Oregon
Start at the coast, hit up breweries and food trucks in Portland, explore hundreds of waterfalls in the Columbia River Gorge, ski or snowboard year-round on Mt. Hood and continue on to the Alvord Desert. Even with all of this adventure, you'll just be scratching the surface of what Oregon has to offer.
Top Spots in and near Oregon
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Nehalem, Oregon
Neahkahnie Mountain via South Trailhead
5.02.92 mi / 860 ft gainYou have a couple different options on how to access this hike (North and South trailhead) also if you would like to hike the loop trail or out-and-back option. Driving directions for this hike isn't to difficult, heading south on highway 101 drive 16.6 miles past the exists for Cannon Beach and ...Read more -
Klamath County, Oregon
Watchman Overlook via Discovery Point
5.08.37 mi / 1915.35 ft gainStarting at the Rim Village parking area, this snowshoe/cross-country ski trip (whichever you choose) heads out on snow-covered West Rim Drive, bound for the saddle between Hillman Peak and The Watchman, overlooking Wizard Island. The path is not terribly steep (this is, after all, a drivable roa...Read more -
Tiller, Oregon
South Umpqua Falls
If you are early enough, you can park at the designated day use parking area, which is where the bathroom is. There are picnic benches there along with a path to the top of the falls. If you want to be where the real action is, take the dirt trail down to the bottom of the falls which is less tha...Read more -
Crescent, Oregon
Fly Fish on Davis Lake
About 50 miles southwest of Bend, Davis Lake is one of the major fishing destinations among the cluster of lakes in central Oregon. The lake was once known as a go-to spot for really big rainbow trout, but largemouth bass were illegally introduced to the Davis Lake in the 90s and they have now ta...Read more -
Bend, Oregon
MTB on Phil's Trail Single Track
5.0The Phil's Area Trail System is the go-to trail system for mountain biking in Bend. Even the other trails in the region that aren't actually part of the Phil's Trail System feed into or connect to trails that feed into Phil's.According to the locals, the boundaries of the Phil's Area Trail System...Read more -
La Pine, Oregon
Hike up Paulina Peak
5.06 mi / 1800 ft gainDistance: 6 miles, out-and-back (Can also be done as a 12 mile loop via Crater Rim Trail). Starting at Paulina Lake, just past the Visitor Center lies a marked trailhead for Paulina Peak. The trail starts close to the road and winds through the forest around the back of some lake maintenance fac...Read more -
Otis, Oregon
Hike to Cascade Head
4.56.8 mi / 1200 ft gainCascade Head on the Oregon Coast sits a top a 270 acre preserve protected by the Nature Conservancy and is a National Scenic Research Area and a United Nations Biosphere Reserve. From the south trail head at Knight Park the trail winds through an old growth coastal forest before climbing 1200 ver...Read more -
Mount Hood, Oregon
Timberline Loop Trail via the Top Spur Trail
4.02.26 mi / 627 ft gainStarting at the parking area, cross the dirt road to start hiking up from the Top Spur Trailhead. In 0.4 miles you will reach the Pacific Crest Trail intersection, take a right onto the Pacific Crest Trail. In a couple hundred feet you will reach a larger intersection of a bunch of different trai...Read more -
Lane County, Oregon
Summit Middle Sister via Renfrew Glacier
20 mi / 6000 ft gainIf you’ve been anywhere near Central Oregon, you’ve seen the Three Sisters Mountains dominate the skyline. Each of these volcanoes exceeds 10,000 ft. and are some of the highest peaks in the state of Oregon. Though they are truly considered sister peaks to one another, each has unique climbing ro...Read more -
Sisters, Oregon
Mountain View Shelter
5.03.79 mi / 581 ft gainA short hike from the sno-park, the snow shelter is within an hour's reach of the trailhead. Make sure to print a trail map of the area's routes ahead of time, or take a picture of the map provided in the parking lot, as the network of trails can get you a little lost. From the parking lot, make...Read more -
Ashland, Oregon
Hike to Hobart Bluff
2.5 mi / 200 ft gainHobart Bluff is part of the Western Cascades, a range of weathered volcanic mountains that are much older than the High Cascades that most people think of today, the range of Shasta, Rainier, and Hood. These mountains are shorter as a result of the work of time and usually have summits wrapped in...Read more -
Joseph, Oregon
Hike East Peak in the Wallowa Mountains
4.02 mi / 1230 ft gainThe Wallowa Mountains are one of the Seven Wonders of Oregon – and rightfully so. Also dubbed the “Oregon Alps,” this range has over 30 mountains over 9,000 ft. in elevation. While Central Oregon gets more visitors and credit for its massive volcanoes, the Wallowas are a truly stunning sight and ...Read more -
Beaverton, Oregon
Oak and Old Wagon Trail Loop
2.1 mi / 197 ft gainThis is an awesome place to escape to for a workout, or just a walk through the forest! You can make it a short walk, or turn it in to 6+ miles of loops! The one main trail is paved, but it’s not hard to find some single dirt track trails branching off and wandering through the trees, it can make...Read more -
Tillamook, Oregon
Explore Bayocean Peninsula Park
5.08 mi / 100 ft gainLocated just west of Tillamook on the way to Cape Meares is an expansive forested park that juts out into Tillamook Bay. The main "trail" is an old unpaved narrow road called Bayocean Dike Road that stretches 4 miles down to the point. It's perfect for a long run, leisurely hike or mountain bikin...Read more -
59782 Wallowa Lake Highway, Oregon
Hike to the Matterhorn in the Wallowas
23 mi / 5000 ft gainThis adventure shares the first 9 miles with the Ice Lake adventure, and only once you reach Ice Lake does the trail for the Matterhorn begin. From Ice Lake, this hike will travel about 2.2 miles to reach the top of the Matterhorn and gain about 2,000 vertical feet to reach the summit at 9,826 f...Read more -
Crescent, Oregon
Diamond View Lake via Trapper Creek
9.88 mi / 1070 ft gainDiamond View Lake is relatively unknown compared to many of the other lakes in the Oregon Cascades, yet the views it delivers of Diamond Peak are top-notch. While it can also be done as a summer backpack, winter brings out the best aspects of the scenery - low-angle light on Diamond Peak, long n...Read more
