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October 2025

Milwaukee River Challenge

October 4 @ 8:30 am - 2:00 pm
Photo courtesy of the Milwaukee River Challenge.

The race takes the rowers through a difficult 3-mile course, the race begins at 25th and Canal Streets on the Menomonee River and heads east where it makes a sharp right turn north on the Milwaukee River. The course passes through the heart of downtown Milwaukee and concludes just south of Pleasant Street adjacent to Schlitz Park. Spectators can enjoy the races from the Milwaukee Riverwalk, any of the 18 bridges along the course and other vantage points along the three-mile stretch that offer intimate views of the boats and blade work unlike any crew race in the country! In addition, visitors can hear a running commentary throughout the day in Schlitz Park, provided by seasoned race veterans and will also have the opportunity to purchase food and beverages while mingling with the visiting teams, including the US National Team. The Milwaukee River Challenge consists of 4 events – Women’s & Men’s 4+s and Women’s & Men’s 8s, with a tentative schedule below: 8:30 a.m. - 9:30 a.m. Women’s 4+ 10:00 a.m. - 11:00 a.m. Men’s 8+ 12:00 p.m. - 12:30 p.m.Women’s 8+ 1:30 p.m. - 2:00 p.m. Men’s 4+

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Bordeaux Festival: All the Grand Cru Classés Matured for a Decade

October 4 @ 12:00 pm - 4:00 pm
Waterford Wine and Spirits, 2120 N. Farwell Ave.
Milwaukee, WI 53202 United States
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Waterford Wine and Spirits

A unique and special tasting opportunity, and one every wine lover needs to attend.

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14th Annual Lost Arts Festival

October 4 @ 12:00 pm - 4:00 pm
Grohmann Museum, 1000 N. Broadway
Milwaukee, WI 53202 United States
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The event will celebrate the activities and ways of work captured in the paintings and bronzes in the Grohmann Museum’s permanent collection.

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Sanctuary City

October 4 @ 4:00 pm
Next Act Theatre, 255 S Water St,
Milwaukee, WI 53204 United States
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Image from Next Act Theater.

This timely play will be directed by Jake Penner, and features the Next Act debut performances of King Hang, Joe Lino and Ashley Oviedo.

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Cathedral Square Market

October 5 @ 9:00 am - 2:00 pm
Cathedral Square Park, 520 E. Wells St.
Milwaukee, WI United States
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Cathedral Square Market. Photo courtesy of East Town Association.

Weekly market featuring fresh produce, farm-to-table goods, handmade art, live music and free yoga

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Fall Food Truck Frenzy

October 5 @ 11:00 am - 3:00 pm
Milton Vretenar Memorial Park, 4230 S. Kirkwood Ave.
St Francis, WI 53235 United States
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Free

It’s a delicious, family friendly fundraiser featuring 11 Milwaukee area Food Trucks, music from the fabulous J Ryan Trio followed by the hot new Milwaukee combo Jazz Flux!

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Sanctuary City

October 5 @ 2:00 pm
Next Act Theatre, 255 S Water St,
Milwaukee, WI 53204 United States
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Image from Next Act Theater.

This timely play will be directed by Jake Penner, and features the Next Act debut performances of King Hang, Joe Lino and Ashley Oviedo.

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Yoga on Tap at Lion’s Tail

October 11 @ 11:00 am - 12:00 pm
Lion’s Tail Brewing Co., 8520 W. North Ave.
Wauwatosa, WI 53226 United States
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$20

A 45-minute yoga flow inside the Brewery's cool space!

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Cathedral Square Market

October 12 @ 9:00 am - 2:00 pm
Cathedral Square Park, 520 E. Wells St.
Milwaukee, WI United States
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Cathedral Square Market. Photo courtesy of East Town Association.

Weekly market featuring fresh produce, farm-to-table goods, handmade art, live music and free yoga

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Gallery Night Reception: The Legend Lives On – 50 Years Later

October 17 @ 5:00 pm - 9:00 pm
Grohmann Museum, 1000 N. Broadway
Milwaukee, WI 53202 United States
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In remembrance of the tragic event of November 10, 1975, this exhibition marks the 50th Anniversary of the sinking of the SS Edmund Fitzgerald.

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