Best Oregon Hiking Trails by Season

The secret’s out: Oregon is a hiker’s heaven. What makes it such a magical destination for the trail-bound is its surprising diversity of terrain. Get a pen and paper ready because here are some of the best Oregon hikes by season.

Spring Hikes

Landscape view of the beach at Cape Lookout on the Oregon Coast.
Cape Lookout. Photo © Deebrowning/

▪ Tom McCall Point Trail

Each spring, wildflowers dot the meadows leading to the summit of McCall Point, which affords views of Mount Hood and Mount Adams.

▪ Cape Lookout

Spy migrating gray whales from one of the best whale-watching spots along the Oregon Coast.

▪ Lower Table Rock

Hike to the pancake-flat summit of Lower Table Rock and admire its seasonal vernal pools and colorful wildflower displays before the summer heat arrives.

Summer Hikes

eep blue lake inside a volcano with a stunning reflection of Wizard Island. Crater Lake National Park.
Wizard Island & Crater Lake National Park. Photo © Pierre Leclerc/

▪ Cleetwood Cove and Wizard Island

This two-parter is only accessible in summer, when you can take a trail down to Crater Lake’s shore and trail down to Crater Lake’s shore and then boat to a volcanic cinder cone for a hike to its summit.

▪ Sky Lakes Basin via Cold Springs Trail

Hike to some of the region’s most popular swimming holes.

▪ Marys Peak

Marys Peak summit is 4,097 feet, and is the highest point in the Oregon Coast Range. The 360-degree views encompass the Pacific Ocean and Cascade peaks, from Washington’s Mount Rainier in the north to Diamond Peak in southern Oregon, and Mount Hood, Mount Jefferson, the Three Sisters, Mount Bachelor, and more in between.

Fall Hikes

Crooked river from Misery Ridge in Smith Rock Park, Oregon
Misery Ridge Trail in Smith Rock. Photo © Maria Luisa Lopez Estivill/

▪ Trail of Ten Falls

This trail’s 10 waterfalls are even more impressive alongside vivid fall foliage displays.

▪ Misery Ridge-River Trail Loop

After the summer crowds have simmered down at Smith Rock, enjoy a sunny hike up to one of the best viewpoints in Central Oregon.

▪ Carroll Rim Trail

The highest point in the Painted Hills offers panoramic views of the surrounding scenery, an attraction 35 million years in the making.Note that there’s no shade to be found along this trail, so bring plenty of water—or aim for an early morning or evening hike at the height of summer, when temperatures can top 110°F.

Winter Hikes

View from Pittock Mansion in the winter.
View from the Pittock Mansion in the winter. Photo © Ravina Schneider.

▪ Lower Macleay Trail to Pittock Mansion

When the region’s most popular hikes are socked in with snow and ice, this hike remains accessible, delivers a hearty workout, and offers stellar views of the downtown Portland skyline.

▪ Mosier Plateau

The Mosier Plateau’s low elevation makes it a good winter hiking destination, and you also have a solid chance of spotting bald eagles overhead.

▪ Cape Falcon

Hike out to a windswept bluff overlooking the Pacific Ocean, where you might see migrating gray whales.


Pin it for Later

pin graphic that reads: Best oregon hiking trails by season.