2.8
(23)
49
hikers
07:17
25.7km
490m
Hiking
Embark on the Skull Hollow and Gray Butte Loop, a challenging 16.0-mile (25.7 km) hike that promises expansive views across Central Oregon. You will gain 1599 feet (487 metres) in elevation, making this a difficult route that takes around 7 hours and 16 minutes to complete. As you traverse the…
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
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4.55 km
Highlight • Rest Area
Tip by
15.4 km
Highlight • Structure
Tip by
18.5 km
Highlight • Viewpoint
Tip by
25.7 km
End point
Parking
Way Types & Surfaces
Way Types
20.5 km
5.10 km
131 m
Surfaces
20.4 km
5.25 km
< 100 m
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Elevation
Highest point (1,310 m)
Lowest point (910 m)
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Weather
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Today
Friday 8 May
24°C
4°C
0 %
Additional weather tips
Max wind speed: 27.0 km/h
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This route was planned by komoot.
The primary access point for this loop is the Skull Hollow Trailhead. It offers parking and serves as a gateway to a network of trails in the area.
Yes, dogs are generally allowed on the trails within the Crooked River National Grassland. However, it's always best to keep them on a leash to protect wildlife and ensure a pleasant experience for all trail users.
Spring and fall are generally the best times to hike this trail, offering more moderate temperatures. Summers can be very hot and dry, while wet conditions in spring or fall can turn the clay soil into a very sticky 'goo,' making the hike significantly more challenging.
As of now, there are typically no permits or fees required for day-use hiking on trails within the Crooked River National Grassland. For the most current information, you can check the official USDA Forest Service website.
The terrain is diverse, featuring juniper, sagebrush, and grass landscapes. The soil is largely powdered clay, which can be dry and dusty in summer. Be aware that moisture transforms this clay into a sticky 'goo,' making the trail much harder to navigate. You'll encounter rocky sections and, in some places, a narrow path along a steep drop-off.
This loop offers expansive and panoramic views of Central Oregon. You'll see Austin Creson Viewpoint, Smith Rock State Park, the Crooked River National Grassland, and distant snow-capped Cascade peaks. Other notable points include the Skull Hollow Day Use Area and the Julius & Sarah McCoin Orchard.
Due to the unique powdered clay soil, wet weather significantly impacts the trail. The clay turns into a very sticky 'goo,' which can cling to your boots, making hiking much more difficult and potentially hazardous. It's advisable to avoid this trail immediately after heavy rain.
Yes, the Skull Hollow Trailhead provides access to a network of trails. This specific loop utilizes sections of the Cole Loop Trail, Cole Loop Trail #854, Gray Butte Trail, and Gray Butte Trail #852. The area is also popular for mountain biking and horseback riding, so you may share the path with others.
While the Gray Butte portion of this loop is considered difficult, the Skull Hollow Trailhead offers access to other trails like the Cole Loop Trail and Warner Loop Trail, which might provide shorter or less strenuous options. For family-friendly hikes, you might explore other areas within the Crooked River National Grassland or nearby state parks.
Given the trail's difficulty and varied terrain, sturdy hiking boots with good ankle support are essential. Bring plenty of water, as there are no water sources on the trail. Sun protection (hat, sunscreen) is crucial due to the open landscape. Layers are recommended, as temperatures can change, and be prepared for potential wind. Trekking poles can be very helpful, especially on the steep ascents and descents.
This is a long and challenging hike covering over 25 kilometers. On average, it takes approximately 7 to 8 hours to complete the entire loop, depending on your pace and how often you stop to enjoy the views.