Oregon Trail Guides

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Angels Rest — Columbia River Gorge

📍 Columbia River Gorge NRA, Corbett, OR

Moderate 📏 4.6 out-and-back

Moderate hiking trail near Columbia River Gorge NRA, OR. 4.6 mi, 1,500 ft gain, out-and-back on dirt.…

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Broken Top — Crater Loop

📍 Deschutes NF, Bend, OR

Difficult 📏 9.0 loop

Difficult hiking trail near Deschutes NF, OR. 9.0 mi, 2,600 ft gain, loop on dirt.…

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Cape Falcon Trail — Manzanita, Oregon

📍 Manzanita, OR

Moderate 📏 5.0 miles Out-and-back

Not every great trail needs to climb a mountain. Cape Falcon Trail proves the point beautifully — a 5.0-mile out-and-bac…

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Cape Lookout Trail

📍 Cape Lookout State Park, Tillamook, OR

Moderate 📏 5.0 out-and-back

Moderate hiking trail near Cape Lookout State Park, OR. 5.0 mi, 800 ft gain, out-and-back on dirt.…

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Cape Perpetua — Giant Spruce Trail

📍 Siuslaw NF, Yachats, OR

Easy 📏 2.4 loop

Easy hiking trail near Siuslaw NF, OR. 2.4 mi, 300 ft gain, loop on dirt.…

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Columbia River Gorge: Eagle Creek Trail — Cascade Locks, Oregon

📍 Cascade Locks, OR

Moderate 📏 12.0 miles Out-and-back

Few trails in Oregon rival the drama of Columbia River Gorge: Eagle Creek Trail — a 12.0-mile route through geological s…

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Crater Lake Rim Trail

📍 Crater Lake NP, Crater Lake, OR

Difficult 📏 33.0 loop

Difficult hiking trail near Crater Lake NP, OR. 33.0 mi, 4,000 ft gain, loop on dirt.…

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Crater Lake: Cleetwood Cove Trail — Crater Lake, Oregon

📍 Crater Lake National Park, OR

Hard 📏 2.2 miles Out-and-back

Few trails in Oregon rival the drama of Crater Lake: Cleetwood Cove Trail — a 2.2-mile route through geological spectacl…

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Drift Creek Falls Trail

📍 Siuslaw NF, Lincoln City, OR

Moderate 📏 3.0 out-and-back

Moderate hiking trail near Siuslaw NF, OR. 3.0 mi, 420 ft gain, out-and-back on dirt.…

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Drift Creek Falls: A Suspension Bridge and Coastal Waterfall

Moderate 📏 3.0 miles

Drift Creek Falls drops 75 feet below a 240-foot suspension bridge in the Oregon Coast Range — a trail that delivers two…

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Eagle Cap Wilderness — Mirror Lake

📍 Wallowa-Whitman NF, Joseph, OR

Moderate 📏 6.0 out-and-back

Moderate hiking trail near Wallowa-Whitman NF, OR. 6.0 mi, 2,000 ft gain, out-and-back on dirt.…

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Ecola State Park Clatsop Loop

📍 Ecola State Park, Cannon Beach, OR

Moderate 📏 3.4 loop

Moderate hiking trail near Ecola State Park, OR. 3.4 mi, 680 ft gain, loop on dirt.…

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Hells Canyon Rim Trail

📍 Hells Canyon NRA, Halfway, OR

Moderate 📏 7.0 out-and-back

Moderate hiking trail near Hells Canyon NRA, OR. 7.0 mi, 1,600 ft gain, out-and-back on dirt.…

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Horsetail Falls and Ponytail Falls: Two Columbia Gorge Gems in One Short Loop

Moderate 📏 2.7 miles

Horsetail Falls and Ponytail Falls offer two spectacular Columbia Gorge waterfall experiences on a short loop — includin…

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Lookout Mountain Trail

📍 Ochoco NF, Prineville, OR

Moderate 📏 5.6 out-and-back

Moderate hiking trail near Ochoco NF, OR. 5.6 mi, 1,800 ft gain, out-and-back on dirt.…

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Mirror Lake Trail — Mount Hood

📍 Mount Hood NF, Government Camp, OR

Moderate 📏 4.2 out-and-back

Moderate hiking trail near Mount Hood NF, OR. 4.2 mi, 700 ft gain, out-and-back on dirt.…

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Mount Hood — Timberline Trail

