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United States
Oregon
Multnomah County

Troutdale

The best cycling routes around Troutdale

By Fede from komoot

·

Updated June 1, 2026

If you've ever tried to plan touring cycling around Troutdale, you know how quickly the options can become overwhelming. With so many routes promising scenic views, it's hard to tell which ones are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has ridden, mapped, and reviewed these routes, so we've done the legwork to bring you a curated shortlist of the very best, saving you the guesswork.

Troutdale truly is the "Gateway to the Gorge," and touring cycling here means embracing a landscape defined by the dramatic Columbia River Gorge, the winding Sandy River, and distant views of Mount Hood. You'll find everything from easy river-level paths to challenging routes with significant elevation gain, often following historic byways. The terrain shifts from lush river valleys to forested hillsides, offering a diverse experience for every rider.

For a challenging ride with expansive views, we'd start with the Crown Point Loop, a difficult 30.4 miles (49.0 km) that truly earns its place for its Columbia River Gorge vistas. If you're looking for something equally demanding but with varied terrain, the Cazadero Trail Loop, at 30.5 miles (49.2 km), is a local favorite. With over 240 touring cyclists already exploring Troutdale using komoot, you're in good company. Dive in and discover your next favorite ride.

If you only do 3 of these routes

  1. 1

    Cazadero Trail Loop
  2. 2

    Crown Point Loop
  3. 3

    Bull Run loop from Gresham

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Cazadero Trail Loop

49.2 km

480 m

Hard

Crown Point Loop

49.0 km

740 m

Hard

Bull Run loop from Gresham

72.6 km

1,010 m

Hard

Barlow Wayside County Park from Gresham

88.1 km

940 m

Hard

Springwater Trail – Boring, Oregon loop from Civic Drive

23.5 km

120 m

Easy

Main City Park – Gresham Fairview Trail loop from Gresham

12.1 km

50 m

Easy

Crown Point – Multnomah Falls loop from Cleveland Avenue

68.8 km

960 m

Hard

Chanticleer Point – Sherrard Point loop from Cleveland Avenue

80.3 km

1,410 m

Hard

Blue Lake Regional Park – Marine Drive Trail loop from Lewis and Clark State Recreation Site

29.7 km

40 m

Easy

Springwater Corridor – Main City Park loop from Gresham Central Transit Center

30.9 km

100 m

Easy

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1.

Cazadero Trail Loop

49.2km

02:41

480m

480m

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

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3.

Bull Run loop from Gresham

72.6km

04:48

1,010m

1,010m

The Bull Run loop from Gresham offers a challenging touring bicycle experience, winding through diverse terrain that includes both paved and unpaved sections. You'll be treated to spectacular views of the Columbia River Gorge from iconic spots like Crown Point and Chanticleer Point, and ride alongside the scenic Sandy River, all while passing through the lush, protected Bull Run Watershed. This difficult 45.1-mile (72.6 km) route, with its 3329 feet (1015 metres) of elevation gain, is a true test of endurance, typically requiring about 4 hours and 48 minutes to complete.

Planning for this demanding ride means ensuring you have the fitness and experience for significant climbs and varied surfaces. There are no specific permit requirements mentioned, but preparing your touring bicycle for a long, strenuous day is key. Starting early in the day is advisable to allow ample time to complete the loop and to enjoy the cooler temperatures, especially if you're looking for challenging touring bike routes in the region.

What makes this one of the popular cycling routes near Gresham Oregon is its unique blend of natural beauty and historical significance. The route incorporates parts of the Historic Columbia River Highway State Trail, featuring the 1912 Sandy River Bridge, and traverses the Bull Run Watershed, which has supplied Portland with drinking water since 1895. This commitment to preservation means you'll encounter pristine natural landscapes, including mature trees over 500 years old, making it a truly special ride.

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4.

Barlow Wayside County Park from Gresham

88.1km

05:38

940m

940m

Embark on a touring cycling route from Gresham to Barlow Wayside County Park that promises a diverse and demanding experience. You'll journey from urban paths into lush forests and rural landscapes, passing old barns and following natural water features like the Sandy River. Keep an eye out for expansive views of Mount Hood from East Marmot Road, and prepare for a mix of paved and unpaved surfaces, including primitive sections of the historic Barlow Road.

This is a difficult 54.8-mile (88.1 km) ride with a substantial 3084 feet (940 metres) of elevation gain, typically taking around 5 hours and 38 minutes. The initial stretch from Gresham uses multi-use paths, but the terrain becomes significantly more challenging as you approach Barlow Wayside County Park, with some segments requiring good fitness and a robust touring bicycle. Plan your visit during drier months to best navigate the varied surfaces.

What makes this route truly special is its connection to history; you'll be cycling along the historic Barlow Road, the final segment of the Oregon Trail. Barlow Wayside County Park itself is a forested haven, home to wetlands and streams like Little Joe Creek, where coho salmon and steelhead spawn in autumn and winter, offering a rich natural and historical context to your ride.

