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Your Guide to Wauwatosa’s Signature Events

No matter the time of year, Wauwatosa is always buzzing with new things to try and places to explore. Our charming city is also home to a series of signature annual events that cater to both locals and visitors — and have quickly become fan favorites!

From food and the arts to bike races and holiday fun, discover these can’t-miss events in Wauwatosa.

Tosa Restaurant Week

Discover (and devour) the tastes of Wauwatosa during Tosa Restaurant Week. All about food, deals, and hidden gem restaurants, breweries, and bakeries, this 10-day event showcases the foodie destination that Wauwatosa truly is.  

Check out our complete guide to Tosa Restaurant Week for updates on dates, participating restaurants, and how the event works.

ART 64

Professional artists from near and far bring the heat to the heart of Wauwatosa during a two-day, bracket-style live painting tournament. Typically held in June, ART 64 is a one-of-a-kind event that celebrates the arts — while fostering some friendly competition. 

One of our favorite parts? Eventgoers get to vote for the winner of the $20,000 cash prize!

Catch our complete ART 64 guide to learn more about the event, as well as what to do, where to eat, and where to stay during your visit.

Tour of America’s Dairyland | Tosa Village Classic

Join us in Wauwatosa for the last leg of Tour of America’s Dairyland, an 11-day competitive road cycling series that is the longest in the country. 

Tosa Village Classic offers an afternoon of fun with plenty of food and beverage options throughout this fan-favorite event of the summer — all in Tosa Village.

Firefly Art Fair

Enjoy the lawns and Victorian gardens of Kneeland-Walker House while celebrating the arts. Firefly Art Fair features a variety of media on display (and available for sale!), including paintings, photography, ceramic, glass, acrylic, jewelry, sculpture, fiber, and more.


Located in the heart of Wauwatosa, TosaFest is a local favorite event complete with FoodieFest, multiple beer gardens, a vendor market, live music on multiple stages, Oktoberfest with Draft & Vessel, and street games with 1st and Bowl.

Holidays in the Village

Celebrate the season boldly in Wauwatosa with Holidays in the Village. Complete with Sip & Strolls, Small Business Saturday, Wauwatosa Holiday Market, The Canadian Pacific Holiday Train, and The Village Tree Lighting, there’s so much to experience and explore during your visit during the most wonderful time of the year. 

Learn more about this festive month-long event in our complete guide to Holidays in the Village


Learn more about where to stay, where to eat, and things to do while you’re here in Wauwatosa.  

Header image courtesy of mrc85 (IG).