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 11 and Saturday, September 12. Now 50 years removed from its start, we’ve recently stumbled on the entertainment and activity schedules for the 2026 installment.

This time around, there will be live entertainment on three stages, food vendors galore, youth-focused “Kids Zone” activities, a vendor market, arts activities, 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 keep an eye out to sign up for contests/ticketed events at TosaFest’s website as the event approaches. In the meantime, you can check out the TosaFest entertainment schedule below.

Friday, September 11

5-11 p.m. — Draft & Vessel Oktoberfest at TosaFest @ Wauwatosa Ave. & Harmonee

5 p.m. — Circa 79 @ Crivello Nichols & State Street Stage

5:30-6:30 p.m. — Old Fashioned Flights with Lucky Joe’s @ Underwood Experience Tent

5:30-7:30 p.m. — Louie & The Flashbombs @ Root Common Stage

6-7:30 p.m. — Pork & Pinot with Le Reve and The Ruby Tap @ Root Common Experience Tent

6-7 p.m. — Fauré @ Wire & Vice Underwood Stage

7:30-8:30 p.m. — Alley Eyes @ Wire & Vice Underwood Stage

7:30-10:30 p.m. — Create a Hand-Painted Lantern with Arté Wine & Paint @ Root Common Stage

8-11 p.m. — Indigo Canyon @ Root Common Stage

8:30-11 p.m. — Rat River Boys @ State Street Stage

9-11 p.m. — Trapper Schoepp @ Wire & Vice Underwood Stage

Saturday, September 12

9:30 a.m. — Chili and Cupcake Contest with St. John’s School

11 a.m. – 7 p.m. — Kids Zone with Elite Sports Clubs @ Wauwatosa Ave. near Harmonee

11 a.m. – 11 p.m. — Draft & Vessel Oktoberfest at TosaFest @ Wauwatosa Ave. near Harmonee

11:15 a.m. — Detox Before You Retox with Get Hot Yoga @ Root Common Experience Tent

12-12:30 p.m. — Cheese Curd Eating Contest with The Village Cheese Shop @ Underwood Experiences Tent

12-2 p.m. — Bretty & the Dandys @ State Street Stage

1 p.m. — Flowers & Rosé with The Ruby Tap and Aromatic Acres @ Root Common Experience Tent

2-4 p.m. — Make a Fall Wreath with GreyHouse Studio @ Underwood Experience Tent

2:30-3:30 p.m. — Matty Timmons @ Wire & Vice Underwood Stage

2:30-4:30 p.m. — Shattered @ State Street Stage

3-5 p.m. — Kirk Tatnall Band @ Root Common Stage

3:30 p.m. — Cribbage & Cheers with The Ruby Tap @ Root Common Experience Tent

4-6 p.m. — Would You Kindly? @ Wire & Vice Underwood Stage

4:30 p.m. — Women’s Oktoberfest Stein-Holding Contest @ At the Draft & Vessel Oktoberfest area, Wauwatosa Ave. near Harmonee

5-7:30 p.m. — The Taxmen @ State Street Stage

5 p.m. — Men’s Oktoberfest Stein-Holding Contest @ At the Draft & Vessel Oktoberfest area, Wauwatosa Ave. near Harmonee

5:30-6:30 p.m. — Old Fashioned Flights with Lucky Joe’s @ Underwood Experience Tent

5:30-8 p.m. — Andrew Gelles Band @ Root Common Stage

6:30-8:30 p.m. — Wildered @ Wire & Vice Underwood Stage

7:00-10:30 p.m. — Pull Tab Tournament with Lucky Joe’s @ Underwood Experience Tent

8:30-11 p.m. — Terry Sims Band @ Root Common Stage

8:30-10:45 p.m. — The Spazmatics @ State Street Stage

9-11 p.m. — Social Cig @ Wire & Vice Underwood Stage