City Cast Portland logo

Your Guide to Maywood Park

Posted on June 28
Ben McBee

Ben McBee

People pose in the street holding flags and a sign that says “City of Maywood Park” for the Fourth of July parade.

Even if you don’t live in Maywood Park, you’re invited to join the Fourth of July festivities. (Patrick F. Smith)

Nestled in the shadow of Rocky Butte, where I-205 and I-84 meet, you’ll find a piece cut out of the Portland map. That’s Maywood Park, the enclave with its own mayor and City Council and a decidedly small-town feel. What its 900 or so residents lack in numbers they make up for in civic pride, and summertime brings out the best in the welcoming community. Here’s how the Fourth of July holiday weekend is shaping up:

🚗 Why You Should Visit This Week: A Parade and Live Performance

With plenty of tree cover and wide streets, Maywood Park is the ideal setting for the parade that kicks off its Fourth of July festivities. Departing from Northeast Maywood Place and Skidmore Street at 11 a.m. the procession will head southeast and then back toward the starting area via 99th Avenue and Campaign Street (forming a short, triangle-shaped route). Owners of classic cars and motorcycles, or simply decorated bicycles are all invited to join in — you can also just bring a chair or blanket to watch the spectacle from the sidewalks.

Of course, most of the people there will be neighbors, but you’ll find their friendliness extends to anyone who wants to celebrate. Following the parade, food trucks will set up in Maywood Commons (11:30 a.m.-1:30 p.m.), as will The Velvet Stingrays, a surf rock instrumental band featuring Maywood Park City Councilor Thomas Welande.

People are bent over a red and white checkered table for the pie eating contest at Maywood Park’s Fourth of July festivities.

You won’t want to miss the pie-eating contest. (Patrick F. Smith)

⚠️ Origin Story: A Fight With The State

It took Maywood Park two attempts over several years to successfully incorporate, but in doing so, its citizens gained a better standing to protest the freeway planned for their backyards. In the end, ODOT wouldn’t budge, and more than 80 homes on the west side were demolished, but there were several smaller victories residents could be proud of. Most importantly — and why it’s so easy to miss Maywood Park as you’re driving by — I-205 was built with a deeply sunken grade, far below the level of the surrounding homes, in order to reduce the traffic noise. A grassy berm was built to further muffle the din. Today, people can host a barbecue, go to class, and otherwise live their lives in peace and quiet.

🪏 History: Digging Deeper

Rolling back the clock a bit more, you’ll find that automobiles were a main reason Maywood Park exists in the first place. At the turn of the 20th century, the region was predominantly semi-old-growth forest with farmland around its edges (where Parkrose is today). Being far east from downtown, the area was hard to get to, but in 1926, the city of Portland expanded Sandy Boulevard to four lanes, improving access and opening the door to swaths of homebuyers.

Have an event or neighborhood you want us to feature? Let us know.

📲 Your Weekly Wander tips
see more:things to do

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.

The Weekly Wander by City Cast Portland

See All
The Weekly Wander by City Cast PortlandOctober 25

Side Quest: A Bubbly Backstory

Which backstory of downtown Portland’s Benson bubblers do you choose to believe?

A four-armed drinking fountain pedestal, known in Portland as Benson Bubblers, squirts water. Yellow leaves cover the bricks and some leaves have even landed in the bowls of the bubbler.
The Weekly Wander by City Cast PortlandOctober 22

Your Guide to Downtown Portland

Last caw! Don’t miss out on “Follow the Crows,” an interactive art trail in downtown Portland celebrating Laika’s upcoming film, “Wildwood.”

Downtown Portland’s skyline sparkles during blue hour. The perspective shows the view from Pittock Mansion, facing eastward.
The Weekly Wander by City Cast PortlandOctober 18

Side Quest: Drawing Nature into the City

Every award-winning park starts with a sketch. See the history behind one of Portland’s most famous green spaces.

Landscape design sketches from architect Lawrence Halprin show the vision for a tree-lined promenade in downtown Portland’s Open Space Sequence.
The Weekly Wander by City Cast PortlandOctober 18

Your Guide to Portland State University

There’s always something to do around the South Park Blocks, from the PSU Farmers Market to cultural celebrations like Catrinas en la Calle.

