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Leafly’s guide to the 10 best high hikes in Oregon

Nestled between California’s sun-soaked beaches and Washington’s famous Seattle skyline lies one of America’s most beautiful gems: the state of Oregon. Punctuated with coastal cliffs, verdant countryside, lush valleys, and towering mountains, Oregon offers the best of the best when it comes to trails, hikes, and all manner of outdoor activities.

To celebrate the natural beauty that this gorgeous state has to offer, we put together our own Leafly guide to Oregon’s best high hikes—each and every one of these is made better with a little cannabis in hand. Fill your water bottle and grab your hiking boots, because you’ll want to explore every destination—and then some—scattered across the always splendid Sunset State!

Ramona Falls Mount Hood National Forest

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Ramona Falls is one of Oregon’s most alluring waterfalls, and it’s easy to see why. The falls reach 120 feet in height as crystal waters continually cascade into the Sandy River below. Trust us, the distance is worth the reward on this one.

Difficulty: Moderate

Distance: 7 miles

Elevation Gain: 1,100 ft.

Wizard Island – Crater Lake National Park


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For a unique hiking experience literally off the beaten path, check out Wizard Island next to Crater Lake National Park. Only accessible via boat, this isle is actually a cinder cone formed by volcanic activity close to 8,000 years ago. You’ll get a chance to take in plenty of gorgeous ancient landscaping at this fascinating trail favorite. Reservations for the boats may be made at Crater Lake Volcano Boat Tours.

Difficulty: Moderate

Distance: 1–2 miles

Elevation Gain: 744 ft. 

Watchman Peak Trail – Crater Lake National Park

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For boat-free sightseeing, make your way to Watchman Peak Trail and soak in the sight of Wizard Island and the stunning Crater Lake. You’ll find a historic fire lookout at the top of the trail which will give you the best views of both the island and the expansive lake around it.

Difficulty: Moderate

Distance: 1–2 miles

Elevation Gain: 416 ft.

Steens Mountain – Eastern Oregon

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Steens Mountain in eastern Oregon is a little less busy and ideal for those who prefer a bit more peace and quiet in the great outdoors, yet it still offers incredible trails and spectacular views. Though it reaches more than 9,000 feet in elevation, getting to the summit isn’t as difficult as it would seem—you can drive quite a ways up before hiking a short distance to the peak. While you’re there, check out Wildhorse Lake for an additional breathtaking hike.

Difficulty: Moderate/hard

Distance: 3 miles

Elevation Gain: 1200 ft.

Ice Lake – Wallowa Mountains

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With meadow flowers blooming around mid-summer, you won’t want to miss this refreshing and colorful hike within the Wallowa Mountains. Surrounding the crystal-clear Ice Lake are towering peaks, verdant forests, beautiful waterfalls, and myriad other natural spectaculars. Plan to spend a few days in this wilderness to fully soak in everything it has to offer.

Difficulty: Moderate/hard

Distance: 15–16 miles

Elevation Gain: 3,380 ft.

Natural Bridges Cove — Samuel H. Boardman State Scenic Corridor

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Oregon’s Natural Bridges Cove looks like it should be in a storybook of magical creatures and daring adventures. Not only that, the hike leading up to the viewpoint goes through lush forests, adding a touch more charm to this already enchanting trail. The bridge is in fact considered a natural wonder, which is fitting against Oregon’s rustic terrain.

Difficulty: Moderate

Distance: 2.6 miles

Elevation Gain: 400 ft.

Bagby Hot Springs – Mount Hood National Forest

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Due to Bagby Hot Springs‘ popularity, get up early to make it to the springs before the crowd (or opt to visit during the week or wintertime). Once there, we guarantee it’ll be worth it. Sink into these natural warming waters to feel true relaxation seep into your bones. After your visit, you’ll be ready to take on even the most grueling hikes nearby—and feel free to take another dip after you get back from them! For a less traveled hot spring option, check out Terwilliger (Cougar) Hot Springs located in Willamette Valley. Note: Clothing is optional at the springs, so don’t be surprised if you come across a few free spirits here and there.

Difficulty: Easy

Distance: 3.4 miles

Elevation Gain: 200 ft.

Angel’s Rest Trail – Columbia River Gorge

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Perched at the top of almost every “Best of Oregon” list is the breathtaking Angel’s Rest Trail. Aptly named, this hike offers views of Oregon and the Columbia River Gorge that are practically unmatched and utterly heavenly. Start your hike early and reach the viewpoint at sunrise for a truly fantastic visual experience.

Difficulty: Easy/moderate

Distance: 4.8 miles

Elevation Gain: 1,500 ft.

Oregon CavesSiskiyou Mountains

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Commonly referred to as the “Marble Halls of Oregon,” the Oregon Caves within the Siskiyou Mountains offer a gorgeous and unique experience. Tours are offered from March through November and we recommend opting for the Candlelight Tour, where you can view the caves as its first explorers would have discovered them—by the flickering light of candles! The caves are surrounded by gorgeous mountain meadows and trails, so once you’re done exploring what lies within, you’ll have a chance to wander the wilderness outside.

Difficulty: Moderate

Distance: 1 mile

Elevation Gain: N/A

South Sister Trail – Three Sisters Wilderness

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Though it’s the most difficult hike on this list, you’ll regret passing up South Sister Trail when the opportunity arises. This long yet dazzling hike will lead you to unparalleled views of Middle Sister, North Sister, and even Mount Hood. Be sure to start the climb on a clear day in order to maximize its incredible sights.

Difficulty: Hard

Distance: 11–13 miles

Elevation Gain: 4,908 ft.

Didn’t see your favorite Oregon hike on the list? Tell us where you love to go in the comments!

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Hannah Meadows

Hannah Meadows is an associate editor at Leafly, where she contributes to lifestyle content.

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