Henry Maier Festival Park is one of The 9 Best Places for People Watching in Milwaukee.

1. Henry Maier Festival Park

8.7
200 N Harbor Dr, Milwaukee, WI
Park · Historic Third Ward · 49 tips and reviews

HayleyHayley: Always great people watching!

Marc G.Marc Gunderson: Lots of good and cheap music plus grade A people watching during Summerfest.

MeganMegan: Summerfest, name your fest, this is the place to go. One of my favorite parts of Milwaukee.

Milwaukee Public Market is one of The 9 Best Places for People Watching in Milwaukee.

2. Milwaukee Public Market

9.1
400 N Water St (at E St. Paul Ave.), Milwaukee, WI
Market · Juneau Town · 227 tips and reviews

Roy N.Roy Normington: Great places upstairs to eat and people watch :)

Brittany S.Brittany Shafis: Iconic. We love to grab a drink and a bite to take upstairs to people watch and see a little of the river walk.

Alexander O.Alexander Olcott: Excellent place to get food. There are so many options it's hard to choose. The Green Kitchen has great sandwiches and Thai-na-mite has really good Thai food.

Bacchus is one of The 9 Best Places for People Watching in Milwaukee.

3. Bacchus

9.1
925 E Wells St, Milwaukee, WI
American Restaurant · Juneau Town · 28 tips and reviews

MandiMandi: Great NYE party. Some of the best people watching as well.

Christina V.Christina Vue: Chocolate mint tart with Bailey's ice cream. This was delicious!

Tap MilwaukeeTap Milwaukee: Careful service and a 900-bottle wine list make this a choice spot for celebrations.

Milwaukee Art Museum is one of The 9 Best Places for People Watching in Milwaukee.

4. Milwaukee Art Museum

8.9
700 N Art Museum Dr (btwn Lagoon Dr & Michigan St), Milwaukee, WI
Art Museum · Lake Park · 127 tips and reviews

John EJohn E: MAM After Dark is fun youthful and art-filled! Excellent exhibition and people watching!!

Love M.Love Monkeys: Wonderful and beautiful place. A MUST-see in Milwaukee.

VISIT MilwaukeeVISIT Milwaukee: Go check out a Milwaukee Art Museum After Dark event. Try their themed cocktail at each one!

Bradford Beach is one of The 9 Best Places for People Watching in Milwaukee.

5. Bradford Beach

8.3
2400 N Lincoln Memorial Dr (btwn Water Tower & Ravine), Milwaukee, WI
Beach · Lake Park · 55 tips and reviews

JasonJason: Great place to run. Well kept trails and a nice lake breeze

VISIT MilwaukeeVISIT Milwaukee: Take a day off and relax this summer. Enjoy the view with some great hospitality and drinks! Read more.

TPL_JR T.TPL_JR Thomas P. Leisle Jr.: Bring a chair, a picnic, and your family for the Milwaukee Air and Water Show. Spectacular! Read more.

Colectivo Coffee is one of The 9 Best Places for People Watching in Milwaukee.

6. Colectivo Coffee

8.9
1701 N Lincoln Memorial Dr (at E Lafayette Hill Rd), Milwaukee, WI
Coffee Shop · 147 tips and reviews

Pat M.Pat McQuillan: This is a great place to meet or start a running or biking route. Now that it is nice outside they have great seating for people watching!

Daniel S.Daniel Somekh: Get the smoked scrambler with avocado 🤓 it's lit

VISIT MilwaukeeVISIT Milwaukee: Check out Alterra for Milwaukee's best coffee. Enjoy the sites and people while sipping back on a delicious caramel royal or pumpkin spice today! Read more.

Hooligan's Super Bar is one of The 9 Best Places for People Watching in Milwaukee.

7. Hooligan's Super Bar

7.7
2017 E North Ave (N Farwell Ave), Milwaukee, WI
Bar · Lower East Side · 59 tips and reviews

Matt S.Matt Schmelzer: Patio. Best People Watching in the city.

Kaila R.Kaila Ray: Server was super nice! Food was amazing. Cool atmosphere (:

Ange M.Ange M: THE best bar food in the greater Milwaukee area. No joke.

Shaker's Cigar Bar is one of The 9 Best Places for People Watching in Milwaukee.

8. Shaker's Cigar Bar

7.9
422 S 2nd St (btw W Florida St and W Virginia St), Milwaukee, WI
Pub · Walker's Point · 28 tips and reviews

zach b.zach byrne: Join Jim the mayor for some people watching outside.

Nikki V.Nikki V: Such an awesome place! Cool atmosphere, super friendly staff, and the ghost tour was wonderful (and very historic).

LizLiz: Go on the haunted ghost tour! It's so interesting! Maggie is an awesome tour guide!

Cafe Benelux is one of The 9 Best Places for People Watching in Milwaukee.

9. Cafe Benelux

8.2
346 N Broadway, Milwaukee, WI
Gastropub · Historic Third Ward · 219 tips and reviews

Paul L.Paul Luning: Great atmosphere (good music selection, outdoor seating in great people watching corner). Food was excellent, including meat-satisfying dishes for carnivores and plenty of tasty vegetarian options.

Leeny B.Leeny Bean: Excellent Bloody Mary's with a nice salad on top.

VISIT MilwaukeeVISIT Milwaukee: The best rooftop patio in the Historic Third Ward. Try the giant, pancake shaped Pannenkoeken and check out the 20-page Bier list.