City Cast Portland logo

Best Last-Minute Road Trips From Portland

Posted on August 31, 2023   |   Updated on September 30, 2025

Rachel Monahan

bridge between Washington and Oregon at Astoria

Astoria-Megler Bridge (EmergentProperty/Cacophony)

Even if you don’t have plans for the weekend, it’s not too late to hop in the car. We got advice from Norther Emily of Wild Solitude Guiding on the best weekend road trips from Portland for last-minute adventure:

North Coast Loop

Norther Emily recommends 202 to Astoria and then driving down the coast to Lincoln City and taking Highway 18 back.

Here are some stops to consider:

  • Before you get to Astoria, “Youngs River is a really beautiful river that I never hear people talk about. There's a cool waterfall you can stop and swim at.”
  • “Go to Astoria. Go to the shipwreck.”
  • “Go to the little touristy towns. Go to the little cute towns that aren't touristy.”
  • “I love the tunnel on the beach at Oceanside.”
  • “I love Hug Point. It's the classic; never get tired of that.”
  • Cascade Head is so, so beautiful, and that would be a great way to end the day — to hike out there, and look at the little black sand beach. At the end of the hike, [there’s] sea lions. Then you can hike back in the sunset through the spruce forest."

Crater Lake

blue sky and blue water

Since 1902, Crater Lake has been a national park. (Bonnie Moreland)

It’s a bit far for a weekend drive, but if you’ve got a few extra days, visit Oregon’s one big national park.

“Not many people go to Southern Oregon, so this is kind of like a fun way to introduce yourself to the area if you're not super familiar,” says Emily.

It’s built for car touring with a bunch of pull outs around the lake. “You will get tired of looking at the lake from every single angle.” Her advice: “If everybody else is going counterclockwise, you go clockwise and stop at the stops that everybody was already sick of stopping at.”

For hiking nearby there are lots of options, including Mount Scott. “Mount Scott is actually one of the taller peaks in the state of Oregon. That is a really nice half-day hike.”

On the Way There: North Umpqua River

From Roseburg, take the route along the North Umpqua River: “It's nicer to open up the trip by starting with this super scenic drive up this really beautiful river.”

Stop at the little waterfall hikes and Umpqua Hot Springs. “It's pretty well regulated. And there's a lot of really great camping,” says Emily.

Bonus: “I've seen some cute little bears. It's a pretty rugged area, but it's still really accessible for how wild it is.”

McKenzie Pass

Always check the weather, says Emily. And so this one’s for another time: There’s currently a forest fire shutting down the road. Look for a time when the snow isn’t blocking travel — generally July to November — and neither are the fires.

The high-mountain pass was too hazardous for the covered wagons of pioneers, but was originally a trail for Native tribes. Later, ranchers drove their cattle over the mountains. Now it’s an outdoor paradise.

It’s about eight hours of driving, round trip, “which is pretty reasonable for a weekend,” says Emily. “I've done that trip as a day trip before. A friend of mine mentioned that she had never been east of the Cascades and I was like, get in the car, we're leaving right now”

It doesn’t take a lot of advance planning for activities, because “there's very clear stops,” says Emily. “Stop here and look at this awesome waterfall. Now stop here and look at this also awesome waterfall. Stop here and climb to the top of this neat little lava castle and look out over the vast lava fields. You can stop and swim. You can pick berries.”

Bonus

Norther Emily has made all the mistakes so you don’t have to. Listen to her advice on what to do before you hit the road.

We want to hear from you: What are your favorite weekend road trips from Portland?

What to Pack in the Car

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.
Advertisement image

Portland's Best

See All
Portland's BestJuly 30

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.

Green 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.
Portland's BestJuly 1

What To Do in Portland in July 2026

A quarter millennium ago, the U.S. got its start. Since then, we've experienced all the promises and disappointments of our country's rhe...

Parade with people in pink and rainbows.
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

The latest in Portland

The Weekly Wander by City Cast PortlandAugust 9

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.

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

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...

A person floats on greenish-blue water in a yellow kayak, photographed from above.
Summer GuideJuly 30

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.

The Oregon coast with haystack rocks off the shore and a wide beach.
Portland, ExplainedJuly 30

Test Your Knowledge of Portland Art

You can tell whether you’re a real Portland resident by how you pronounce local names. Or can you? Today’s quiz tests your Portland stree...

elk statue next to a tree, with high-rise buildings in the background
Summer GuideJuly 27

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...

A mossy and rocky terrain with a steep cliff covered in trees in the background.
The Weekly Wander by City Cast PortlandJuly 26

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.

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

Your Guide to Piedmont

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

Hundreds of people sit on the lawn in front of the historic gazebo in Peninsula Park.
The Weekly Wander by City Cast PortlandJuly 19

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.

Cars 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.