📍 Mount Hood NF, Government Camp, OR

Difficult 📏 40.0 loop

Difficult hiking trail near Mount Hood NF, OR. 40.0 mi, 9,000 ft gain, loop on dirt.…

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Mount Jefferson — Jefferson Park Trail

📍 Mount Jefferson Wilderness, Detroit, OR

Difficult 📏 12.0 out-and-back

Difficult hiking trail near Mount Jefferson Wilderness, OR. 12.0 mi, 3,000 ft gain, out-and-back on dirt.…

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Multnomah Falls — Larch Mountain Trail

📍 Columbia River Gorge NRA, Bridal Veil, OR

Moderate 📏 6.6 out-and-back

Moderate hiking trail near Columbia River Gorge NRA, OR. 6.6 mi, 1,640 ft gain, out-and-back on paved.…

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Multnomah Falls Loop — Corbett, Oregon

📍 Corbett, OR

Moderate 📏 2.6 miles Loop

Few trails in Oregon rival the drama of Multnomah Falls Loop — a 2.6-mile route through geological spectacle that has be…

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Multnomah Falls: Oregon's Crown Jewel of the Columbia River Gorge

Moderate 📏 2.4 miles

Multnomah Falls drops 620 feet in two tiers in the Columbia River Gorge — Oregon's most visited natural attraction and t…

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Oneonta Gorge Trail

📍 Columbia River Gorge NRA, Ainsworth, OR

Moderate 📏 2.6 out-and-back

Moderate hiking trail near Columbia River Gorge NRA, OR. 2.6 mi, 200 ft gain, out-and-back on water.…

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Oregon Dunes Overlook Trail

📍 Siuslaw NF, Reedsport, OR

Easy 📏 3.8 loop

Easy hiking trail near Siuslaw NF, OR. 3.8 mi, 160 ft gain, loop on sand.…

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Painted Hills Loop

📍 John Day Fossil Beds NM, Mitchell, OR

Easy 📏 1.6 loop

Easy hiking trail near John Day Fossil Beds NM, OR. 1.6 mi, 160 ft gain, loop on dirt.…

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Pamelia Lake Trail

📍 Mount Jefferson Wilderness, Marion Forks, OR

Moderate 📏 4.4 out-and-back

Moderate hiking trail near Mount Jefferson Wilderness, OR. 4.4 mi, 800 ft gain, out-and-back on dirt.…

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Proxy Falls: A Double Waterfall Wonder in the Oregon Cascades

Easy 📏 1.8 miles

Proxy Falls features two spectacular waterfalls — Upper Proxy and Lower Proxy — each with a completely different charact…

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Ramona Falls: A Lacy Basalt Column Masterpiece on Mount Hood

Moderate 📏 7.1 miles

Ramona Falls spreads in dozens of lacy curtains over a massive mossy basalt face on Mount Hood — one of the most beautif…

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Salt Creek Falls: Oregon's Second-Tallest Waterfall

Easy 📏 0.5 miles

Salt Creek Falls drops 286 feet from a basalt lip in the Oregon Cascades — the second-tallest waterfall in Oregon and on…

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Silver Falls — Trail of Ten Falls

📍 Silver Falls State Park, Sublimity, OR

Moderate 📏 7.2 loop

Moderate hiking trail near Silver Falls State Park, OR. 7.2 mi, 600 ft gain, loop on dirt.…

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Smith Rock State Park — Misery Ridge

📍 Smith Rock State Park, Terrebonne, OR

Moderate 📏 4.0 loop

Moderate hiking trail near Smith Rock State Park, OR. 4.0 mi, 1,000 ft gain, loop on dirt.…

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South Sister Summit — Bend, Oregon

📍 Bend, OR

Expert 📏 12.0 miles Out-and-back

South Sister Summit is one of Oregon's most rewarding hiking destinations, offering 12.0 miles of challenging terrain wi…

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South Sister Summit Trail — Oregon Cascades

📍 Deschutes County, OR (Three Sisters Wilderness)

Hard 📏 10.2 miles Out-and-back

The most accessible of Oregon's Three Sisters volcanoes, South Sister (10,358 ft) offers a non-technical but strenuous s…

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Spencer Butte Trail

📍 Eugene, OR

Moderate 📏 2.6 out-and-back

Moderate hiking trail near Eugene, OR. 2.6 mi, 640 ft gain, out-and-back on dirt.…

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Steens Mountain Summit Trail

