HomeHiking GuidesBest Hikes in Oregon

Best Hikes in Oregon

Oregon gives you waterfalls, high desert rock and open coast within a day of each other, and each works in a different season. The Gorge is best in spring, the Cascades in late summer, and the coast whenever it is not storming. These are the trails worth building a drive around.

17 trail guides and 5 ready-to-book itineraries

Ready-to-book trips

Day-by-day, with the permits and the stays already worked out.

Crater Lake Rim Trail: A 2-Day Hiking ItinerarySouthern Oregon · Cascade RangeOregon Coast Trail: A 5-Day ItineraryNorth Oregon Coast · Pacific headlandsSmith Rock State Park: A Weekend Hiking & Climbing ItineraryCentral Oregon · High DesertThree Sisters Wilderness Backpacking: A 4-Day Oregon ItineraryOregon Cascades · Deschutes National ForestWest Coast Road Trip: The Ultimate 14-Day Pacific Coast ItineraryPacific Coast · Oregon, California & back through the Sierra

Day hikes

The Best Oregon Coast Hikes, Ranked Trail by TrailA ranked, trail-by-trail guide to the best Oregon Coast hikes, from Cape Perpetua to Neahkahnie Mountain, with distance, difficultCape Falcon Trail, Oswald WestA complete guide to the Cape Falcon Trail in Oswald West State Park, with distance, parking, trail conditions, and the best seasonGreen Lakes Trail, OregonEverything you need to hike the Green Lakes Trail near Bend, Oregon, from trailhead logistics to the best campsites beneath South

Where to camp

Crater Lake Camping GuideWhere to camp at Crater Lake National Park, from Mazama Campground to backcountry permits, plus reservations, season dates, and beShort Sand Beach GuideEverything you need to know about Short Sand Beach in Oswald West State Park, from the cold-water surf and the easy beach trail toSmith Rock Camping GuideEverything you need to know about camping at Smith Rock State Park, from the walk-in Bivouac to nearby campgrounds and lodging in

More guides in this state

Oregon Coast Hot Springs: Where to Soak Near the CoastAn honest guide to Oregon coast hot springs, why the best natural soaks sit inland, and how to add a springs detour to a coastal rOregon Coast Lighthouses: A North to South Driving GuideA north to south Oregon coast lighthouses map and driving guide to all nine historic lights, which ones you can tour, and the bestBest Time to Visit Crater Lake: A Month-by-Month GuideWhen to visit Crater Lake National Park for open roads, snow-free trails, and that famous blue water, broken down month by month.Best Time to Visit Smith Rock State ParkWhen to visit Smith Rock State Park for hiking, climbing, and fewer crowds, with a month-by-month breakdown of weather in Central Crater Lake Boat Tour and Wizard IslandEverything you need to take a Crater Lake boat tour, hike down Cleetwood Cove, and explore Wizard Island, including tickets, timinHaystack Rock Tide PoolsHow to explore the Haystack Rock tide pools at Cannon Beach, including how to read the tide chart, what marine life to look for, aMonkey Face at Smith RockA guide to Monkey Face, the towering tuff spire at Smith Rock State Park, including how to hike to viewpoints and what climbing itColumbia River Gorge Hiking GuideThe Columbia River Gorge is one of America's great hiking corridors, dozens of trails with waterfalls, basalt cliffs, and wildflow

Almost everything here fits into one loop out of Portland or Bend. The itineraries above put these trails into a route with the drives and the stays already worked out.

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Free permit watch

You can't hike it if you can't get the permit.

The best hikes in America run on lotteries that open once a year and sell out in minutes. Every trail runs on its own calendar. Pick the ones you want and we do the watching.

28 trails watched daily

How it works

  • An email the morning each window opens, never the day after.
  • A 14-day heads-up so you can line up your group and dates.
  • Win odds and a ranked backup plan for every trail you pick.

Didn't win? We keep watching. We check recreation.gov every day for The Enchantments, Half Dome and Angels Landing, and email you the moment a sold-out date frees up. Cancellations are the second chance most people never hear about.

Hikers we've helped

Excellent itinerary planner! Detail oriented with thoughtful tips for my family's trip.

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