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Metro Milwaukee’s Weekend Festivals Preview: Sept 21-23

Saturday marks the first day of autumn, and what better way to celebrate the change in season than by attending one of the area’s festivals this weekend? Judge the East Side’s best Bloody Marys, enjoy some apple-y goodness or take a peek into some rarely-visited buildings around the city. You can do them all with the help of this week’s festivals guide.



Tomato Romp, Milwaukee

Do you love tomatoes? Do you love see people get covered in them from head to toe? Then head over to North Ave on the East Side for the annual Tomato Romp! The festival celebrates all things tomato by hosting a 13-bar Bloody-Mary competition, followed by the food fight of all food fights. The Blood Mary Competition begins at 11am and for $15 you’ll travel to 13 East Side bars and vote which one has the best bloody. After the last bloody has been served, make your way over to the old Pizza Man space to witness (or take part in!) an old-fashioned, tomato-flinging, caged-in food fight. It’s an experience you won’t want to miss!

Where: North Ave, Milwaukee’s East Side

When: Bloody Mary Competition: 11am – 4pm. Tomato Fight: 4pm

How Much?: Participation in the Bloody Mary competition is $20. Participation in the tomato fight is $5.

More information:


Apple Harvest Festival, Waukesha

Although the early spring and abnormally hot summer has limited the year’s apple crop, the show is still going on at Waukesha’s 26th annual Apple Harvest Festival. Enjoy caramel apples, apple pies and apple crisp while participating in the horse-drawn hay ride, guided nature hikes, children’s activities, a folk concert and much more! Don’t miss the planetarium show while you’re there! Expanded Learning Center will be open!

Where: Retzer Nature Center (S14 W28167 Madison Street, Waukesha)

When: 9am-5pm

How Much: $5 per carload

More information:


Doors Open Milwaukee

This event features the opening of 125 buildings downtown and beyond – everything from museums to hotels, churches to government offices, banks to transit hubs – all for free to the general public. You’ll get a rare glimpse at parts of buildings that are otherwise not open to the public. Simply go it alone or choose from 43 in-depth walking tours that feature parts of these buildings that the public does not have access to, including the tower at City Hall, the Allen-Bradley clock tower, St. Josephat’s dome, Frank Lloyd Wright’s row of homes on Burnham Street and many more.

When: Saturday & Sunday 10am-5pm

Where: Various locations

How Much: Free!

More Information:

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