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A County Chair Front-Runner’s Endorsements Are Crumbling, a Ballot Measure Is Snubbed, and Other Election Coverage Updates

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The Weekly Wander by City Cast PortlandOctober 11Fog 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.

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...

The Weekly Wander by City Cast PortlandOctober 11Two 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.

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...

Food & DrinkOctober 5A pulled pork sandwich, soup, and apple cider slushy at Sugarpine Drive-In.

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...

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...