Bar · Milwaukee

The Outsider

Why Scout picked it

The Outsider is a swanky rooftop bar in Milwaukee, ideal for cocktails and light bites as a pre-dinner stop or a nightcap. Expect to spend $30-75 per person and stay for 1.5-2 hours, especially on weekends.

Featured in these outings

Evening Art & Italian Dinner in Juneau Town — Spend a sophisticated evening immersed in art and fine dining. Start with world-class collections at the Milwaukee Art Museum, then transition to an elegant Italian dinner just a short distance away. Conclude your night with a romantic rooftop cocktail overlooking the city lights.

While you're nearby

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Scout verified August 2026

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