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October 2, 2026

Milwaukee, WI

May & Brandon

Things To Do

The Edison

322 North Broadway, Milwaukee, WI 53202

Elevated Speakeasy Vibes. Cocktails are delish.

The Wicked Hop

345 North Broadway, Milwaukee, WI 53202

Brunch spot. Bloody mary.

The Outsider

310 East Chicago Street, Milwaukee, WI 53202

Rooftop bar of Journeyman Hotel.

Toast Milwaukee

231 South 2nd Street, Milwaukee, WI 53204

Fun and funky brunch place.

Blue Bat Kitchen & Tequilaria

249 North Water Street, Milwaukee, WI 53202

Street tacos and margaritas on the river.

Swingin' Door Exchange

219 East Michigan Street, Milwaukee, WI 53202

Old school tavern vibe. Dark wood paneling. Amazing comfort food.

Who's on Third

1007 North Doctor Martin Luther King Junior Drive, Milwaukee, WI 53203

Steps away from the river walk. BEST cheese curds.

Shaker's Cigar Bar & World Cafe

422 South 2nd Street, Milwaukee, WI 53204

Swanky haunted cigar lounge. Awesome vibes. Double rooftop.

Caroline's Jazz Club

401 South 2nd Street, Milwaukee, WI 53204

Live local music. Intimate jazz lounge.

For all the days along the way

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