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

The latest in Portland

The Weekly Wander by City Cast PortlandJune 21

Your Guide to Sellwood-Moreland

Sellwood-Moreland is the twin neighborhood in Portland that just sticks with you. You can breathe in nature at Oaks Bottom Wildlife Refug...

Kids race to paddle their creative watercraft made from milk cartons across a shallow pond. A large crowd stands on the bank to cheer them on.
The Weekly Wander by City Cast PortlandJune 21

Side Quest: Sweat It Out

The health and wellness practice of the sauna experience is gaining momentum in the Pacific Northwest. In the Portland area, you can find...

A floating sauna called Ebb & Ember is moored to a dock on the Columbia River beneath a cloudy sky.
Portland's BestJune 15

Tips For Getting the Most Out of Summer

The City Cast Portland team shares their favorite Portland summer hacks — tips for cooling down on hot days, favorite patios, the perfect...

People biking through an arch-shaped water mister on a street lined with cars and trees on a clear day.
The Weekly Wander by City Cast PortlandJune 14

Side Quest: Streetcar Stories

One of its most notorious stops was at the White Eagle Saloon, now a potentially haunted rock ‘n’ roll hotel operated by McMenamins in pr...

Alternating images show different iterations of streetcars throughout Portland’s history. The first sepia-toned photograph shows horse-drawn trolleys along tracks. The second black-and-white image shows a conductor and other people posing on an electrified car. The final image shows the modern Portland Streetcar coming over the Broadway Bridge.
The Weekly Wander by City Cast PortlandJune 14

Your Guide to Eliot

In 2021, the AMT debuted Albina Soul Walk (now Soul Walk South), a self-guided walking and listening tour that highlights the significanc...

A scene from 1977 in Northeast Portland shows a crowded street made up predominantly of Black people. The sun shines brightly and people are jubilant with smiles on many faces following the Portland Trail Blazers’ NBA championship.
The Weekly Wander by City Cast PortlandJune 7

Side Quest: You Can Play These Games

Just a few hundred feet from Pioneer Courthouse Square (and one story below ground), you’ll find Glowing Greens Indoor Mini Golf, the per...

A retro style bowling alley with four lanes. Above the pins on each lane sits a retro Western painting in a golden frame.
The Weekly Wander by City Cast PortlandJune 7

Your Guide to Pioneer Courthouse Square

When it comes to Downtown Portland, there’s almost too much to tackle in one visit, so we’re keeping this week’s wander focused on places...

A crowd of people raise their hands in the air with Pioneer Courthouse in the background. A flock of pigeons are flying by in the sky.
Portland's BestJune 2

What To Do in Portland in June 2026

City Cast Portland contributor Alex Frane has a couple picks:

cyclists out for a group ride on a leafy street in Portland, Oregon