A word of real caution: While this trail is not challenging, the shoreline it leads to is raw, rough, and unfenced. The mantra along the Oregon coast is, “Never turn your back on the ocean!” and for good reason: So-called “sneaker waves” can unexpectedly sweep over oceanfront rocks, and a look into Cook’s Chasm or the Devil’s Churn suggests how horrifying—and potentially lethal—falling into the Pacific here would be. Watch the swells (and your footing), monitor the tide, and stick to the bluff-top during storms. And if you’re on a family trip, make sure the kids—who are going to love this outing—stay close! A word of real caution: While this trail is not challenging, the shoreline it leads to is raw, rough, and unfenced. The mantra along the Oregon coast is, “Never turn your back on the ocean!” and for good reason: So-called “sneaker waves” can unexpectedly sweep over oceanfront rocks, and a look into Cook’s Chasm or the Devil’s Churn suggests how horrifying—and potentially lethal—falling into the Pacific here would be. Watch the swells (and your footing), monitor the tide, and stick to the bluff-top during storms. And if you’re on a family trip, make sure the kids—who are going to love this outing—stay close! The Cape Perpetua Visitor Center has a breathtaking view of the ocean from inside, and from the wheel-chair accessible deck. It’s open seven days a week and the staff is available to answer questions and help you plan your trip. (541.547.3289)
Watchman Peak Trail
The Cascade Range is most famous for its chain of volcanic snow peaks, which in Oregon include Mount Hood, Mount Jefferson, the Three Sisters, and Mount McLoughlin. Kin to these handsome cones is Mount Mazama, a gargantuan stratovolcano that once may have towered over them all: In its heyday, it might have been 12,000 feet tall. About 7,700 years ago, however, Mazama erupted to catastrophic effect, and its summit collapsed into an immense caldera. This blasted crown flooded with snowmelt to produce one of America’s great natural landmarks, Crater Lake—among the purest, deepest, and most gorgeous lakes on Earth.
And one of the best trails for viewing this dreamlike scene—the centerpiece of Crater Lake National Park—is that up Watchman Peak, one of the high crags forming Mount Mazama’s blasted rim. This is no mountaineering feat: It’s only an eighth of a mile one-way to the venerable Forest Service fire-lookout tower at the Watchman summit, although the elevation—topping out at 8,056 feet—and the switchbacks mean you may be huffing and puffing. Considering the outstanding view from the tower, the trail delivers one of the biggest bangs for your buck of any in Oregon.
Below you, Crater Lake shimmers its unreal hue, nestled by sheer cliffs; Wizard Island, a timbered cinder cone built up after the defining eruption, swells out of the depths. Some of Mazama’s subsidiary vents—Garfield Peak, Hilman Peak, Mount Scott (highest point in the park)—rise in the near distance, while High Cascade summits march north- and southward: Mount Bailey, Mount Thielsen, Mount McLoughlin, and—if conditions are clear enough—the 14,162-foot mass of Mount Shasta. It’s not the kind of vista you forget and a great adventure for those interested in hiking Oregon.
Gazing upon Mount Hood by Matt Payne on 500px
Smith Rock Loop
Smith Rock, situated in the high lava plains of the Cascade rainshadow near Redmond, presents another of the Beaver State’s beloved landscapes: a fortress of spires, hoodoos, and castellated ridges forged by time and water from rhyolitic ash spat from ancestral Cascade volcanoes. Smith Rock State Park is probably best-known as a rock-climber’s mecca, but the hiking here is topnotch as well.
You can loop through the park’s compact but rugged scenery by linking together several of the main trails into a logical, roughly four-mile circuit: from the parking area across the Crooked River via the Chute; up and over Misery Ridge via the Misery Ridge Trail; then down again to the riverside via the Mesa Verde Trail and back to the footbridge via the River Trail. Give yourself a half-day or more to fully appreciate the setting.
The immediate scenery’s breathtaking, from the walls of Smith Rock proper and the nearby fins of Gray Butte to the club-like pillar of Monkey Face. Stately ponderosa pines trace the Crooked River’s spectacularly crooked course, while gnarled junipers cling to the tough scarps. From Misery Ridge, you can take in a glorious prospect of Cascade ramparts: the postcard lineup of Broken Top and the Three Sisters, the perfect cone of Black Butte, the tooth of Mount Washington, the northerly giants of Jefferson and Hood. Also visible is the subtle but enormous swell of Newberry Volcano, an epic shield volcano east of the main Cascade line.
