City Cast Portland logo

Get to Know Milwaukie

Posted on March 14, 2023   |   Updated on September 30, 2025
John Notarianni

John Notarianni

Milwaukie is right next door to Portland, but it can feel a world away. (John Notarianni/City Cast Portland)

Milwaukie is right next door to Portland, but it can feel a world away. (John Notarianni/City Cast Portland)

Portland's neighbor to the south on the eastside is a gateway to Clackamas County — which sometimes is a universe away, for better or worse. But the divide is a little more complicated.

Did you know that part of Milwaukie is actually in Multnomah County? A handful of households on the city's northern edge are indeed Multnomah County residents.

The line between Portland and Milwaukie has become even more permeable since the Max Orange Line linked the two communities in 2015. The boundary hasn't been consistent, either — a few tracts of land along the Willamette River changed hands between the two cities just five years ago.

Milwaukie was named for Milwaukee, Wisc.. The two cities settled on their different spellings after varying for a while. (John Notarianni/City Cast Portland)

Milwaukie was named for Milwaukee, Wisc.. The two cities settled on their different spellings after varying for a while. (John Notarianni/City Cast Portland)

Founded in 1847 as a lumber and shipping town, Milwaukie became an industrial hub and then a suburban destination in the second half of the 20th century. Today, the city is home to a unique array of local businesses like Bob's Red Mill, Dave's Killer Bread, and Dark Horse Comics. In recent years, Milwaukie has begun to shed its working-class image and become desirable as a bedroom community: Last year, the median home price in Milwaukie was higher than in Portland proper.

There's plenty to do and see in Milwaukie today. The whole family can play games and catch a movie at the quirky Wunderland Milwaukie Cinema. It's the home base of several iconic local restaurant chains like Pietro's Pizza and Mike's Drive-In. The ultimate locals' tip, though, is to stop in for some pork fried rice and karaoke at Chan's Steakery where, if you're lucky, you might find a 2022 Karaoke World Championship finalist behind the bar!

This segment was contributed by City Cast Portland lead producer John Notarianni.

Tell Us: What Are Your Favorite Spots in Your Neighborhood?

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

Neighborhood Guides

See All
Neighborhood GuidesFebruary 3

Your Guide to Oregon City

To Portland, Oregon City may be just a small suburb. (If you don’t even really know where it is, take 99 south past the Goodwill Bins and...

Pink, purple and yellow sunset views of the Willamette River at Willamette Falls
Neighborhood GuidesJanuary 21

Get To Know South Burlingame

Portland's South Burlingame neighborhood is small, but mighty. From lively cemeteries to neighborhood gems, here's everything you need to...

View of autumn trees at a cemetery.
Neighborhood GuidesDecember 8, 2025

Your Guide to an East Portland Neighborhood You’ve Probably Never Heard Of

Maybe you’ve never heard of the East Portland neighborhood Russell. But now you have: It’s an affordable, safe, and largely residential n...

trees line a paved path
Neighborhood GuidesNovember 10, 2025

The Neighborhood Hotspots in Family-Friendly West- and Eastmoreland

The charm of the Eastmoreland and Westmoreland neighborhoods is how great they are for the families that live there. Willamette Week’s ar...

people at tables at Monty's Red Sauce, Portland, Oregon
Neighborhood GuidesOctober 20, 2025

Your Guide to Hood River's Fruit Loop

Out near Hood River there’s a cluster of orchards and wineries along a 35-mile stretch of country roads. The area now goes by the attenti...

flowers in the foreground, Mount Hood in the background
Neighborhood GuidesSeptember 10, 2025

The Portland Neighborhood for Living in the Woods

Arnold Creek is a Portland neighborhood that you may never have heard of — maybe because it’s just barely inside city limits in Southwest...

map of Arnold Creek neighborhood. With Tryon Creek at the eastern edge.
Neighborhood GuidesAugust 14, 2025

Sunnyside Has Nickel Arcade Games and Peacock Lane

Sunnyside is a classic inner eastside neighborhood, with tree-lined streets. It’s walkable and bikeable. There’s Southeast Hawthorne for...

a Victorian house at night with red light in the top windows, Foxtrot, Portland, Oregon
Neighborhood GuidesJuly 21, 2025

Finding Old Portland in Foster-Powell's Back Alleys

Foster-Powell has the charms of Old Portland, with a maze of alleys where neighbors hang out. “I like the alleys; I think they're special...

pink tree in bloom on a back alley, Foster-Powell, Portland, Oregon