The Outsider

Bar · Historic Third Ward

3

@postcardnews

A Third Ward staple with indoor–outdoor spaces, fire pits, and city panoramas. Frequently spotlighted by national and local outlets, it remains a go-to for cocktails and sunset hangs; recent menu updates kept it in Milwaukee critics’ conversations.

https://urbanmilwaukee.com/2025/07/13/now-serving-rooftop-bar-unveils-new-menu/
Rooftop Bars in Milwaukee (2025)
View this post on Instagram

A post shared by The Outsider (@outsiderrooftop)

310 E Chicago St, Milwaukee, WI 53202 Get directions

outsiderrooftop.com
@outsiderrooftop

3 Postcards

See full details

More Places For You

Elsa's On the Park

Bar · Juneau Town

Burgers and martinis in a hip, funky venue with rotating art.

2 Postcards

Lakefront Brewery

Brewery · Brewer's Hill

Award-winning cheese curds, craft beers, and lively polka music.

6 Postcards

Goodkind

New American restaurant · Bay View

Inventive seasonal cuisine & craft cocktails in a cozy tavern

5 Postcards

Sherman Phoenix Marketplace

Market · Roosevelt Grove

Diverse minority-owned businesses, food, wellness, and cultural activities

6 Postcards

Damascus Gate Restaurant

Restaurant · Historic Mitchell Street

Authentic Syrian cuisine, falafel, kebabs, hummus, & more

2 Postcards

Camino

American restaurant · Historic Third Ward

Burgers, craft beer, pierogies, and cheese curds served

4 Postcards

Central Standard Crafthouse & Kitchen & Craft Distillery

Distillery · Downtown

Craft distillery with a rooftop bar and seasonal events

4 Postcards

Orenda Cafe

Brunch restaurant · Silver City

Breakfast, brunch, burgers, tacos, steak, mimosas & Bloody Marys

2 Postcards

Centraal Grand Café & Tappery

Restaurant · Bay View

European-style cafe with global eats, 40 beers, and courtyard

2 Postcards

Tenuta's Italian Restaurant

Italian restaurant · Southeast Side

Homey Italian eatery serving pasta, pizza, wine & cocktails

3 Postcards