Wilderness Peak Loop
2 weeks ago
Gunfire from nearby range can be heard constantly
3 this month · 36 reports
Shy Bear
Issaquah Alps
updated 3 days ago
The trail is generally in good condition with fall foliage creating leaf litter, which can make some sections harder to follow as of November 7. Snow-free conditions persist. Doughty Falls is experiencing a low water flow, described as a "Doughty trickle" in November 7 and no water falling as of October 22 and September 19. Bridges and marsh crossings appear to be in good shape. Parking at the trailhead can become very full, with cars parking on the highway as of November 7. One report from August 25 noted some blow-downs, with one in front of Doughty Falls, but this was not mentioned in more recent reports.
Generated from 39 trip reports. Trails change faster than reports do, so check anything you’d turn around for.
Ask about Shy Bear
Ask about this trail. Answers are generated from its most recent trip reports, so check anything you’d turn around for.
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Trail notes generated from recent reports. Conditions change fast.
Sources
Fresh3 days ago
Issaquah Alps > Cougar Mountain
Two of us took advantage of a break in the weather to enjoy 6.5 miles and 1900' going up Gombu Cliffs to Whittaker Wilderness Peak, down the other side to Shy Bear Pass, over to Deceiver Pass and to D...
Recent2 weeks ago
Issaquah Alps > Cougar Mountain
Met a friend at 8 am for a Cougar Mountain ramble from the Jim Whittaker Wilderness Trailhead right off Highway 900 between Renton and Issaquah. Parking lot was surprisingly full on this Thursday morn...
Older1 month ago
Issaquah Alps > Cougar Mountain
This was a pleasant hike up to Long View peak. The elevation gain wasn't too bad, the trails were well maintained, though Indian trail was a bit more of a rocky road. Once getting onto Shy Bear and De...
Issaquah Alps > Cougar Mountain
Great choice when short on time but need a hike with a bit of cardio and soul enriching lovely woods.No fall colorsyet. Arrived Noon to be only car at the plentiful roadside parking area. Sign is smal...
Older2 months ago
Issaquah Alps > Cougar Mountain
Today's #hikeathon 2026 outing was intended to be Lower Tuscohatchie Lake (14 miles/4400') with 9 members of the Seattle Mountaineers CHS-2 cohort, but AQI was abysmal and after 2 minutes of talking w...
Older7 months ago
Issaquah Alps > Cougar Mountain
Walked the Cougar Mt trails out to the top of Wilderness Peak as kind of a defacto memorial for Jim Whittaker who passed this last week since he is the namesake for the Wilderness Peak trail. Parking...
Issaquah Alps > Cougar Mountain
This trail never disappoints. Morning fog left the trail a tad muddy in places but we encountered evidence of removed trees (from blow downs) and no diversions on our loop including Gombu-Whittaker Pe...
Issaquah Alps > Cougar Mountain
My hiking group switched gears when it impossible to get to our planned hike Greenwater Lakes hike due to a road closure.We started from the Sky country trailhead at 9:00 AM, 3 cars were in the lot wh...
Older8 months ago
Issaquah Alps > Cougar Mountain
Short hike first thing on a drizzly Saturday to decongest thoughts and get some overly fresh air. Parking was already busy at 9.30. The trail network was expectedly wet but not too muddy. Coal Creek F...
Older8 months ago
Issaquah Alps > Cougar Mountain
great day for a hike. no snow on the trail but there was a dusting on the woods. only saw s few others on the trail