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The Weekly Wander by City Cast PortlandOctober 25A 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.

Side Quest: A Bubbly Backstory

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

The Weekly Wander by City Cast PortlandOctober 22Downtown Portland’s skyline sparkles during blue hour. The perspective shows the view from Pittock Mansion, facing eastward.

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.”

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The Weekly Wander by City Cast PortlandOctober 4A black and white goat stands elevated on a stone and wood tower outside of the Sellwood Goat House in Portland, Oregon.

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...

Neighborhood GuidesOctober 4A 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.

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...

Portland Life HacksOctober 2River with the steal bridge in the background, I-5 on the right side, downtown showing on right

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.

Portland's BestOctober 1Tree leaves turning red.

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.

Neighborhood GuidesSeptember 27A 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.

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...

Food & DrinkSeptember 27Loaves of Franz bread tumble off of a conveyor belt at Franz Bakery in Portland, Oregon.

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...

The Weekly Wander by City Cast PortlandSeptember 20A 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.

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...

The Weekly Wander by City Cast PortlandSeptember 20A flock of geese descends toward the Multnomah Channel and Sauvie Island. Kayakers can be seen on the water and in the background, the Wapato Bridge rises above a floating home community.

Your Guide to Sauvie Island

Located about 10 miles northwest of downtown Portland, Sauvie Island is a slice of nature that draws city folks year-round.

The Weekly Wander by City Cast PortlandSeptember 13An aerial photo from 1935 shows the Swan Island airstrip, built on a peninsula that juts out into Portland’s Willamette River.

Side Quest: Charting History’s Course

While most of the Overlook neighborhood sits above the bluffs, the industrial area of Swan Island down below does actually fall within it...