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Routes
Road cycling routes
United States
Oregon
Clackamas County

Damascus

The best road cycling routes around Damascus

4.7

(52)

1,202

riders

61

rides

Road cycling routes around Damascus are characterized by diverse terrain, ranging from paths along the Barada River to more challenging climbs on hills like Mount Qasioun. The region offers a network of routes that traverse varied landscapes, including open countryside and areas with significant elevation changes. Cyclists can experience routes with minimal elevation gain or opt for paths that feature substantial ascents. This variety provides options for different fitness levels and preferences.

Best road cycling routes in Damascus

  • The most…

Last updated: May 20, 2026

3.0

(1)

52

riders

#1.

Latourell Falls Lookout – Multnomah Falls loop from Cleveland Avenue

62.2km

03:20

920m

920m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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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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Zachary
September 26, 2024, Shepperd's Dell Falls

The falls and the short trail that leads to its base both feel as if they have been lost to time. There is parking near the bridge of the historic highway from which you can look down upon the waterfall, and the stone trail to the falls is in good condition but overgrown with moss, lending a mystical feel.

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Alexandra Pavia
September 10, 2024, Multnomah Falls

Here's a perfect spot to take a break, park your bike, and walk up the trail for an excellent view of both Lower and Upper Multnomah Falls.

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While crossing over this bridge offers a great experience, where you can also closely observe the treetops, the best way to appreciate this bridge's structure is from below. You can do this by taking the walking trail of Latourell Falls Trail, which starts from the parking area near the bridge.

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Dabney State Recreation Area is a 138-acre park along the Sandy River. This area is a popular water recreation spot that has a sandy beach.

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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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Alex
November 4, 2023, Crown Point

Crown Point sits at 693 feet above the Columbia River and is where visitors can see the Vista House and use binoculars for the overlook. This area was designed by Edgar M. Lazarus, who designed the building in memory of the settlers of the Oregon Trail. Updated Hours and potential closures due to weather are posted at vistahouse.com or by calling (503) 344-1368

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Biber-Radler
November 3, 2023, Crown Point

Crown Point and Vista House are in close proximity and offer great views of the Columbia River. The Vista House was built in 1916 at the same time as Highway 30 (which is now the historic Columbia River Gorge Highway and the only way to reach Crown Point). The building was designed as a place for refreshment and enjoyment of the Columbia Gorge. The octagonal building with its green ceramic tile roof houses a museum, a gift shop and an interpretive exhibition of historical and geological landmarks in the canyon.

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Frequently Asked Questions

How many road cycling routes are available around Damascus?

Damascus offers a wide selection of road cycling routes, with over 60 routes available. These routes cater to various preferences, from easy rides to more challenging climbs, ensuring there's something for every cyclist.

What kind of terrain can I expect on road cycling routes near Damascus?

The road cycling routes around Damascus feature diverse terrain. You'll find gentle paths along rivers, open countryside, and more challenging climbs with significant elevation changes. The region's unique geography, including proximity to the Mount Rogers National Recreation Area, provides a mix of wooded areas and scenic mountain views.

Are there any easy or family-friendly road cycling routes in Damascus?

Yes, Damascus has 16 easy road cycling routes, perfect for beginners or families. A notable option is the Boring, Oregon loop from Gresham Central Transit Center, an easy 12.2-mile trail through open countryside. The Virginia Creeper Trail, while multi-use, also offers a popular and family-friendly 17-mile downhill section from Abingdon to Damascus.

What are some of the more challenging road cycling routes around Damascus?

For experienced cyclists seeking a challenge, Damascus offers 9 difficult routes. The Guy W. Talbot State Park – Crown Point loop from Cleveland Avenue is a demanding 42.7-mile route with over 3,900 feet of elevation gain. Another challenging option is the Multnomah Falls – Crown Point loop from Cleveland Avenue, covering 38.5 miles with significant ascents.

What attractions or natural features can I see along the road cycling routes?

Many routes offer scenic views and pass by interesting natural features. You can cycle along the beautiful Clackamas River, explore the Springwater Corridor, or enjoy panoramic vistas from the Viewpoint in Powell Butte Nature Park. The region is also home to natural monuments like Mount Talbert Nature Park and Scouters Mountain Nature Park.

Are there any circular road cycling routes available?

Yes, many road cycling routes around Damascus are designed as loops. For instance, the popular Springwater Corridor – Springwater Corridor loop from Orient is a 25.5-mile route, and the Main City Park – College Nature Park loop from Cleveland Avenue offers a moderate 36.9-mile circular ride.

What do other road cyclists enjoy most about cycling in Damascus?

The komoot community highly rates road cycling in Damascus, with an average score of 4.6 stars from over 39 reviews. Cyclists frequently praise the diverse terrain, ranging from gentle river paths to challenging climbs, and the scenic beauty of the region's wooded areas and open countryside.

What is the best time of year to go road cycling in Damascus?

Damascus offers enjoyable cycling experiences across multiple seasons. Spring and fall generally provide pleasant temperatures and vibrant scenery. Summer is also popular, though some routes might be warmer. Winter cycling is possible, but conditions can vary, so checking local weather and trail conditions is advisable.

Is Damascus well-connected for cyclists, and are there long-distance routes?

Damascus is indeed a significant cycling hub, often called 'Trail Town USA'. It's a nexus for several major routes, including the TransAmerica Bicycle Trail Route 76 and the TransVirginia Bike Route, solidifying its status as a premier destination for long-distance and touring cyclists.

Are there amenities like cafes or accommodation near the cycling routes?

As 'Trail Town USA', Damascus is well-equipped to support cyclists. You'll find various amenities, including cafes, pubs, and accommodation options, particularly within the town itself and along popular routes like the Virginia Creeper Trail, making it easy to refuel and rest.

Where can I find parking for road cycling routes in Damascus?

Parking availability varies by trailhead. For popular routes like the Virginia Creeper Trail, designated parking areas are typically available in and around Damascus. For other routes, it's advisable to check specific route details on komoot or local visitor information for recommended parking spots.

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