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Routes
Cycling routes
United States
Oregon

Clackamas County

The best cycling routes in Clackamas County

4.4

(76)

675

riders

77

rides

Touring cycling in Clackamas County offers diverse landscapes, from the Willamette Valley floor to the slopes of Mount Hood. The region features significant rivers like the Clackamas, Willamette, and Sandy, providing scenic corridors for cycling. Cyclists can explore lush forests, including Douglas fir and Oregon white oak communities, alongside varied terrain that includes paved paths and gravel roads. This geography provides a wide range of experiences for different skill levels.

Best touring cycling routes in Clackamas County

  • The most popular…

Last updated: April 24, 2026

4.6

(8)

25

riders

#1.

Trolley Trail Loop

31.3km

01:30

180m

180m

The Trolley Trail Loop offers a moderate touring cycling experience through a diverse landscape, blending urban charm with serene natural passages. You will cover 19.5 miles (31.3 km) with an…

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Moderate

Embark on a moderate touring bicycle adventure along the Boring Loop, a 43.3-mile (69.7 km) route that promises diverse scenery and a rewarding ride. You will gain 1379 feet (420…

Moderate
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5.0

(1)

5

riders

48.3km

02:14

160m

160m

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

Moderate

4.0

(1)

8

riders

Embark on the Frog Lake & Timothy Lake gravel loop, a challenging touring cycling route that takes you through the stunning Mount Hood National Forest. This difficult ride spans 35.5…

Hard

5.0

(1)

4

riders

Embark on the Oswego Lake & Willamette Falls Drive loop, a moderate touring bicycle route spanning 19.0 miles (30.6 km) with an elevation gain of 897 feet (274 metres). This…

Moderate

4.0

(1)

3

riders

Embark on a touring bicycle ride along the Terwilliger Trail and Lake Oswego Loop, a moderate route that blends natural beauty with urban charm. You will pedal through the lush,…

Moderate

Embark on the Still Creek and Pioneer Bridle Trail Loop for a challenging touring bicycle adventure through Mt. Hood National Forest. This difficult route spans 29.1 miles (46.8 km) and…

Hard

4

riders

Embark on the Cascading Rivers Scenic Bikeway Loop, a moderate touring cycling route that takes you through ancient, dense forests and alongside the winding Clackamas River. This 13.5-mile (21.7 km)…

Moderate

Embark on a moderate touring bicycle adventure along the Barton County Park to Milo McIver State Park gravel loop. This route spans 26.9 miles (43.2 km) and involves a total…

Moderate

3.0

(1)

3

riders

57.6km

03:47

770m

770m

Prepare for a difficult touring bicycle ride on the Sleepy Hollow loop, a challenging route that stretches 35.8 miles (57.6 km). You will climb a significant 2525 feet (770 metres)…

Hard
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Popular around Clackamas County

Cycling around Boring

Cycling in Mt. Hood National Forest

Cycling in Mount Hood Wilderness

Cycling in Eagle Creek Community Forest

Cycling in Milo Mciver State Park

Cycling around Sandy

Cycling around Milwaukie

Cycling around Damascus

Cycling around Estacada

Cycling in Salmon-Huckleberry Wilderness

Other adventures in Clackamas County

Pacific Crest Trail from Mexico to Canada – 4,200 kilometres of wilderness

Hiking Collection by

Caro "Bandit"

Tips from the Community

AaronLavanchy
June 23, 2025, Timothy Lake

Timothy Lake is in the shadow of Mt. Hood at an elevation of 3,200 feet. It was created in 1956 when a dam was created on the Clackamas River. Today it's better known for its recreational opportunities like mountain biking, hiking, fishing, camping, and boating.

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Government Camp is a small mountain village perched at 4,000 feet on the south slope of Mount Hood. It has accommodation, restaurants, and a general store.

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Andrus
May 15, 2025, Boring, Oregon

Boring, Oregon has become somewhat famous, or infamous, depending on how you look at it. In recent years it has become well known due to its humorous take on its name and partnering with Dull, Scotland as "sister cities" in order to promote tourism to both locations.

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Elizabeth
January 13, 2025, Willamette River

Nice path so you don’t have to run with cars.

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Andrus
September 13, 2024, Clackamas River

The Clackamas River gets its name from the Clackamas people who have lived in the area for hundreds of generations. Though much of the river's course has been developed 47 of its 83 miles are designated as NWSRS (National Wild and Scenic River System)

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Great views of Mt. St. Helens, Mt. Adams and Mt. Hood

Translated by Google

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The 187 long primary river that bisects the city of Portland and flows northward into the Columbia. If you don't pronunce the name correctly in the presence of a local they will very likely inform you it rhymes with "damn it!"

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Great diversion spot just off the road that that takes you to some closer views of the river along the Cross Park Trail.

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Frequently Asked Questions

How many touring cycling routes are available in Clackamas County?

