Terwilliger Trail and Lake Oswego Loop
Terwilliger Trail and Lake Oswego Loop
2.5
(26)
82
riders
01:44
25.1km
420m
Cycling
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, shaded woods of Tryon Creek State Natural Area, enjoying the dense tree canopy overhead. Later, the route opens up to…
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Tram Stop
Get Directions
6.01 km
Highlight • Forest
Tip by
10.6 km
Highlight • Viewpoint
Tip by
19.8 km
Highlight • Viewpoint
Tip by
25.1 km
End point
Tram Stop
Way Types & Surfaces
Way Types
20.3 km
2.04 km
1.36 km
1.07 km
253 m
< 100 m
Surfaces
17.9 km
7.10 km
< 100 m
< 100 m
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Elevation
Highest point (280 m)
Lowest point (30 m)
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Weather
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Today
Monday 18 May
22°C
7°C
0 %
Additional weather tips
Max wind speed: 17.0 km/h
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This route was planned by komoot.
While specific parking lots aren't detailed, the route is easily accessible from downtown Portland. Many cyclists ride through the city to reach Terwilliger Boulevard. For the Terwilliger Trail section, you might find parking near Tryon Creek State Park, which also offers amenities.
The route can be accessed from downtown Portland, which is well-served by public transport. From there, you can cycle to the start of the Terwilliger Trail section. The Tryon Creek State Park visitor center is a key access point and may be reachable by local bus routes.
The Terwilliger Trail section, particularly within Tryon Creek State Park, generally allows dogs on leash. However, when cycling on roads and through urban areas around Lake Oswego, standard city leash laws apply. Always ensure your dog is well-behaved and safe around bicycles and traffic.
The route is enjoyable in various seasons. The dense tree canopy along the Terwilliger Trail provides excellent shade on hot days and shelter during cooler, wetter rides. If you visit in late March to early May, you can enjoy a lilac garden in George Himes City Park. Consider weather conditions, as parts of the trail can accumulate gravel and debris after bad weather.
No specific permits or entrance fees are required to cycle the Terwilliger Trail and Lake Oswego Loop. The Terwilliger Trail runs through public areas, including sections of Tryon Creek State Park, which does not charge an entrance fee.
The terrain is predominantly paved, making it suitable for road and touring bikes. The route is generally considered moderate. While the Terwilliger Trail itself is family-friendly with gentle gradients, the Lake Oswego Loop includes noticeable climbs, such as Summit Drive, with gradients up to 4.8%. Some sections around Lake Oswego might be narrow with high traffic and no shoulder, requiring confident cycling. It's suitable for most cyclists with good fitness.
The route offers a blend of natural beauty and urban charm. You'll cycle through the 'beautiful, green and lush' forested sections of the Terwilliger Trail, often under a dense tree canopy. Around Lake Oswego, you'll find numerous vantage points to admire the water and impressive homes, including the View of Oswego Lake from South Shore Boulevard. Other highlights include Arnold Creek Natural Area and Nansen Summit Park.
Yes, the Tryon Creek State Park visitor center, accessible along the Terwilliger Trail, offers convenient access to water fountains and bathrooms. As the route circles Lake Oswego and passes through various neighborhoods, you'll find opportunities for cafes and other amenities in the urban sections.
Yes, the route incorporates sections of several other trails. You'll spend a significant portion on the Terwilliger Trail itself. Other trails that intersect or are part of this route include the Lewis & Clark College to Metzger Park Trail, Goose Hollow to Tryon Creek Trail, and Hillsdale to Lake Oswego Trail.
Be prepared for varying conditions around Lake Oswego. Some sections can be narrow with high traffic and no dedicated shoulder. Confident cycling skills are beneficial here. While mostly paved, be aware that some segments might be unpaved. Plan your ride to account for potential traffic and ensure you're comfortable sharing the road.
Given the moderate difficulty and varied terrain, pack essentials like water, snacks, a repair kit, and appropriate cycling gear. Sunscreen is advisable for open sections, and a light jacket might be useful for shaded areas or changing weather. Helmets are always recommended.
The Terwilliger Trail section is generally considered family-friendly and suitable for all skill levels due to its moderate physical rating and gentle gradients. However, the full Lake Oswego Loop can be more challenging with noticeable climbs and sections with higher traffic and no shoulder, which might be less suitable for younger or less experienced family members. Consider the fitness and confidence levels of all riders.