📍 Steens Mountain, Burns, OR

Moderate 📏 6.0 out-and-back

Moderate hiking trail near Steens Mountain, OR. 6.0 mi, 1,500 ft gain, out-and-back on dirt.…

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Table Rock Trail — Molalla

📍 Bureau of Land Management, Molalla, OR

Moderate 📏 5.2 out-and-back

Moderate hiking trail near Bureau of Land Management, OR. 5.2 mi, 1,200 ft gain, out-and-back on dirt.…

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Three Sisters Wilderness — Green Lakes Trail

📍 Deschutes NF, Bend, OR

Moderate 📏 9.0 out-and-back

Moderate hiking trail near Deschutes NF, OR. 9.0 mi, 1,100 ft gain, out-and-back on dirt.…

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Timberline to Town Trail

📍 Mount Hood NF, Government Camp, OR

Moderate 📏 8.0 out-and-back

Moderate hiking trail near Mount Hood NF, OR. 8.0 mi, 1,600 ft gain, out-and-back on dirt.…

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Timberline Trail: Paradise Loop — Mount Hood, Oregon

📍 Government Camp, OR

Hard 📏 11.0 miles Loop

Timberline Trail: Paradise Loop is one of Oregon's most rewarding hiking destinations, offering 11.0 miles of challengin…

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Toketee Falls: The Most Beautiful Waterfall in the Umpqua National Forest

Easy 📏 0.8 miles

Toketee Falls drops 113 feet in two tiers through a basalt canyon on the North Umpqua River — one of the most perfectly …

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Tom Dick and Harry Mountain — Government Camp, Oregon

📍 Government Camp, OR

Hard 📏 8.0 miles Out-and-back

Tom Dick and Harry Mountain is one of Oregon's most rewarding hiking destinations, offering 8.0 miles of challenging ter…

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Trail of Ten Falls: Silver Falls State Park's Extraordinary Waterfall Loop

Moderate 📏 7.2 miles

The Trail of Ten Falls in Silver Falls State Park passes ten distinct waterfalls — including four you walk behind — on a…

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Umpqua Hot Springs Trail

📍 Umpqua NF, Idleyld Park, OR

Easy 📏 0.4 out-and-back

Easy hiking trail near Umpqua NF, OR. 0.4 mi, 80 ft gain, out-and-back on dirt.…

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Vulcan Lake Trail — Kalmiopsis Wilderness

📍 Rogue River-Siskiyou NF, Brookings, OR

Moderate 📏 3.2 out-and-back

Moderate hiking trail near Rogue River-Siskiyou NF, OR. 3.2 mi, 800 ft gain, out-and-back on dirt.…

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Wahkeena Falls and Devil's Rest: A Columbia Gorge Waterfall Epic

Moderate 📏 4.6 miles

Wahkeena Falls anchors a spectacular Columbia River Gorge loop that climbs 1,600 feet through old-growth forest past mul…

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Wallowa Lake — Ice Lake Trail

📍 Wallowa-Whitman NF, Joseph, OR

Difficult 📏 14.0 out-and-back

Difficult hiking trail near Wallowa-Whitman NF, OR. 14.0 mi, 4,400 ft gain, out-and-back on dirt.…

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Wallowa Mountains: Hurricane Creek Trail — Enterprise, Oregon

📍 Enterprise, OR

Hard 📏 8.0 miles Out-and-back

Wallowa Mountains: Hurricane Creek Trail is one of Oregon's most rewarding hiking destinations, offering 8.0 miles of ch…

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Watson Falls: The Tallest Waterfall in the Umpqua National Forest

Moderate 📏 0.8 miles

Watson Falls drops 272 feet through a narrow basalt slot in the Umpqua National Forest — the tallest waterfall in the Um…

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Alsea Falls MTB Loop

📍 Monroe, OR

Moderate 📏 12.0 loop

Moderate biking trail near Monroe, OR. 12.0 mi, 1,200 ft gain, loop on dirt.…

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Ashland MTB — Glenview Drive

📍 Ashland, OR

Difficult 📏 18.0 loop

Difficult biking trail near Ashland, OR. 18.0 mi, 2,200 ft gain, loop on dirt.…

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Banks-Vernonia State Trail

📍 Banks, OR

Easy 📏 21.0 out-and-back

Easy biking trail near Banks, OR. 21.0 mi, 1,200 ft gain, out-and-back on paved.…

