DrawtheDay
30 TO DO
Today's draw — Wednesday, Sep 16

What should we do in Milwaukee?

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WED · SEP 16 · MILWAUKEE
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Sherman Phoenix

A former bank building rebuilt after the 2016 Sherman Park uprising into a marketplace of 25+ Black-owned small businesses -- food stalls, a bookstore, wellness studios and retail -- anchoring the neighborhood's revival.

Local Life & MarketsFree№ 7551
◎ Sherman Park ☾ Varies by vendor; generally daytime into evening, closed Mondays ✓ Verified Jul 2026
No lists. No scrolling. Just go.

30 hand-picked things to do in Milwaukee, United States — 8 completely free — each with a real address, price, hours, and an insider tip. Updated July 2026.

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Milwaukee FAQ

What are the best free things to do in Milwaukee?

Oak Leaf Trail Loop by Bike, Bradford Beach, Seven Bridges Trail at Grant Park are among the 8 completely free activities in our Milwaukee list. Each entry includes the address, hours, and an insider tip.

How much do things to do in Milwaukee cost?

Our 30 hand-picked Milwaukee activities range from free up to about $1200 per person, with most under $25. Use the Free / Budget toggle on the deck to deal within your price range.

How does DrawTheDay pick activities in Milwaukee?

Every activity is a real, verified place or experience with a current price, address, and opening hours — hand-picked for travelers and locals. Last updated July 2026.