Two passengers walk onto the yellow and green Portland Streetcar beneath a leafy green canopy at the South Park Blocks stop on Portland State University’s campus.
The Weekly Wander by City Cast PortlandOctober 11

Side Quest: From Beyond the Grape

Frightful festivities from beyond the grapes await as Willamette Valley wineries host Halloween events. Throw on your costume and get rea...

Fog sits low among the fields and trees of Willamette Valley wine country. In the foreground, green grape plants show signs of fall as leaves begin to turn yellow.
The Weekly Wander by City Cast PortlandOctober 11

Your Guide to Tualatin

Don’t rock the gourd or you’ll miss Tualatin’s West Coast Giant Pumpkin Regatta when it returns Oct. 18. Join the fun and see what else t...

Two costumed people — one dressed as an aviator and the other in a squirrel suit — paddle their giant pumpkins toward the finish line at the West Coast Giant Pumpkin Regatta in Tualatin. Crowds of people cheer them on in the background.
The Weekly Wander by City Cast PortlandOctober 4

Side Quest: A Smile That Can’t Be Bleat

Need a mood boost? Portland's goats deliver. Here's where to visit, feed, and hang out with the city's most charming herds, from St. John...

A black and white goat stands elevated on a stone and wood tower outside of the Sellwood Goat House in Portland, Oregon.
The Weekly Wander by City Cast PortlandSeptember 20

Side Quest: Go Big or Gourd Home

It’s almost pumpkin patch season on Sauvie Island, that time of year when caravans arrive in search of colorful squash to carve, and appl...

A pile of orange and green pumpkins at the entrance to The Pumpkin Patch on Sauvie Island. In the background, there’s a large red barn and farm store.

The latest in Portland

Local CivicsOctober 29

Your Guide To the Fall 2026 Election in Portland

We’re closing in on Election Day 2026, so here's your guide to the key races and how to vote in the Portland area.

hand putting ballot into mailbox
Food & DrinkOctober 5

The Best Fall Foods in Portland

A fall festival at Bauman's Farm apples at a Hood River orchard (Kiyokawa Family Orchards, ideally), and a Sauvie Island pumpkin patch (B...

A pulled pork sandwich, soup, and apple cider slushy at Sugarpine Drive-In.
Neighborhood GuidesOctober 4

Your Guide to Parkrose

Petting zoo, line dancing, and live music: Portland Fall Fest hits Rossi Farms on Oct. 4. Here’s how to make a day of it in Parkrose, plu...

A mural at 10721 NE Sandy Blvd. in Portland’s Parkrose neighborhood depicts farmers working in fields colored orange, red, and green. The blue-hued figures load yellow crates onto a blue truck.
Portland Life HacksOctober 2

Tips for a Better October 2026 in Portland

You know what’s coming: The next six months in Portland involve a lot of rain and colder weather, so let's get ready for it.

River with the steal bridge in the background, I-5 on the right side, downtown showing on right
Portland's BestOctober 1

What To Do in Portland in October 2026

Check out these classic October outings in Portland, including corn mazes, fall foliage viewing, and Halloween celebrations.

Tree leaves turning red.
Neighborhood GuidesSeptember 27

Your Guide to Kerns

When members of the Holy Trinity Greek Orthodox Cathedral moved into the large church at the corner of Northeast Glisan Street and 32nd A...

A street view from the corner of Northeast Glisan Street and Northeast 28th Avenue of the Apambichao Building, a cream and white colored Victorian apartment building that sits above Pambiche, a Cuban restaurant painted a deep blue.
Food & DrinkSeptember 27

Take a Tour of Franz Bakery in Portland

There are some things you knead to dough (sorry, seasonal allergies are the worst) about Franz Bakery, a fifth-generation, family-owned b...

Loaves of Franz bread tumble off of a conveyor belt at Franz Bakery in Portland, Oregon.
Portland's BestSeptember 1

What To Do in Portland in September 2026

September brings migrating swifts, Comic Con, Geek Week, and the start of apple-picking season, with plenty of ways to enjoy Portland’s f...

church with a purple blue sky and birds in the air above a domed church with swifts