Explore the most popular dogs on leash trails in Windy Hill Open Space with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Up up up! A nice hike to get your blood pumping. Views get better the higher you go!

I loved the view there just simply amazing!

6 months ago

Blue sky day today. Awesome hike. Well maintained trail.

hiking
6 months ago

Beautiful trail! Really pretty views when you reach the top!

hiking
8 months ago

Actually hiked Toyon trail instead

mountain biking
8 months ago

no mountain biking one side of loop - Betsy Crowder trail closed to bikes. Bikers wear helmets - son got $300 ticket from nasty MPOSD ranger.

Pleasantly shaded despite 90+ degree heat. Eagle trail involves several stretches walking along Alpine Rd past private property.

hiking
9 months ago

nice trail, beautiful open views of the bay area in the distance. little to no tree cover, so be prepared if it's a hot day.

Really great. We started by the south-east side with the forest. With our experience, I would start by the north-west side under the sun, and finish the trail with the forest, which is easier after 14 km.

hiking
10 months ago

Great for a family hike with the dog.

hiking
10 months ago

I finally saw why it is called windy hill, because the day we went there was extremely windy. Most of it is rolling hills, a few shaded areas, and at the beginning there is a nice river which you could see up close and touch the water through a tiny 10 foot path. There were a couple of poop bags on the trail sides. Some steep parts. At the later part of the trail and especially the summit, there was extreme fog. Awesome 5 mile trail.

hiking
11 months ago

Make sure to check out the Windy Hill and Herb Grench overlook as well! Its along the Anniversary Trail and the view is beautiful. A great 360-degree of view of the peninsula! Easy hike but just make sure to watch out for the rocks so you don't trip yourself.

Sunday, April 23, 2017

hiking
Sunday, March 19, 2017

An easy 6.5 mile loop. First 3 miles are all downhill in an open setting. Not much foliage. By the time you reach the bottom there's a calm stream. The 3.5 mile ascent is gradual and not strenuous. However, the climb offers a better variety of scenery as must of it is covered. Started at the Skyline trailhead.

Sunday, March 19, 2017

Nicely shaded and led up to a gorgeous view of the Bay.

Good for trail running, not so much for hiking, few Vista points and cold in the winter.

hiking
Tuesday, October 04, 2016

It's a decent local hike. Great for dog owners. Since it's an Open Space Preserve, there are no trash bins for dog poop. This results in lots of owners leaving poop bags steaming in the center of the trail. The trail is very exposed to the elements, with limited shade cover on sunny days. great views of the Bay on clear days.

Saturday, August 20, 2016

Amazing hiking! Very easy and beautiful!

hiking
Saturday, July 02, 2016

Awesome. I took Hamm Gulch to Lost Trail, then connected to Spring Ridge. This route is dog friendly. Hamm Gulch is mostly shaded, and the incline isn't so bad with the switch backs. Spring Ridge is completely open with little shade, and a steep grade down. Spring Ridge is bike friendly, but not horse. I imagine if you took this route the opposite way it would be challenging, starting with the hill and sun. I logged 7.6 miles with 1475 ft incline. There is also a creek to cross when on Gulch, which is nice for dogs and horses to drink out of. There are some benches along the way as well. Would definitely recommend!

Monday, July 13, 2015

Great views

trail running
Monday, November 03, 2014

Had a blast! Totally beautiful green soft trail and everyone was friendly and amazing!

My sister, boyfriend and I hiked the dirt trail 3.7 miles from the Portola Road parking lot up to the Windy Hill Summit! It was long, but worth it (7.4m round trip). We loved the sun, cool breeze, and panoramic views of the bay area leading up to the peak. I'd rate this hike difficulty as medium.

The trails are dog and horse friendly and we encountered many cute puppies and some horse poop but no horses. Many people do not clean the poop off the trails so remember to look down when you are hiking to avoid a stinky situation. It was hot and we enjoyed the shade and trees at the beginning of the trail. There is a steeper stretch in the middle of the trail with no shade but it passes quickly. Don't forget to bring water, especially if its a hot day.

Unfortunately, halfway on the trail my sister had to run back to the trailhead and parking lot to use the bathroom. She ended up getting an extra workout and running back to meet us (there is cell service on most of this trail so we could call and text each other). Her bathroom experience included sharing the toilet with flies but there was toilet paper and hand sanitizer.

hiking
Monday, December 23, 2013

I believe the Spring Ridge Trail is part of a few trails that are also known as "Windy Hill". These trails lead your from Portola Road to Skyline. This is a mixed trail with shaded and non-shaded areas, maybe about 50/50. I did find parts of the trail challenging but not difficult. Bring a buddy, this is not as populated as other local trails.

hiking
Monday, July 22, 2013

This was an amazing hike on a hot summer day.

1) take Hamms Gulch all the way up to Spring Ridge trail. Make sure you go left from the bridge, and go next to the stream. This way you will do the climb in shady redwoods. Otherwise you will end up climbing on the sunny side.

2) once you get to skyline blvd, stay right and the path goes along skyline for a few yards

3) stay left to follow Spring Ridge trail. This is the no-shade part

4) take Hamms Gulch to the right and follow signs to Alpine road.

If in doubt, see my saved trail/map. Good luck and carry water and snacks.

hiking
Saturday, November 17, 2012

This is superbly beautiful. The loop I did took the Spring Ridge trail instead of the Lost and Razorback Ridge trails. Spring Ridge trail has lovely open meadows and wonderful views, and Hamms Gulch trail takes you down through the forested area around the gulch. It was a perfect afternoon hike/walk.

hiking
Tuesday, November 13, 2012

Fantastic view all around, but dress warm - surprise surprise, Windy Hill is windy! The trailhead is not located at the point indicated by the mobile app; turn left on Skyline Blvd from Old Portola Valley Rd and you'll soon see the first parking area on your left. If you drive a little further up 35 you'll find another parking area with a bathroom and picnic tables.

on Anniversary Trail

hiking
Saturday, December 31, 2011

A lovely short hike up "Windy Hill". The view from the top was 360 degrees. Sunset over the ocean on one side with the lights of the SF bay area on the other. Very enjoyable

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