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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.

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The Weekly Wander by City Cast PortlandSeptember 13Branches with green leaves frame a view of Portland’s Fremont Bridge with skyscrapers behind it.

Your Guide to Overlook

Beyond the views, the North Portland neighborhood has plenty of perks: access to the MAX Yellow Line, cocktail lounges, and residents who...

The Weekly Wander by City Cast PortlandSeptember 6Banners and window art on the Moda Center show Portland Trail Blazers figures and history. In front of the arena, a person rides a bike by a sign that spells out Rip City.

Side Quest: Pre-Game Routine

We don’t want to throw you off your game, but we do have some fun suggestions to spice up your traditions on the way to the Rose Quarter...

The Weekly Wander by City Cast PortlandSeptember 6An aerial shot shows the roof and twin glass spires of the Oregon Convention Center, with high-rise office buildings of the Lloyd District in the background.

Your Guide to the Lloyd District

For 66 years, the Lloyd Center was a place where Portlanders made memories, went shopping and ice skating, and even put in the miles mall...

Portland's BestSeptember 1church with a purple blue sky and birds in the air above a domed church with swifts

What To Do in Portland in September 2026

September brings migrating swifts, Comic Con, Geek Week, and the start of apple-picking season, with plenty of ways to enjoy Portland’s f...

Portland Life HacksSeptember 1People in lawn chairs and on grass in front of a stage with the sign “Jazz Festival” visible.

Tips for a Better September 2026 in Portland

September is still summer in Portland, with outdoor events, farmers markets, and a major traffic disruption to plan around.

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...

Portland, ExplainedAugust 27Pink dragon in a Fire jersey.

How Well Do You Know Our Local Mascots?

Portland Fire, the city’s WNBA team, revealed their new mascot this week after much fanfare.

The Weekly Wander by City Cast PortlandAugust 23Two white stone lions stand outside the entrance to Fubonn Supermarket, an Asian grocery store in Portland’s Jade District.

Your Guide to the Jade District

This Southeast Portland neighborhood is a place where traditions come together to tell a story of great food, artistic expression, & cama...