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BPA Road to Rowena MTB

📍 Mosier, OR

Moderate 📏 15.0 loop

Moderate biking trail near Mosier, OR. 15.0 mi, 1,400 ft gain, loop on gravel.…

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Crater Lake Rim Drive Ride

📍 Crater Lake NP, Crater Lake, OR

Moderate 📏 33.0 loop

Moderate biking trail near Crater Lake NP, OR. 33.0 mi, 3,200 ft gain, loop on paved.…

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Deschutes River Trail MTB

📍 Maupin, OR

Moderate 📏 8.0 out-and-back

Moderate biking trail near Maupin, OR. 8.0 mi, 600 ft gain, out-and-back on dirt.…

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Jackson-Frazier Wetland Trail

📍 Corvallis, OR

Easy 📏 4.0 loop

Easy biking trail near Corvallis, OR. 4.0 mi, 40 ft gain, loop on paved.…

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Leif Erikson Drive — Portland

📍 Portland, OR

Easy 📏 12.0 out-and-back

Easy biking trail near Portland, OR. 12.0 mi, 800 ft gain, out-and-back on paved.…

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McKenzie River Trail

📍 McKenzie Bridge, OR

Moderate 📏 26.5 out-and-back

Moderate biking trail near McKenzie Bridge, OR. 26.5 mi, 1,500 ft gain, out-and-back on dirt.…

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Nestucca River Road Gravel

📍 Beaver, OR

Moderate 📏 28.0 out-and-back

Moderate biking trail near Beaver, OR. 28.0 mi, 1,800 ft gain, out-and-back on gravel.…

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Ochoco Gravel Grind — Prineville

📍 Prineville, OR

Difficult 📏 40.0 loop

Difficult biking trail near Prineville, OR. 40.0 mi, 3,200 ft gain, loop on gravel.…

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Phil's Trail Complex — Bend

📍 Bend, OR

Moderate 📏 25.0 loop

Moderate biking trail near Bend, OR. 25.0 mi, 2,200 ft gain, loop on dirt.…

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Phil's Trail Complex MTB — Bend, Oregon

📍 Bend, OR

Moderate 📏 15.0 miles Loop

Phil's Trail Complex MTB is one of Oregon's premier mountain biking destinations, serving up 15.0 miles of purpose-built…

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Post Canyon MTB — Hood River

📍 Hood River, OR

Difficult 📏 22.0 loop

Difficult biking trail near Hood River, OR. 22.0 mi, 2,400 ft gain, loop on dirt.…

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Row River Trail

📍 Cottage Grove, OR

Easy 📏 16.0 out-and-back

Easy biking trail near Cottage Grove, OR. 16.0 mi, 160 ft gain, out-and-back on paved.…

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Sandy Ridge MTB — Sandy, Oregon

📍 Sandy, OR

Hard 📏 10.0 miles Loop

Sandy Ridge MTB is one of Oregon's premier mountain biking destinations, serving up 10.0 miles of purpose-built singletr…

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Sandy Ridge Trail System

📍 Mount Hood NF, Sandy, OR

Difficult 📏 20.0 loop

Difficult biking trail near Mount Hood NF, OR. 20.0 mi, 2,800 ft gain, loop on dirt.…

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Smith Rock — Rim Rock Drive MTB

📍 Terrebonne, OR

Moderate 📏 4.0 loop

Moderate biking trail near Terrebonne, OR. 4.0 mi, 400 ft gain, loop on paved.…

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Tiddlywinks Trail — Bend

📍 Bend, OR

Moderate 📏 18.0 loop

Moderate biking trail near Bend, OR. 18.0 mi, 1,800 ft gain, loop on dirt.…

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Tillamook State Forest MTB — Wilson River

📍 Tillamook, OR

Difficult 📏 30.0 loop

Difficult biking trail near Tillamook, OR. 30.0 mi, 2,800 ft gain, loop on dirt.…

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Whoops Trail — Bend

📍 Bend, OR

Difficult 📏 12.0 loop

Difficult biking trail near Bend, OR. 12.0 mi, 1,200 ft gain, loop on dirt.…

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Whychus Creek Trail

📍 Sisters, OR

Moderate 📏 12.0 loop

Moderate biking trail near Sisters, OR. 12.0 mi, 800 ft gain, loop on dirt.…

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Trail Running in Forest Park: Portland's Urban Wilderness

📍 Portland, OR

Moderate 📏 3–30 miles (multiple route options) Multiple options

Forest Park in Portland, Oregon is one of the largest urban forests in the US — and one of the best places to trail run …

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