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The Weekly Wander by City Cast PortlandAugust 30People browse artist booths under the trees at Art in the Pearl. In the foreground, colorful glass sculptures sit on pedestals.

Your Guide to the Pearl District

Portland’s largest outdoor art fair is celebrating its 30th anniversary Saturday, Sept. 5 through Monday, Sept. 7 under the trees in the...

The Weekly Wander by City Cast PortlandAugust 30A colorful abstract painting of a person hangs on a wall to the left. In the background, two figures observe different paintings at the Froelick Gallery in Portland, Oregon.

Side Quest: Art in the Heart

Born from Portland’s creative warehouse scene, the Pearl District remains an arts hub, with galleries, museums, public art, and vibrant c...

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The Weekly Wander by City Cast PortlandAugust 9Alternating images show scenes from the 2025 edition of the Portland Classic, a non-major tournament on the LPGA Tour.

Your Guide to the North Shore

It’s not as shiny as Vancouver’s waterfront, but there’s plenty to do and see if you know where to look, so let’s dive in.

The Weekly Wander by City Cast PortlandAugust 9A person floats on greenish-blue water in a yellow kayak, photographed from above.

Side Quest: Keep Calm and Paddle On

Whether you’re paddling a kayak, a canoe, or a stand-up paddle board, spending time exploring Portland’s waterways is a huge perk about w...

Summer GuideJuly 30The Oregon coast with haystack rocks off the shore and a wide beach.

Tips for a Better August 2026 in Portland

August is our hottest month, so we all need to figure out how to stay cool in Portland - check out a few tips we've gathered.

Portland's BestJuly 30Green fish or shark like head with pointy teeth and a tongue hanging out is this soapbox derby entrant. People and a van and trees in the back.

What To Do in Portland in August 2026

We have some ideas for how to make this month in Portland more exciting, easier, and just an all-round good time.

Summer GuideJuly 27A mossy and rocky terrain with a steep cliff covered in trees in the background.

The Most Overrated (and Underrated) Portland Summer Activities

Summer in Portland often feels ideal — the weather is mostly moderate, and there's an endless list of events and outdoor destinations to...

The Weekly Wander by City Cast PortlandJuly 26Two people walk their bicycles through an ornamental rose garden, popping with vibrant red, pink, and white blooms.

Side Quest: Stop and Smell the Roses

Although you’ll now encounter a multi-hued oasis, when the garden opened in 1913, it was planted with nothing but fragrant, pink roses.

The Weekly Wander by City Cast PortlandJuly 26Hundreds of people sit on the lawn in front of the historic gazebo in Peninsula Park.

Your Guide to Piedmont

Piedmont is perhaps Portland’s oldest planned community, with a deed dating back to 1889.

The Weekly Wander by City Cast PortlandJuly 19Cars are parked on the street outside of Academy Theater in Portland’s Montavilla neighborhood. The blue facade is cylindrical with a marquee lined by blue lights.

Side Quest: Second-Run Stars

Portland’s historic movie theaters are time capsules of cinema-how-it-was, and watching modern films somehow feels less soul-sucking.

The Weekly Wander by City Cast PortlandJuly 19Crowds of people browse the stalls at the Montavilla Street Fair. Booths can be seen on both sides of the street.

Your Guide to Montavilla

Long a stopover for travelers between Hood River and Portland, Montavilla is a crossroads of cultures and camaraderie, and every summer,...