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Routes
Hiking trails & Routes
United States
Oregon
Jefferson County

Skull Hollow and Gray Butte Loop

Hard

2.8

(23)

49

hikers

Skull Hollow and Gray Butte Loop

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

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Waypoints

A

Start point

Parking

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1

4.55 km

Skull Hollow Day Use Area

Highlight • Rest Area

A large parking area and bathroom facilities offer good access to the trails on the backside of Smith Rock State Park.

Tip by

2

15.4 km

Julius & Sarah McCoin Orchard

Highlight • Structure

This orchard dates back 130 years to the McCoin family who planted the apple trees on their homestead. The trees still bear fruit because of the efforts of volunteers who prune them each spring.

Tip by

3

18.5 km

Austin Creson Viewpoint

Highlight • Viewpoint

Discover Crenson Viewpoint nestled just below Gray Butte Summit. Behold exceptional vistas showcasing the beauty of the Cascades, Ochocos, and expansive high desert. This spot invites you to immerse yourself in the diverse and captivating landscapes of Central Oregon.

Tip by

B

25.7 km

End point

Parking

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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

Elevation

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

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.

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Frequently Asked Questions

Where can I park for the Skull Hollow and Gray Butte Loop?

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.

Is this trail dog-friendly?

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.

What is the best time of year to hike this loop?

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.

Are there any permits or fees required to hike in the Crooked River National Grassland?

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.

What is the terrain like on the Skull Hollow and Gray Butte Loop?

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.

What kind of views and landmarks can I expect on the route?

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.

How do wet weather conditions affect the trail?

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.

Does the route connect with other trails?

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.

Are there any easier or family-friendly alternatives nearby?

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.

What should I bring or wear for this hike?

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.

How long does it typically take to complete the loop?

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.

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