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The Weekly Wander by City Cast PortlandJuly 12People sit in red adirondack chairs at Amaterra Winery, looking out over the Tualatin Valley and a sloped vineyard. The setting sun peeks through a stand of tall evergreen trees.

Side Quest: Drinks with a View? Wine Not

Competition in Willamette Valley is fierce, but Amaterra sets the bar high (on top of the West Hills, in fact). It's 15 minutes from down...

The Weekly Wander by City Cast PortlandJuly 12Blueberries, some ripe and some not, weigh a branch down.

Your Guide to Portland's West Hills

The West Hills are a peaceful place to live with plenty of dining appeal, as restaurants and breweries keep heading to the ‘burbs.

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The Weekly Wander by City Cast PortlandJune 28A colorful array of clothes on hangers at a bustling outdoor market.

Side Quest: Trash to Treasure

Another big event on the Maywood Park calendar is the annual garage sale, where residents bring their unwanted items to Maywood Commons.

The Weekly Wander by City Cast PortlandJune 21Kids 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.

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...

The Weekly Wander by City Cast PortlandJune 21A floating sauna called Ebb & Ember is moored to a dock on the Columbia River beneath a cloudy sky.

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...

Portland's BestJune 15People biking through an arch-shaped water mister on a street lined with cars and trees on a clear day.

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...

The Weekly Wander by City Cast PortlandJune 14Alternating 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.

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...

The Weekly Wander by City Cast PortlandJune 14A 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.

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...

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

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...

The Weekly Wander by City Cast PortlandJune 7A 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.

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...

Portland's BestJune 2cyclists out for a group ride on a leafy street in Portland, Oregon

What To Do in Portland in June 2026

City Cast Portland contributor Alex Frane has a couple picks: