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Local CivicsOctober 29hand putting ballot into mailbox

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.

The Weekly Wander by City Cast PortlandNovember 8A bottle of Lange wine is poured into a glass sitting on a counter at the tasting room. The background is blurred, emphasizing the red wine in the foreground.

Your Guide to the Dundee Hills

There’s much more than wine to be found over the Dundee Hills — the pinot noir is world-class though too.

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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.”

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

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.

The Weekly Wander by City Cast PortlandOctober 18Two 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.

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.

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.