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Routes
Running trails & routes
United States
Washington
King County
Bellevue

Wilderness Peak and Shy Bear Trail Loop

Hard

4.9

(3902)

10,605

runners

Wilderness Peak and Shy Bear Trail Loop

02:20

17.0km

600m

Running

The Wilderness Peak and Shy Bear Trail Loop offers a difficult jogging experience through a lush, green forest. You will navigate diverse terrain, from well-kept paths to rustic boardwalks that cross marshy sections. Expect to see abundant ferns and moss-covered trees, creating a serene atmosphere. This challenging route covers 10.6…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

Get Directions

1

3.72 km

De Leo Wall Trail

Highlight (Segment) • Trail

De Leo Wall Trail is by many considered as one of the most beautiful parts of Cougar Mountain Regional Wildland Park. The trail leads through the forest and offers spectacular …

Tip by

2

12.0 km

Bench at Wilderness Peak

Highlight • Summit

The woody Wilderness Peak doesn't offer any views but you will find yourself in the middle of the forest. There is a bench to take a break and enjoy a …

Tip by

3

14.6 km

Cougar Mountain Park spans nearly 3,000 acres, featuring over thirty-five miles of fantastic trails winding through second-growth forests, streams, wetlands, cliffs, and historical mining caves. There are breathtaking views throughout …

Tip by

4

14.9 km

Cave Hole Trail

Highlight (Segment) • Trail

'Cave Hole Trail' is named after the caves that you can still find along the path. They are remnants of the mining history in the area.

Tip by

B

17.0 km

End point

Parking

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Way Types & Surfaces

Way Types

15.6 km

803 m

571 m

< 100 m

Surfaces

15.1 km

1.12 km

408 m

326 m

< 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 (470 m)

Lowest point (210 m)

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Weather

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Today

Tuesday 19 May

17°C

9°C

28 %

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Max wind speed: 9.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Wilderness Peak and Shy Bear Trail Loop?

The Wilderness Peak and Shy Bear Trail Loop is located within Cougar Mountain Regional Wildland Park. Parking information for specific trailheads within the park, such as those providing access to the Shy Bear Trail or the De Leo Wall Trail, can typically be found on the park's official website or local trail guides. It's advisable to check these resources for the most current parking details and any potential fees.

Is the Wilderness Peak and Shy Bear Trail Loop dog-friendly?

Yes, the trails within Cougar Mountain Regional Wildland Park, including the Wilderness Peak and Shy Bear Trail Loop, are generally dog-friendly. However, dogs must be kept on a leash at all times to protect wildlife and ensure a pleasant experience for all visitors. Please remember to pack out any waste.

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

The Wilderness Peak and Shy Bear Trail Loop offers a rewarding experience year-round. Spring brings wildflowers like trillium and yellow violet, while autumn showcases vibrant foliage. For the most impressive views of waterfalls like Doughty Falls and Far Country Falls, visit between November and May when rainfall is higher. Be prepared for potentially muddy conditions after rain, especially in wetter seasons.

Are there any permits or entrance fees required for Cougar Mountain Regional Wildland Park?

Generally, there are no entrance fees or permits required to access the trails within Cougar Mountain Regional Wildland Park. However, it's always a good idea to check the official King County Parks website for any updates on regulations or specific parking fees that might apply.

What is the terrain like on the Wilderness Peak and Shy Bear Trail Loop?

The loop features diverse terrain typical of the Pacific Northwest, including well-maintained dirt paths, some muddy sections, roots, and rocks. You'll encounter rustic boardwalks over marshy areas like the Big Bottom Bog and Shy Bear Marsh. While some sections are fairly level, expect significant elevation changes with steep climbs, particularly on segments like the initial Wilderness Creek Trail and the De Leo Wall Trail.

What can I see along the route?

You'll be immersed in a vibrant, green forest with abundant ferns, moss-covered trees, and small streams. The route includes the De Leo Wall Trail and passes by the Bench at Wilderness Peak, which marks the highest point on Cougar Mountain. While the summit doesn't offer expansive views, side trips to Doughty Falls and Far Country Falls are particularly scenic after rainfall. You might also notice evidence of former logging operations with large old-growth firs.

How long does it typically take to jog the Wilderness Peak and Shy Bear Trail Loop?

The Wilderness Peak and Shy Bear Trail Loop is approximately 17 kilometers (10.5 miles) long. For an average jogger, it typically takes around 2 hours and 20 minutes to complete, depending on pace and fitness level. The significant elevation gain of over 600 meters (1,900 feet) contributes to its challenging nature.

Is this trail suitable for beginner joggers?

Given its 'difficult' rating, approximately 17 kilometers (10.5 miles) distance, and over 600 meters (1,900 feet) of elevation gain, this loop is best suited for joggers with a moderate to good fitness level. While some sections are fairly level, the steep climbs and varied terrain make it a challenging forest run rather than a beginner-friendly route.

Does the loop intersect with other trails in Cougar Mountain Regional Wildland Park?

Yes, the Wilderness Peak and Shy Bear Trail Loop connects to many other trails within Cougar Mountain Regional Wildland Park, allowing for extended runs and exploration. The route itself utilizes sections of the Shy Bear Trail, Whittaker Wilderness Peak Trail, Gombu Wilderness Cliffs Trail, Cave Hole Trail, Marshall's Hill Trail, and the De Leo Wall Trail, among others.

What wildlife might I encounter on the trail?

While sightings are not guaranteed, Cougar Mountain Regional Wildland Park is home to black bears, though encounters are rare. You're more likely to see various bird species, small mammals, and a rich diversity of plant life, including ferns and mosses. Always maintain a respectful distance from any wildlife you encounter.

Are there any specific challenging sections on the loop?

Yes, the loop includes several challenging sections. The initial climb on some segments, such as parts of the Wilderness Creek Trail, can be quite steep, though often well-maintained with switchbacks. The Gombu Wilderness Cliffs Trail also offers a shorter, somewhat steeper route. The overall elevation gain of over 600 meters makes it a good workout, especially for joggers.

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