A bird sitting on a nest of eggs.

Hiking Near Pine Hollow, Oregon

Shorter Routes icon

Shorter Routes

These hikes keep it under 5 miles and climb less than 1,500 feet, making them ideal for quicker outings or lower-key days. Perfect for a morning stretch, a casual afternoon, or getting outside without committing to a big push. Don’t let the stats fool you — many still pack in great views and rewarding moments.

Oval Lake + Palisade Point via Lookout Mountain/Divide Trail

Hike Route

Oval Lake + Palisade Point via Lookout Mountain/Divide Trail

Lake
moderate
3.01 mi
+647 ft
Boulder Lake and Bonney Meadows

Hike Route

Boulder Lake and Bonney Meadows

Commonly Backpacked
moderate
4.41 mi
+970 ft
Lookout Mountain from High Prairie

Hike Route

Lookout Mountain from High Prairie

Views
easy
2.88 mi
+633 ft
Tamanawas Falls Hike

Hike Route

Tamanawas Falls Hike

River/Creek
moderate
3.33 mi
+738 ft
Tamanawas Falls Hike

Hike Route

Tamanawas Falls Hike

Views
easy
0.03 mi
+0 ft
Sahalie Falls

Hike Route

Sahalie Falls

Waterfall
easy
0.61 mi
+200 ft
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Adventurous Routes

These routes go beyond 10 miles and are built for days when you want to cover more ground and push a little deeper. Expect longer distances, more effort, and bigger payoffs — whether that’s remote terrain, summit views, or a full-day challenge. Ideal for hikers looking to go farther and stay out longer.

Timberline Trail

Hike Route

Timberline Trail

Views
extreme
39.63 mi
+10,147 ft
Pacific Crest Trail: Oregon Section F -- Highway 242 to Highway 35 (near Barlow Pass)

Hike Route

Pacific Crest Trail: Oregon Section F -- Highway 242 to Highway 35 (near Barlow Pass)

Lake
extreme
104.35 mi
+15,736 ft
Pacific Coast Trail: Mount Hood Wilderness

Hike Route

Pacific Coast Trail: Mount Hood Wilderness

Views
extreme
27.96 mi
+7,552 ft
Paradise Park via the Pacific Crest Trail

Hike Route

Paradise Park via the Pacific Crest Trail

Views
moderate
10.59 mi
+2,672 ft
Paradise Park Loop

Hike Route

Paradise Park Loop

Lake
extreme
18.53 mi
+4,440 ft
Timothy Lake to Frog Lake

Hike Route

Timothy Lake to Frog Lake

Lake
extreme
13.78 mi
+797 ft

Other Nearby Routes

Not finding what you're looking for? These additional nearby hikes offer more ways to get outside and explore the area. With a mix of lengths, difficulty levels, and terrain, you're likely to find something that fits your plans for the day. And remember, you can always use the onX Route Builder to create your own adventure from scratch.

Elk Meadows

Hike Route

Elk Meadows

Views
strenuous
5.5 mi
+1,079 ft
Gnarl Ridge Hike

Hike Route

Gnarl Ridge Hike

Less Crowded
moderate
8.26 mi
+2,003 ft
PCT: Timberline Lodge to Hwy 35 Out and Back

Hike Route

PCT: Timberline Lodge to Hwy 35 Out and Back

Views
strenuous
5.01 mi
+31 ft
Laurance Lake High Ridge Hike

Hike Route

Laurance Lake High Ridge Hike

Lake
moderate
7.29 mi
+1,172 ft
Upper Salmon River Trail

Hike Route

Upper Salmon River Trail

Less Crowded
moderate
5.55 mi
+1,380 ft
McNeil Point

Hike Route

McNeil Point

Views
strenuous
5.85 mi
+1,940 ft