Portland, Oregon
Hiking

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Our most recommended Portland, Oregon Hiking

From Portland: Columbia Gorge Waterfalls and Mt. Hood Tour

1. From Portland: Columbia Gorge Waterfalls and Mt. Hood Tour

Explore Mt. Hood National Park on a guided tour along Hood River. Enjoy picturesque Pacific Northwest scenery on well-maintained trails with an expert guide. Depart from downtown Portland and drive towards Troutdale, known as the Gateway to the Gorge. Enjoy the journey along the Historic Columbia River Highway, the first planned scenic roadway in the United States. Arrive at Crown Point Vista House, an overlook that sits high above the Columbia River. From here, go deeper into the Columbia River National Scenic Area to the first waterfall for the day, the dramatic Latourell Falls. This waterfall plunges 249 feet over a massive wall of columnar basalt. Depending on the season, a short walk will take you closer to the falls. Proceed next to the grand Multnomah Falls, which plummets to the ground from 620 feet in two major steps. Explore the Multnomah Falls Historic Lodge and stand on the easily accessible viewing platform that offers a full view of the Benson Bridge and cascading falls beyond. Next up is Hood River, known as the "Windsurfing Capital of the World", where you can explore and grab some lunch. After, set out heading south, through the Fruit Loop orchards and lavender farms. If time permits, you may even make a brief stop at one of the farm stands. Then, climb about 6,000 feet in elevation to Timberline Lodge. This National Historic Landmark sits proudly against Oregon’s highest peak at Mt. Hood. Take a walking tour at the lodge and enjoy the Cascade Mountain Range views from the lodge’s patios, before a relaxing journey back to Portland.

Portland: Columbia River Gorge 3-Hour Small Group Tour

2. Portland: Columbia River Gorge 3-Hour Small Group Tour

Enjoy a half-day guided tour to discover the breathtaking landscape of the western Columbia Gorge. After pickup at your accommodation, travel down Waterfall Alley, known for having the highest density of hanging waterfalls in the world during the winter and spring. Stop at a viewpoint where you'll get a spectacular vista of the western Gorge, with the Vista House in the foreground.  You'll have 15 minutes to spend inside the Vista House, the fanciest rest stop in the world. It was built in 1918, and provides interpretive displays and sublime views. Be careful⁠⁠—sometimes the wind gusts to 160 km/h (100 mph). Stop and do a short and easy hike at a cathedral waterfall. You'll feel as if you're in a fairy tale as you walk through rainforest and discover a magnificent rock formation harboring an elegant waterfall and fluorescent-yellow lichen. As you walk through the rainforest, your guide will highlight some of the plants and animals you'll see along the way. As you drive the Historic Columbia River Highway Scenic Byway, inspired by the Axenstrasse in the Swiss Alps, admire the towering basalt cliffs as you make additional waterfall stops. Explore the tallest waterfall in Oregon during a 30-minute stop at Multnomah Falls, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterwards, you’ll head back to Portland to be dropped off at your hotel.

Portland: The Mt. St. Helens Adventure Tour

3. Portland: The Mt. St. Helens Adventure Tour

Spend a full day crawling, climbing, and hiking with your professional guide as you experience Oregon's natural surroundings up close. Travel north of Portland along the lower Columbia River, known for 18th-century Spanish, American, and British explorers, and the Chinookan people. Crawl through a lava tree mold during a 20-minute hike in a landscape reminiscent of a fairy-tale amusement park, before beginning your descent into Ape Cave, one of the longest continuous lava tubes in North America. Spend 1-2.5 hours exploring this cave, named for a purported Sasquatch attack. Weather permitting, you will spend an hour at the closest viewpoint into the crater of the volcano, where you will eat a picnic lunch, overlooking Spirit Lake. Here, if there are no clouds, walk up the 437-step staircase to get a photo of Mt. Hood, Mt. Adams, Mt. Rainier, and of course, Mt. St. Helens. Before returning to Portland, you'll make additional 5-to-30-minute stops to enjoy vistas, hike through oldgrowth forest, and admire a waterfall. Throughout the day you'll learn about the geological history that shaped Mt. St. Helens and the Cascadia region.

