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Sugarloaf Hill

Laurelwood Park

November 21st, 2021

3.4 miles
680 vertical feet
Total Time: 1:59

Starting elevation
192 feet
Max elevation
579 feet

Rating: 6/10

Directions: In San Mateo, take Highway 92 west to the De Anza Blvd. exit. Turn left onto De Anza and follow it as it heads downhill and becomes Glendora Drive. You'll see the grassy area of Laurelwood Park below to your right. Park on the street.   View Driving Map



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GPX File

It was a brisk but clear fall morning when we arrived at Laurelwood Park. There's a playground, some picnic tables, and restrooms here. Since it was only 9am, there weren't many people yet.

We immediately exited the park at Shasta Drive, but then just as quickly turned right onto the single track Creek Overlook Trail. While the name implies there's a view, there's not much to see from the trail, although there are some pretty forested sections.

Creek Overlook Trail

We reached an intersection and turned right onto the wide Shasta Trail. I wasn't paying enough attention and we inadvertently turned right onto the Tenderfoot Trail. We went almost all the way back to the playground before we realized this, and turned around. Back at the end of the Shasta Trail, we found the trail we should have taken: leading straight from the Shasta Trail was a tiny, almost imperceptible trail leading uphill. It was muddy and steep, but we started up it.

It's muddy and steep for a while, but the higher you climb the better the views. We had great views of the San Mateo bridge and surrounding bay. The trail levels out a bit and widens. We noticed trails leading downhill to the right, but we passed them, continuing on to the top. There were a couple other hikers at the top. From here, we had great views all the way to San Francisco.

San Mateo and the Bay

Another view of the Bay

View of San Francisco from the top

After enjoying the views, we turned around. We had thought we were at the end of the Sugarloaf Spur Trail, but in fact we weren't. But we were at the top; I'm not sure what's at the end of the spur trail. There are several unmarked trails and faint trails in the area, so it's a bit hard to tell which one you're on. We went back and turned left where someone had written in chalk/paint "T/E". Not sure what that meant; maybe "trail end?" In any case, it turned out to be the Saddle Trail. It leads steeply downhill, but at least the trail is wider than the way we took up.

At the bottom, we turned right into the forest and onto the Salson Trail. You could take the Salson Trail all the way back to the playground. Instead, we turned left onto the Box Canyon Fire Road. I can say that because I'm looking at a map afterwards, but I don't think there was any sign with that name.

A few mountain bikers passed us in the opposite direction. A short time after that, the trail was blocked by a couple branches. We squeezed our way under them, wondering how the mountain bikers got past.

The trail becomes the Skymont Trail. At the time, I thought we were on the Cross-Trail, so when we saw a trail on the right, I thought that was the Skymont Trail (which in fact we already were on). So we went past that trail, following some more chalk signs on the ground and exiting the forest to the right. We could see houses now, but no trail. We eventually turned around and headed back to the trail, and took the turn we hadn't earlier, the Poison Oak Alley trail.

The trail curves through the forest, eventually rejoining the Salson Trail. We turned left and were shortly back at the playground, where the park was now full of people. In summary, this is a short hike with nothing of particular to note except for the great views from the top. Just make sure you're ready for some steep (and muddy, depending on the season) trails to get up there.


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