Sun protection’s a must for this loop, as is adequate water. Spring and autumn are great for doing the Smith Rock loop, both from a weather and crowd perspective; wintertime hikes may be mostly snow-free depending on conditions, but watch for slippery ice glaze.
Timberline Trail (Mount Hood)
Several Cascade snowpeaks have epic trails circumambulating their fearsome bulk: the Loowit Trail around Mount St. Helens, for instance, and the Wonderland Trail around Mount Rainier. Mount Hood’s no exception: This loftiest of Oregon peaks has the Timberline, easily one of the most scenic of the state’s trails and also a hearty multiday challenge. As the name suggests, this 40-miler—a goodly portion of which overlaps with the Pacific Crest National Scenic Trail—rounds the 11,239-foot stratovolcano mostly at the margin between subalpine forest and the mountain-hemlock/subalpine-fir/whitebark-pine tree islands, verdant meadows, pumice barrens, and outcrops of the high country. The glacier-encircled horn of Mount Hood glares down throughout the route—except, that is, when its frequent cloud cap descends.
A big plus of the Timberline Trail is the presence of Timberline Lodge, the historic Forest Service-managed hotel perched at about 6,000 feet up Mount Hood’s southern flanks. Use the Lodge as your starting and endpoint, and you’ve got beers, burgers, and even a swimming pool to reward you at the end of your adventure.
That said, much of the Timberline Trail treks through high, rugged wilderness on a volcano infamous for fitful weather. Among the chief hazards are several crossings of big glacial rivers—the White, the Eliot Branch, the Muddy Fork, the Sandy, and the Zigzag—as well as smaller streams. These drainages can be dangerously swollen and strong in spring and early summer, and occasionally violent debris flows sweep down them; their channels can change dramatically from season to season. Hikers have drowned on this trail. It’s best to check with the Mount Hood National Forest to find out about up-to-date river and trail conditions, and to try to time your fords for the first half of the day (there’s more glacial and snowfield runoff during afternoon high temperatures).
Oregon Desert Trail
Right off the bat, let’s acknowledge that the Oregon Desert Trail is still in the process of becoming. The vision of the Oregon Natural Desert Association, this 800-mile-long route through some of the Beaver State’s emptiest, most sublime wildlands is still being linked together and formalized. And substantial stretches of it are cross-country in nature, not trail-hiking. But the route promises one of the great backpacking adventures in the West, linking as it does huge and sparsely populated expanses of steppeland and semi-desert outback. It’s an excellent complement to the far better-known Pacific Crest Trail hugging the Cascade crest.
The Oregon Desert Trail links the Badlands Wilderness near Bend with Lake Owyhee State Park close to the Idaho Line, forming a meandering arc through southeastern Oregon’s Great Basin sector in the process. Among the absolute highlights are Hart Mountain National Antelope Refuge, a yawning landscape of rimrock and basins supporting some of America’s most significant pronghorn herds; Steens Mountain, a huge fault-block ridge that, at nearly 10,000 feet in elevation, is one of Oregon’s grandest peaks; and the Owyhee Canyonlands, which encompass some of the most remote territory in the U.S. and summon comparisons with the slickrock scenery of the Colorado Plateau.
Intrepid hikers are already scouting out the Oregon Desert Trail trace, but you should be fully prepared for wilderness self-sufficiency—and the special climatic harshness of the Oregon outback—if you decide to join their adventurous ranks.
A Few Words on Oregon Hiking and Safety
Much of Oregon—not just the semi-arid southeast—is remote, and you don’t need to be backpacking in roadless wilderness to get into a fix: The rough backroads accessing some trailheads may be far from civilization and little-traveled. Pack the wilderness essentials (even on short day hikes) and always relay your route itinerary with someone before you hit the trail.
Oregon no longer has grizzlies, but black bears and pumas are common and found statewide (except for semi-desert steppes). Neither carnivore is likely to tangle with you, but you should make noise when hiking through dense vegetation or along noisy streams to minimize a chance encounter with a bear. You’re also unlikely to see a Pacific rattlesnake, but—especially in southwestern and eastern Oregon—you should watch your hands and feet when scrambling through rocky brush. Poison-oak’s an issue at lower elevations and in drier settings west of the Cascade crest.
Be prepared for sudden changes in the weather—especially in the fickle mountains. Particularly in the Cascades, maritime storms (mostly a fall-through-spring phenomenon) can sock in the higher country for days—and dump epic amounts of heavy, wet snow.
The five trails presented above are certainly world-class, but treat them as ice-breakers for deeper explorations: From the Siskiyous to the Wallowas, there’s an embarrassment of other wilderness jewels our list doesn’t even sideswipe. Get out there and explore the Beaver State!