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6.

Main City Park – Gresham Fairview Trail loop from Gresham

12.1km

00:44

50m

50m

The Main City Park – Gresham Fairview Trail loop offers a delightful and accessible touring cycling experience, perfect for a relaxed outing. You'll glide along mostly paved, flat surfaces, winding through a pleasant mix of urban landscapes, vibrant wetlands, and agricultural fields. The route provides glimpses of the Willamette River and crosses Johnson Creek, creating a refreshing blend of natural and developed scenery.

Starting from Main City Park, this easy 7.5-mile (12.1 km) loop with only 172 feet (52 metres) of elevation gain is designed for convenience, taking approximately 43 minutes to complete. While much of the journey is car-free, enhancing safety, be aware of several at-grade crossings with busy streets, particularly along the Gresham-Fairview Trail, where marked crosswalks are in place.

This route stands out among Gresham cycling trails for its successful integration of urban infrastructure with significant natural features, like the impressive overpass at Powell Boulevard. Its origin as a former railroad line ensures a relatively flat and direct path, making it an ideal choice for beginner cycling routes near Gresham or anyone seeking a low-stress ride with varied views, including potential glimpses of Mt. Hood on clear days.

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8.

Chanticleer Point – Sherrard Point loop from Cleveland Avenue

80.3km

05:34

1,410m

1,410m

Embark on a challenging touring cycling adventure with the Chanticleer Point – Sherrard Point loop from Cleveland Avenue, a route that promises expansive river views and deep forest immersion. The ride features a significant 14-mile climb up Larch Mountain Road, leading to the iconic Sherrard Point where, on a clear day, you can see five Cascade peaks. This difficult 49.9-mile (80.3 km) loop, with its 4614 feet (1406 metres) of elevation gain, is designed for cyclists with very good fitness and takes about 5 hours and 34 minutes to complete.

To tackle this route, plan your start from Cleveland Avenue, where parking is available. Be prepared for a sustained effort on the Larch Mountain ascent, and exercise caution on narrow sections of the road that lack a shoulder. While mostly paved, the demanding nature of the climbs means you should ensure your bike is well-maintained and you are ready for a long, strenuous day.

This loop is a quintessential Columbia River Gorge experience, offering a blend of natural beauty and physical challenge. It's a popular choice among local cyclists seeking a strenuous workout, providing access to two significant overlooks: Chanticleer Point with its classic river views, and Sherrard Point, renowned for its unparalleled panoramic vistas of multiple volcanoes.

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10.

Springwater Corridor – Main City Park loop from Gresham Central Transit Center

30.9km

01:49

100m

100m

The Springwater Corridor – Main City Park loop from Gresham Central Transit Center offers a delightful touring bicycle experience, guiding you through a mix of urban green spaces and natural wetlands. You'll enjoy the smooth, paved surface of the Springwater Corridor, often riding alongside Johnson Creek and crossing it on charming bridges, with the Japanese gardens of Main City Park providing a serene mid-ride stop.

This easy 19.2-mile (31.0 km) cycling route, with only 328 feet (100 metres) of elevation gain, is perfect for a relaxed outing, taking about 1 hour and 49 minutes. You can easily start your ride from the Gresham Central Transit Center, which offers convenient public transport access, making it a great option for those without a car.

Part of the larger 40-Mile Loop regional trail system, the Springwater Corridor is notable for its flat grade, a characteristic inherited from its past as a railway line. This makes it an accessible bike trail for beginners and families, connecting seamlessly with other local paths like the Gresham-Fairview Trail via the Wy'East Way for extended exploration.

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Tips from the Community

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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Locals like to call this section of East Marmot Road with views of Mount Hood and cow pastures "Little Switzerland" since that is kind of what it reminds you of as you ride towards the east.

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Alex
February 26, 2024, Sandy River Bridge

The Sandy River Bridge, also known as the Troutdale Bridge of the East Historic Columbia River Highway Bridge, provides bikers with a separate lane away from dangerous traffic, offering a scenic view of the Sandy River. Construction began in 1912 as part of the Columbia River Highway project. Before the bridge, locals used Stark Street or a small ferry, which at one point had a mishap in 1912, when a large auto miscalculated its approach into the ferry and drove into the Sandy River.

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Tread where pioneers once walked, as the park sits alongside the historic Barlow Road, a segment of the legendary Oregon Trail. Immerse yourself in the beauty of a majestic forest nurtured by an annual rainfall of nearly 90 inches, almost double that of nearby Portland!

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This stretch of the Historic Columbia River Highway State Trail will take you along the course of the Sandy River, which you'll be able to see almost the entire time on one side of the road.

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AverieOutside
December 29, 2023, Sandy River

The Sandy River is a 56-mile river that flows into the Columbia River. The river starts at the Reid Glacier south of Mount Hood.

