Cycling in Clackamas County is one of the most enjoyable ways to explore more of this part of Oregon. So you can find your perfect Clackamas County bike ride, we’ve reviewed our full collection of cycling routes in the region to deliver the best. Just click on each route to see a full breakdown of detailed information including elevation profiles and surface analyses, and browse real tips and photos uploaded by other members of the komoot community.

Last updated: October 1, 2025

4.7

(7)

riders

1. Willamette and Clackamas Rivers loop

31.3km

01:30

180m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

5.0

(1)

riders

2. Willamette Valley Loop

48.3km

02:14

160m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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riders

3. Boring and Barton loop from South Portland — Springwater Corridor and Trolley Trail Greenways

69.7km

04:13

420m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.0

(1)

riders

4. Frog Lake & Timothy Lake gravel loop — Mt. Hood National Forest

57.1km

04:47

710m

Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0

(1)

riders

5. Oswego Lake & Willamette Falls Drive loop — West Linn

30.6km

01:53

270m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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6. Mount Sylvania & Oswego Lake loop via Terwilliger Trail — Lake Oswego

25.1km

01:44

420m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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7. Still Creek Road loop — Mt. Hood National Forest

46.8km

03:53

850m

Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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8. Barton County Park to Milo McIver State Park gravel loop — Estacada, Oregon

43.2km

02:52

360m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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9. Southeast Faraday Road loop via Cascading Rivers Scenic Bikeway

21.7km

01:24

290m

Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3.0

(1)

riders

10. Sleepy Hollow loop — Sandy, Oregon

57.6km

03:47

770m

Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Gravel biking in Clackamas County

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Didn’t find what you were looking for?

Check out more Cycling routes throughout Clackamas County below and find the perfect route in your destination.

The best cycling routes in Clackamas County

1. Willamette and Clackamas Rivers loop

2. Willamette Valley Loop

3. Boring and Barton loop from South Portland — Springwater Corridor and Trolley Trail Greenways

4. Frog Lake & Timothy Lake gravel loop — Mt. Hood National Forest

5. Oswego Lake & Willamette Falls Drive loop — West Linn

6. Mount Sylvania & Oswego Lake loop via Terwilliger Trail — Lake Oswego

7. Still Creek Road loop — Mt. Hood National Forest

8. Barton County Park to Milo McIver State Park gravel loop — Estacada, Oregon

9. Southeast Faraday Road loop via Cascading Rivers Scenic Bikeway

10. Sleepy Hollow loop — Sandy, Oregon

Other adventures in Clackamas County

Most popular routes in Clackamas County

Most popular attractions in Clackamas County

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