Clackamas County offers a wide selection of touring cycling routes, with over 80 routes available for exploration. These routes cater to various preferences, from easy rides to more challenging excursions.

What kind of terrain can I expect on touring cycling routes in Clackamas County?

The terrain in Clackamas County is incredibly diverse, ranging from the flat expanses of the Willamette Valley to the foothills of Mount Hood. You'll find a mix of paved paths, scenic road rides, and challenging gravel roads. Routes like the Frog Lake & Timothy Lake gravel loop offer a true gravel grinding experience, while others follow river corridors on smoother surfaces.

Are there routes suitable for beginners or those looking for an easy ride?

Yes, Clackamas County has several touring cycling routes perfect for beginners or those seeking a relaxed ride. There are 19 easy routes available, often featuring relatively flat sections and scenic views. The Willamette and Clackamas Rivers loop, for instance, offers a moderate but generally accessible ride along two major rivers.

What are some options for experienced touring cyclists seeking a challenge?

For experienced touring cyclists, Clackamas County provides 23 difficult routes with significant elevation gains and longer distances. Routes such as the Still Creek Road loop — Mt. Hood National Forest or the Sleepy Hollow loop — Sandy, Oregon offer demanding climbs and rewarding descents through varied landscapes.

What natural attractions can I discover along touring cycling routes in Clackamas County?

Many touring cycling routes in Clackamas County pass by stunning natural attractions. You can find routes near the majestic Clackamas River, or explore areas with picturesque lakes like Trillium Lake. Some routes may even lead you close to captivating waterfalls such as Ramona Falls, offering beautiful stops along your journey.

Are there any historical or cultural landmarks accessible by bike?

Yes, touring cyclists can encounter interesting landmarks. For example, some routes in the Mount Hood area might bring you close to the historic Timberline Lodge. The region also features various bridges and other points of interest that reflect its rich history and natural beauty.

Can I find routes that offer scenic views of Mount Hood?

Absolutely! Clackamas County's proximity to Mount Hood means many routes offer spectacular views of the majestic peak. You can find viewpoints like Zigzag Canyon Overlook or specific spots offering a View of Mt. Hood & White River Glacier, providing breathtaking backdrops for your ride.

Are there family-friendly touring cycling routes in Clackamas County?

Clackamas County offers several options suitable for families. The Springwater Corridor, a paved multi-use path, is particularly popular for its accessibility and scenic stretches, connecting urban areas to more rural settings. While not all routes are explicitly designated 'family-friendly,' many easy and moderate routes can be enjoyed by cyclists of varying ages and skill levels.

What is the best time of year for touring cycling in Clackamas County?

The best time for touring cycling in Clackamas County is generally from spring through fall. During these seasons, the weather is milder, and the natural landscapes are vibrant. Summer offers warm, dry conditions, while spring and fall provide cooler temperatures and beautiful foliage. Winter cycling is possible but may require more preparation due to colder weather and potential snow at higher elevations.

Are there touring cycling routes that incorporate gravel sections?

Yes, gravel grinding is a growing trend in Clackamas County. Routes like the Frog Lake & Timothy Lake gravel loop in Mt. Hood National Forest are specifically designed for gravel bikes. You'll also find scenic gravel roads through farmlands around Estacada, offering a different kind of cycling adventure.

How can I access touring cycling routes using public transport?

Some touring cycling routes in Clackamas County, particularly those closer to urban centers, can be accessed via public transport. The Springwater Corridor, for example, connects to Portland's public transport network, making it convenient for cyclists to reach. For routes further afield, a combination of public transport and cycling might be necessary, or consider driving to a starting point with parking.

What do other touring cyclists say about the routes in Clackamas County?

The touring cycling routes in Clackamas County are highly regarded by the komoot community, boasting an average rating of 4.5 stars from over 140 reviews. More than 1000 touring cyclists have explored the area using komoot, often praising the diverse landscapes, the variety of terrain, and the stunning natural beauty found along the river valleys and towards Mount Hood.

Are there any circular touring cycling routes in Clackamas County?

Yes, many touring cycling routes in Clackamas County are designed as loops, allowing you to start and end at the same point. Examples include the popular Willamette and Clackamas Rivers loop, the Willamette Valley Loop, and the Oswego Lake & Willamette Falls Drive loop, providing convenient options for your ride.

Most popular routes in Clackamas County

Hiking in Clackamas County

Most popular attractions 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.

Lake OswegoWilsonvilleOregon CityDamascusMount Hood VillagesOatfieldMount Hood WildernessSalmon-Huckleberry WildernessOak GroveEagle Creek Community ForestRhododendronStaffordBarlowGladstoneGovernment CampSandyRivergroveCanbyJennings LodgeEstacadaHappy ValleyMulinoJohnson CityBoringMilwaukieWest LinnBeavercreekMolalla River State ParkMt. Hood National ForestMilo Mciver State Park

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