A bird sitting on a nest of eggs.

Hiking Near La Pine, 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.

Cougar Woods Loop

Hike Route

Cougar Woods Loop

Views
easy
3.23 mi
+65 ft
Deschutes River Loop

Hike Route

Deschutes River Loop

Views
easy
3.22 mi
+63 ft
Nature Trail

Hike Route

Nature Trail

easy
1.01 mi
+0 ft
Big Tree Loop via Cougar Woods Trail

Hike Route

Big Tree Loop via Cougar Woods Trail

easy
1.56 mi
+78 ft
McGregor Loop

Hike Route

McGregor Loop

Views
easy
1.45 mi
+17 ft
Fall River Trail

Hike Route

Fall River Trail

easy
1.56 mi
+35 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.

Paulina Lake Out and Back

Hike Route

Paulina Lake Out and Back

Family Friendly
moderate
11.04 mi
+1,567 ft
Cultus Lake to Pacific Coast Trail Loop

Hike Route

Cultus Lake to Pacific Coast Trail Loop

Lake
extreme
31.3 mi
+2,272 ft
Rosary Lakes to Maiden Lake

Hike Route

Rosary Lakes to Maiden Lake

Lake
strenuous
19.16 mi
+3,238 ft
Charlton Lake Loop

Hike Route

Charlton Lake Loop

Lake
extreme
19.29 mi
+1,856 ft
Pacific Crest Trail: Oregon Section E - Highway 58 to Highway 242

Hike Route

Pacific Crest Trail: Oregon Section E - Highway 58 to Highway 242

Lake
extreme
75.18 mi
+9,637 ft
South Sister: Eastern Approach

Hike Route

South Sister: Eastern Approach

Lake
extreme
18.98 mi
+5,994 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.

Paulina Peak

Hike Route

Paulina Peak

Lake
strenuous
5.96 mi
+1,617 ft
Deschutes River Trail, Upper Reach Hiking Trail

Hike Route

Deschutes River Trail, Upper Reach Hiking Trail

Waterfall
moderate
9.29 mi
+575 ft
Swampy Lakes Loop

Hike Route

Swampy Lakes Loop

moderate
7.52 mi
+670 ft
Mt. Bachelor

Hike Route

Mt. Bachelor

Views
strenuous
7.19 mi
+2,748 ft
The Twins

Hike Route

The Twins

Lake
moderate
6.19 mi
+1,575 ft
North Fork to Bridge Creek Loop

Hike Route

North Fork to Bridge Creek Loop

River/Creek
moderate
6.86 mi
+1,295 ft