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Routes
Bike touring routes & trails
United States
Oregon
Hood River County

Wagon Road and Tilly Jane Trail Loop

Hard

4.8

(3903)

17,287

riders

Wagon Road and Tilly Jane Trail Loop

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

A

Start point

Parking

Get Directions

1

1.61 km

Cloud Gap Road

Highlight (Segment) • Climb

Cloud Gap Road is a gradually graded road with switchbacks all the way up to Cloud Gap Inn. The road is unpaved but smooth packed gravel, so a tour bike …

Tip by

2

15.7 km

Cloud Gap Inn

Highlight • Mountain Hut

Cloud Cap Inn is at an elevation of almost 6,000 feet on Mount Hood's northeastern side. It was constructed well over 100 years ago, in 1889, and was Mt. Hood's …

Tip by

B

30.4 km

End point

Parking

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Way Types & Surfaces

Way Types

30.3 km

154 m

Surfaces

28.4 km

1.84 km

119 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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.

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Frequently Asked Questions

Is the Wagon Road and Tilly Jane Trail Loop suitable for touring bicycles?

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.

What is the terrain like on this route?

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.

What is the best time of year to cycle this route?

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.

Where can I park to access the loop?

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.

Are there any permits or fees required for cycling in Mount Hood National Forest?

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.

Is the route dog-friendly?

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.

What points of interest or views can I expect along the way?

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.

Does this route intersect with other trails?

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.

What kind of bike is best suited for the Wagon Road section?

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.

What should I pack for a cycling trip on this loop?

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.

Are there any cafes or accommodations near the trailhead?

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.

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