City Cast Portland logo

Check Out These Portland Fall Getaways

Posted on October 4, 2023   |   Updated on September 30, 2025

Rachel Monahan

A Japanese maple tree with orange leaves with a winding trunk in Portland, Oregon

Fall foliage at the Portland Japanese Garden. (Celso Mollo / 500px / Getty Images)

City Cast

How to Make the Most of Portland’s Coziest Season

00:00:00

It’s fall! Maybe you’re looking for ways to celebrate the season that go beyond corn mazes and pumpkin patches, even if those things are great too. Eden Dawn, author of “The Portland Book of Dates,” shared some of her recs for the best ways to take advantage of the pumpkin-spice vibe:

If you’re looking for a spot not too far out of Portland, this historic neighborhood is a lovely place to stroll and get in some leaf-peeping. Check out the 22 historic Victorian homes of Officers Row. You can even print out a map to take with you, so you can ID all the trees as you go.

“You go walk the leaf path – absolutely stunning; look at all the beautiful Victorians,” says Dawn. “Then at the end, you have a nice wine.”

Willful Wine, a women-owned wine bar, is located in The Grant House. It’s named for the president and general who never actually lived there, but slept instead at nearby Fort Vancouver.

Mushroom Hunting: Saddle Mountain and Kings Mountain

It’s tough to find someone who’s serious about mushroom hunting and is willing to share their secrets.

But Dawn was willing to share a little bit: “I can tell you that both Saddle Mountain and Kings Mountain have great hikes and many people have shown photos or tagged locations where they have got the one and only, the mysterious Chanterelle.”

The perfect ending to the day? Camp 18:

“Even if you go out and you don't get your mushrooms, you go and you sit by the giant fireplace and you have yourself a hot tea, or maybe you have a beer, and you just get to enjoy your fall moment,” she says.

(“The real kicker for me is that there always seems to be some farm cats that live around, and I'll basically go anywhere if I can sit outside and pet a farm cat,” she adds.)

City Cast

Oregon’s Mushroom Hunting Season: Tips for Success

00:00:00
yellow mushroom in an Oregon forest

A Chanterelle mushroom growing in a forest. (K A Gonzalez / Getty Images)

Favorite Fireplace in Town: Keys Lounge

“It's so sexy. They have the DJs going, and I feel like they do a good job. And then they have the little fireplace there, and it's so warm and cozy in there. The lighting is good. Everything feels real cozy and warm.”

Fun fact: the decorations on the patio wall are from the old OMSI building. “When I was a kid there was this geodesic dome that was up by the zoo and that was all in blue and green and these little panels of glass or something. When we were growing up, all the kids loved [the old OMSI].”

More Fall Outings

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

Portland's Best

See All
Portland's BestJune 15

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...

People biking through an arch-shaped water mister on a street lined with cars and trees on a clear day.
Portland's BestJune 2

What To Do in Portland in June 2026

City Cast Portland contributor Alex Frane has a couple picks:

cyclists out for a group ride on a leafy street in Portland, Oregon
Portland's BestApril 30

Your Guide to May 2026 in Portland

From Mother's Day brunches to 503 Day celebrations to the Primary Election, there's going on in Portland this month.

People on a podium having shot off confetti.
Portland's BestApril 1

Your Guide to April 2026 in Portland

Out on the Oregon Coast, April means it’s time to celebrate the puffin’s seasonal return to Cannon Beach, which will host an annual Puffi...

A closeup of a tufted puffin.
Portland's BestMarch 16

Where to Find Downtown Portland's Best Hotel Bars

With the opening of Damian Lillard's shiny new bar at the Benson Hotel, I've been thinking a lot about our city's hotel bar scene. For me...

people sitting curved banquettes and tables, at Abigail Hall, Portland, Oregon
Portland's BestMarch 9

Where To Indulge in the Cherry Blossom Bloom This Year in Portland

The yearly cherry blossom bloom along the waterfront is one of the rare times you'll see a crowd in our city outside of a scheduled event...

cherry blossoms at the Tom McCall Waterfront Park, Portland, Oregon, park bench foreground
Portland's BestMarch 2

What To Do in Portland in March 2026

There’s plenty to look forward to in March in Portland. But to start, here’s something you may not be looking forward to. This Sunday, at...

view from Mt. Tabor onto an empty reservoir, Portland, Oregon
Portland's BestFebruary 23

Portland Neighborhood Bars That Are Worthy of the Love

What makes a bar a true neighborhood bar?! The City Cast Portland team recently got together to explore why we love our local digs and wh...

cocktail on a table in the foreground, counches, bar in background, Dear Sandy, Portland, Oregon

The latest in Portland

The Weekly Wander by City Cast PortlandJune 28

Your Guide to Maywood Park

Nestled where I-205 and I-84 meet, you’ll find a piece cut out of the Portland map. That’s Maywood Park, the enclave with a decidedly sma...

People pose in the street holding flags and a sign that says “City of Maywood Park” for the Fourth of July parade.
The Weekly Wander by City Cast PortlandJune 28

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.

A colorful array of clothes on hangers at a bustling outdoor market.
The Weekly Wander by City Cast PortlandJune 21

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...

Kids 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.
The Weekly Wander by City Cast PortlandJune 21

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...

A floating sauna called Ebb & Ember is moored to a dock on the Columbia River beneath a cloudy sky.
The Weekly Wander by City Cast PortlandJune 14

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...

Alternating 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.
The Weekly Wander by City Cast PortlandJune 14

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...

A 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.
The Weekly Wander by City Cast PortlandJune 7

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...

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

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...

A 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.