Wagon Road and Tilly Jane Trail Loop
Wagon Road and Tilly Jane Trail Loop
4.8
(3903)
17,287
riders
03:16
30.4km
780m
Cycling
This difficult 18.9-mile touring cycling loop in Mount Hood National Forest features significant elevation gain and challenging terrain.
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Mount Hood Wilderness
Mount Hood National Forest
Waypoints
Start point
Parking
Get Directions
1.61 km
Highlight (Segment) • Climb
Tip by
15.7 km
Highlight • Mountain Hut
Tip by
30.4 km
End point
Parking
Way Types & Surfaces
Way Types
30.3 km
154 m
Surfaces
28.4 km
1.84 km
119 m
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Elevation
Highest point (1,790 m)
Lowest point (1,140 m)
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Weather
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Today
Monday 25 May
15°C
4°C
75 %
Additional weather tips
Max wind speed: 23.0 km/h
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This route was planned by komoot.
This loop is generally not recommended for traditional touring bicycles. While the Wagon Road section (historic Cloud Cap Road) might be navigable with a gravel or cyclocross touring setup, the Tilly Jane Trail is extremely challenging. It features steep grades, rugged terrain, and often requires 'hike-a-bike' sections, making it unsuitable for heavier touring bikes.
The terrain varies significantly. The Wagon Road section is a mix of maintained gravel and rough dirt with 'chunky embedded rock,' featuring a moderate grade. In contrast, the Tilly Jane Trail is a tough, rugged path with significant elevation gain, steep sections, and potentially exposed areas due to past wildfires. It's primarily a hiking and skiing trail, not designed for cycling.
The best time to attempt this route is typically late summer to early fall, usually from July through September, when snow has melted and conditions are driest. However, always check current trail conditions and weather forecasts before you go, as snow can persist at higher elevations well into summer.
Parking is available at the Tilly Jane Trailhead. Be aware that parking areas can fill up quickly, especially on weekends during peak season. There are no public transport options directly to the trailhead.
Yes, a Recreation Pass (such as a Northwest Forest Pass, America the Beautiful Pass, or a day-use pass) is typically required for parking at trailheads within Mount Hood National Forest. Always display your pass clearly in your vehicle.
Dogs are generally allowed on trails within Mount Hood National Forest, including sections of this route, but they must be kept on a leash at all times. Please practice Leave No Trace principles by packing out all pet waste.
You'll experience spectacular views of Mount Hood and the surrounding landscape. Notable points include the historic Cloud Cap Inn and the Cloud Gap Road itself, which offers unique glimpses of the rugged northeastern flank of Mt. Hood and views over the Cascades. The Tilly Jane area also features historic structures like the Tilly Jane Cabins.
Yes, this route utilizes and intersects with several other trails. You'll find sections of the Wagon Road Trail #642, Tilly Jane Ski Trail #643, Tilly Jane Trail #600A, and the renowned Timberline Trail #600.
For the Wagon Road section, a cyclocross or gravel bike with wider tires (33c-40c) is highly recommended. The surface can be rough with chunky embedded rock, making a robust setup essential for comfort and control, especially on descents.
Given the challenging nature and remote sections, always carry plenty of water, high-energy snacks, a repair kit for your bike (including spare tubes), navigation tools (like a GPS device or komoot app), appropriate layers for changing weather, sun protection, and a first-aid kit. Be prepared for self-sufficiency.
There are no cafes directly at the Tilly Jane Trailhead. For amenities like cafes, restaurants, and accommodations, you would need to travel to nearby towns such as Parkdale or Hood River, which are a drive away from the Mount Hood National Forest area.