Fun-Filled Adventurous Things to Do in Portland

June 17, 2025

Let’s be honest—when you think of Portland, your mind probably goes to quirky coffee shops, flannel shirts, and a healthy obsession with craft beer. And while that’s all totally true, there’s another side to Portland that deserves some spotlight: it’s packed with adventure. Whether you’re a local itching to break your weekend routine or a traveler looking to explore beyond the brunch scene, there are a ton of fun, adventurous things to do in Portland. Let’s dive in.

1. Bike Your Way Around Town

If you're not biking in Portland, are you even in Portland? This city is built for two wheels. Rent a bike (or grab one from the Biketown stations scattered around town) and cruise through neighborhoods like Alberta, Hawthorne, or the Pearl District. Feeling more outdoorsy? Hit the Springwater Corridor, a peaceful, 21-mile trail that gives you nature, river views, and some solid people-watching opportunities - a must on the list of things to do in Portland.

2. Get Lost (in the Best Way) in Forest Park

Next in the list of things to do in Portland is visiting Forest Park. Forest Park is one of those places where you step in and instantly forget you're in a city. It’s massive—like, over 5,000 acres massive—and it's crisscrossed with trails that lead you through towering trees, moss-covered logs, and pure PNW magic. The Wildwood Trail is a go-to if you want to really stretch your legs. It’s the kind of place where your phone signal fades and your brain finally chills out.

3. Paddleboarding on the Willamette

Don’t just look at the river—get on it! Rent a paddleboard or kayak and cruise right through downtown via the Willamette River. You’ll float under bridges, glide past the city skyline, and maybe spot a heron or two. For extra adventure points, try paddleboarding during sunset or join a SUP yoga class (yes, it’s as hard as it sounds—but so worth it) - a must on the list of things to do in Portland.

4. Fly Through the Trees at Tree to Tree Adventure Park

If you want to literally swing through the Oregon forest, ziplining at Tree to Tree Adventure Park is your jam. Located just outside Portland, it’s a treetop obstacle course for adults (and kids, too). Ropes, ladders, zips, and adrenaline—all surrounded by beautiful evergreens. Bonus: you’ll sleep like a log that night - a must on the list of things to do in Portland.

5. Take a Quick Trip to the Columbia River Gorge

Okay, it’s not technically Portland, but it’s so close (and so ridiculously beautiful) it’s basically part of the experience. The Gorge is a quick 30-minute drive from the city, and it's full of hiking trails, waterfalls, and viewpoints that’ll make your phone storage cry. Multnomah Falls is the crowd favorite, but if you want fewer tourists and more adventure, check out Wahclella Falls or Angel’s Rest.

6. Climb Something – Indoors or Out

Got some pent-up energy? Channel it into climbing. Portland has several awesome indoor climbing gyms like Planet Granite and The Circuit—perfect for rainy days. But if you want to feel the real rock under your fingers, head to Rocky Butte. It’s got routes for beginners and pros, plus great views once you make it to the top - a must on the list of things to do in Portland.

Wrapping It Up

Portland isn’t just weird—it’s wild, and in the best way possible. There are a lot of things to do in Portland. Whether you’re zipping through trees, paddling through downtown, or getting lost in the woods five minutes from your Airbnb, this city is full of ways to shake things up and get your blood pumping. So lace up your hiking boots (or grab your helmet), and dive into Portland’s adventurous side. You’ll be glad you did. PS: When in Portland, do visit New York for a memorable experience. Check out our website for more details.