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Anniversary Trail is a 1 mile heavily trafficked loop trail located near Redwood City, California that features beautiful wild flowers and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

Length 1.0 mi Elevation gain 108 ft Route type Loop

Dogs on leash

Kid friendly

Hiking

Nature trips

Walking

Bird watching

Running

Views

Wild flowers

Wildlife

Description
Waypoints (0)
Facilities

This short yet beautiful hike offers great views of the Open Space Preserve.

Park off of Skyline BLVD

Weather
UV Index
Daylight
Reviews (55)
Photos (271)
Recordings (50)
Completed (803)
Paulina Mashnik-Myung
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSat Jun 27 2020
Hiking

Absolutely amazing views. A bit of elevation and lots of wind but nothing unmanageable. I hiked it with a 4-year old and a lap dog.

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Linda Z.
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HikingNo shade
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Laura S.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSat May 23 2020
Hiking

Short, easy trail with pretty wildflowers and amazing views- you can see all the way from SF to SJ! Very convenient as parking lots are at the start & end of the trail.

Amanda Wilson
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HikingMuddy
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Daniel Villamizar
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Hiking

This time of year is amazing for this trail

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Bob User
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarTue Sep 24 2019
Hiking

Nice short hike. Ample parking with picnic tables and a bathroom. I only do there and back not the loop though.

Yi Bin
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Hiking

You can take a rest by the trail side and enjoy the view.

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Ashley Jester
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSat Sep 29 2018

Sufficient parking at trailhead even on weekends. There are a couple of picnic benches and a bathroom near the lot. Well-marked trail with good views of the valley and bay. Kid-friendly.

Ryan H.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarMon Sep 03 2018
Hiking

Quick hike right off the highway. Pretty short and easy, but spectacular views.

Anita Gutierrez
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I loved the view there just simply amazing!

Joe Pascale
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Hiking

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.

Jei Lee
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSun Jun 04 2017
Hiking

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.

焜祺 駱
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Awanderlustlife Dentso
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSat Aug 20 2016

Amazing hiking! Very easy and beautiful!

Tiffany Vora
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarTue Nov 13 2012
Hiking

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.

KATHLEEN H.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSat Dec 31 2011
Hiking

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

Yelin Suh
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Hiking
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ADAM GALPER
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Hiking
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marc tarpenning
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Hiking
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Tiwei Wei
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Hiking
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Ignacio Pop
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Hiking
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Jessica Robles
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Hiking
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Tami Segal
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Hiking
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János Keresztes
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Hiking
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Carlos Lopez
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Hiking
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Gary Weiss
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Hiking
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Dusty L.
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Hiking
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Francisco Cruz
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Hiking
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Mike Sullenberger
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Hiking
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Andy Deot
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Hiking
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