Portland: Silver Falls Hike and Wine Tour

4. Portland: Silver Falls Hike and Wine Tour

Hike the forests and waterfalls of the Willamette Valley, discover the natural and cultural history of the area, and get intimate with the most renowned wine region for Pinot Noir in North America, on a small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Willamette Valley from your naturalist guide.  In the morning, travel south of Portland as your guide takes you through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Arrive at Silver Falls State Park, the "crown jewel" of the Oregon State Park system. Hike under, beneath, above, and around waterfalls along the Trail of 10 Falls with your guide, before stopping for a picnic lunch. After your picnic lunch, you'll wander through the rolling hills of Willamette Valley, passing through charming little villages. Make 2 stops at unique boutique wineries. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, and vegetables. Finally, head back to Portland and be dropped off at your hotel.

Bend: Half-Day Volcano Tour

5. Bend: Half-Day Volcano Tour

Explore the belly of an ancient volcano. At 6,300 feet, you’ll walk atop a mountain of pumice and obsidian — black volcanic glass. Explore the shores of the sparkling Paulina Lake, journey through the old-growth hemlock forest, and pass a towering lava flow. If you want to explore the lava fields near Bend, Oregon, this is the perfect tour for you. This tour highlights the amazing geological history of Central Oregon, and the natural and cultural history of the area Let your renowned naturalist guide bring this area to life for you in a way that you may never experience on your own. This volcano tour is the perfect outing for everyone in your group because it caters to all ability levels.

Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

6. Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

Venture into the wilderness areas around Mt. Bachelor and the surrounding Deschutes National Forest of the Cascade Mountain Range of Oregon. Experience the magic of the snow-laden trees, inspect animal tracks, and bask in the quiet of the winter forest. Enjoy a great opportunity for snow play suitable for a wide range of ages and ability levels. Snowshoe tours are customized for all adventure desires— stroll easily on flatter areas, or leap off powder-covered lava flows and get “air” like you never imagined. Let your guide do the driving and teach you fun snowshoeing techniques and tricks as all tours include instruction. Remember to wear winter boots and powder/ski pants to keep your feet and legs dry while snowshoeing.

From Portland: Columbia Gorge Hike and Winery Lunch

7. From Portland: Columbia Gorge Hike and Winery Lunch

Hike the forests and steppes of the Columbia Gorge, discover the natural and cultural history of the area, and get intimate with the most climatically diverse wine region in the USA on this small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Columbia Gorge wine from your wine industry-honed interpretive guide. This day trip is a customized tour of up to 15 km of hiking, depending on the physicality of the group, 2 tasting room visits, and a visit to the Columbia Gorge Discovery Center and Museum. In the morning, travel east of Portland as your guide takes you through the dramatic cliffs, terraces, and monoliths of the Columbia Gorge, a sea-level passage through the Cascades, containing the highest density of hanging waterfalls in the world. Stop at a fruit stand or fish stand for a bite to eat if you wish. After spending the morning hiking this sublime landscape, stop for lunch at a boutique winery, where you can taste wine in a historic building with a fascinating story. After lunch, visit the Columbia Gorge Discovery Center and Museum, where you can peruse the interpretive displays for more in-depth information on the natural and cultural history of the Columbia Gorge. Afterward, wander through the valleys, terraces, and synclines of the Columbia Gorge wine region, passing through charming little villages, while making another stop at a unique winery. Finally, head back to Portland and get dropped off at your hotel.

Frequently asked questions about Portland, Oregon Hiking

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Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Overall rating

4.8 / 5

based on 10 reviews

Such an amazing way to spend a day. It was great to have someone else organizing the day and transporting us. Marcus has so much knowledge! We hiked the Trail of 10 Falls, then had about an hour break at the lodge and gift shop while the van was retrieved, before heading to two vineyards. Tip: a case of wine flies free on Alaska Airlines! You just need to buy the right packing materials before you get to the airport. Silver Falls State Park and Oregon are beautiful!

It was a small group in the tour which made for a relaxing and enjoyable trip. The guide was knowledge and told about each area we traveled through and especially the areas we stopped at. She gave many recommendations for lunch so we have a hard time choosing but with it being Sunday some were closed. She kept us on time by tellling how long we had at each stop. I would recommend this adverture to all travelers.

Silver Falls state park is a MUST if traveling to Oregon. Imagine a bright green, lush, tropical rainforest with 10 dramatic waterfalls (3 or 4 of which you can venture behind the falls) on only a mile hike. Definitely an exquisite place to visit! The guide was incredibly knowledgeable about the area, history, terrain, plants, wildlife and even wine!

We had an awesome time. We had Marcus all to ourselves and he was a informative and gracious host. The scenes were breathtaking and we can not wait to return to explore more!

Weather was awful but Marcus, our guide, was great