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Alex
December 27, 2023, Gresham Pioneer Cemetery

Thom Creek Natural Area is a historical cemetery just off the Springwater Corridor trail. The woods around the cemetery are peaceful. It's a popular spot to stop off for bikers, and walkers from the trail often stop and read up on the old grave markers dating back to when it was established in 1859.

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Tyler Sanders
December 18, 2023, Main City Park

This 21.6-acre park, located right by historic downtown Gresham, offers picnic tables and lawn areas for relaxation and breaks. The main features of this park include the Gresham Skatepark, Gresham Japanese Garden, and Gresham Heroes Memorial.

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Frequently Asked Questions

What kind of terrain can I expect on touring cycling routes around Troutdale?

Troutdale, situated at the western entrance of the Columbia River Gorge, offers a diverse range of terrain for touring cyclists. You'll find everything from relatively flat, river-level paths along the Sandy River and segments of the Historic Columbia River Highway to routes with significant elevation gain, often traversing volcanic basalt cliffs and lush forests. The area provides a mix of paved trails and scenic byways, catering to various cycling experiences.

Are there touring cycling routes suitable for beginners in Troutdale?

Yes, Troutdale offers several touring cycling routes suitable for beginners. There are 8 easy routes available, providing gentler terrain and shorter distances. These often include paved segments of trails like the Historic Columbia River Highway State Trail, which features car-free sections, and parts of the 40-Mile Loop Trail system, ideal for a more relaxed ride.

What natural features and landmarks can I see while cycling near Troutdale?

Cycling near Troutdale offers access to stunning natural features and landmarks. You can experience the breathtaking Columbia River Gorge, with its towering cliffs and lush forests. Notable viewpoints include Crown Point, offering expansive views of the Gorge, and Viewpoint in Powell Butte Nature Park. The Sandy River flows through the area, and you'll often catch glimpses of Mount Hood. The region is also famous for its waterfalls, such as Multnomah Falls, which are easily accessible from the Historic Columbia River Highway.

Are there any challenging touring cycling routes for experienced riders?

Absolutely. For experienced touring cyclists seeking a challenge, Troutdale has 10 difficult routes. One such route is the Crown Point Loop, a 30.4-mile path that includes significant climbs and rewards riders with expansive views of the Columbia River Gorge. Another demanding option is the Bull Run loop from Gresham, which covers 45.1 miles through forested and rural landscapes.

What do other touring cyclists enjoy most about cycling in Troutdale?

The touring cycling routes around Troutdale are highly rated by the komoot community, with an average score of 4.7 stars from over 27 reviews. Cyclists often praise the diverse landscapes, from river-level paths to routes with significant elevation gain, and the access to the Columbia River Gorge. The network of trails, including segments of the Historic Columbia River Highway, is appreciated for offering varied experiences for different ability levels.

Are there any loop routes for touring cyclists in the Troutdale area?

Yes, there are several excellent loop routes for touring cyclists. A popular choice is the Cazadero Trail Loop, a 30.5-mile route featuring varied terrain and elevation changes. Another well-regarded loop is the Crown Point Loop, known for its challenging climbs and panoramic views. Additionally, the area is part of the extensive 40-Mile Loop Trail system, with ongoing efforts to connect more segments for enhanced cycling access.

Can I find family-friendly touring cycling routes in Troutdale?

Troutdale offers several family-friendly touring cycling options, particularly on its easier, paved routes. The car-free segments of the Historic Columbia River Highway State Trail are excellent for families, providing a safe and scenic environment. Parts of the 40-Mile Loop Trail also offer accessible and enjoyable rides for all ages. These routes allow families to experience the natural beauty of the area without significant challenges.

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

The best time for touring cycling in Troutdale generally spans from spring through fall. During these seasons, the weather is typically mild and pleasant, making for comfortable riding conditions. Spring brings lush greenery and blooming wildflowers, while fall offers vibrant foliage. Summer is also popular, but it's advisable to start earlier in the day to avoid the midday heat. Always check local weather forecasts before heading out.

Are there any routes that offer views of Mount Hood?

Yes, many touring cycling routes in and around Troutdale offer direct views of Mount Hood, especially on clearer days. The region's proximity to Mount Hood National Forest means that as you cycle through certain areas, particularly those with higher elevation or open vistas, you'll be treated to stunning perspectives of the majestic peak. Routes that climb into the foothills or offer expansive views of the landscape are most likely to provide these sights.

How many touring cycling routes are available around Troutdale?

There are 23 touring cycling routes available around Troutdale. These routes offer a wide variety of experiences, ranging from easy, flat rides to challenging climbs with significant elevation gain, ensuring there's something for every skill level and preference.

Where can I find information about the 40-Mile Loop Trail in Troutdale?

Troutdale is an integral part of the extensive 40-Mile Loop Trail system, which connects parks and natural areas across the Portland Metropolitan area. For more detailed information on the 40-Mile Loop Trail and ongoing efforts to enhance pedestrian and bike access in Troutdale, you can visit the city's public works page: troutdaleoregon.gov.

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