice Underwood Stage
5:30 p.m. — Blind Fiction @ Exterior Pros Root Common Stage
6-8 p.m. Euro Cheese Street Party @ Underwood Experience Tent
6-7:30 p.m. Friday Night Fish Fry @ Exterior Pros Root Common
8 p.m. — Radio Radio @ Crivello Nichols & Hall State Street Stage
8 p.m. — Old Sam & The Teardrops @ Exterior Pros Root Common
8 p.m. — Landline @ Wire & Vice Underwood Stage

Saturday, September 6

9 a.m. – 12:30 p.m. Riedel Sports TosaFest Volleyball Tournament @ Hart Park Volleyball Courts
9:30 a.m. — Chili and Cupcake Contest @ St. John’s School
11 a.m. – 7 p.m. — Kids Zone @ Wauwatosa Ave. near Harmonee
11 a.m. – 11 p.m. — Oktoberfest @ Wauwatosa Ave. near Harmonee
12 p.m. Cheese Curd Eating Contest @ Underwood Experiences Tent
12 p.m. — Betsy Ade & The Well-Known Strangers @ Crivello Nichols & Hall State Street Stage
1-4:30 p.m. Riedel Sports TosaFest Volleyball Tournament @ Hart Park Volleyball Courts
1-3 p.m.Flowers and Rosé with Aromatic Acres and The Ruby Tap @ Root Common Park
1 p.m. Fall Wreaths And Wine Flights @ Root Common Park
1 p.m. — Meadowers @ Wire & Vice Underwood Stage
2:30 p.m. — Wire & Nail @ Crivello Nichols & Hall State Street Stage
3 p.m. — Wildered @ Wire & Vice Underwood Stage
3 p.m. — Kirk Tatnall Trio @ Exterior Pros Root Common Stage
3:30-5 p.m.Cribbage & Cheers Tournament @ Root Common
3:30 – 6 p.m.Design Your Own Lantern @ Underwood Experience Tent
4:30 p.m.Women’s Oktoberfest Stein-Holding Contest @ Wauwatosa Ave. near Harmonee
5 p.m. — Hot & Dirty Brass Band @ Crivello Nichols & Hall State Street Stage
5 p.m.Men’s Oktoberfest Stein-Holding Contest @ Wauwatosa Ave. near Harmonee
5 p.m. — Wisconsin Space Program @ Wire & Vice Underwood Stage
5:30 p.m. — Donna Woodall @ Exterior Pros Root Common Stage
6-7:30 p.m. An Evening with Eddie Martini’s & The Ruby Tap @ Root Common
6:30 p.m. Sunset Picnic For Two and Tosa Trivia @ Underwood Experiences Tent
8 p.m. — Something To Do @ Crivello Nichols & Hall State Street Stage
8 p.m. — Paul Cebar Tomorrow Sound @ Exterior Pros Root Common Stage
8 p.m. — Ben Mulwana And The Village @ 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.