Best mountain peaks around Woodside are situated on the eastern slopes of the Santa Cruz Mountains. The region features open space preserves, offering expansive ridge vistas, lush forests, and diverse ecosystems. These areas provide opportunities for hiking, horseback riding, and enjoying panoramic views. Woodside's elevated natural areas are characterized by a mix of chaparral, redwood, and mixed evergreen forests.
Last updated: June 24, 2026
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The hike from Razorback Ridge trailhead to the Windyhill summit is mostly through shaded sections. Sections of it kept cool from the fog rolling in from the Santa Cruz Mountains. The final section, Anniversary Trail is out in the open but has nice views of the bay.
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Borel Hill is my favorite place to watch spring flowers. The western slope near ancient oaks (5-10min west of Borel Hill) are covered with orange California Poppies and purple flowers starting in April. Borel Hill itself peaks around mid May and has a wide variety of flowers. The show lasts only a few weeks until end of May. The peak time and flower intensity varies from year to year, so come several times between April and May. There is small summit NW of Borel Hill and a narrow dirt trail leads you to a rock within 2 min. The rock is big enough for 2-3 to sit on. On a sunny day, the rock is nice warm even if the air is cold. Good views on the ocean and the Bay.
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Windy Hill Summit, located at an elevation of 1,905 feet within the Windy Hill Open Space Preserve, offers great views of Silicon Valley and the Peninsula. The preserve stretches 1,132 acres along the east side of the Santa Cruz Mountains, coming up from the valley road near Portola Valley to this scenic summit. Itβs a great spot to watch the sunset and take in views.
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The top of Borel Hill has an elevation of 2,572 feet and offers panoramic views of the city below as well as views of the ocean in the distance.
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Sugarloaf Mountain, sometimes more aptly called Sugarloaf Hill, is a simple and quick summit in the San Mateo area, offering some satisfying views of the greater San Francisco Bay Area. It is a great day hike destination if you are in the area.
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Mindego Hill, with an elevation of 2,143 feet, is an excellent spot to take in the gorgeous panoramic views of Russian Ridge Open Space Preserve, Mindego Lake, San Gregorio Creek Valley and the Pacific Ocean. The forests, ridgelines and beautiful meadows full of wildflowers will make you want to spend a reasonable amount of time taking in the natural beauty of what surrounds you.
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Spectacular 360Β° surround views from the top of the hill (2513 feet / 766 meters).
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I may have used a trail segment on which mountain bikes are not allowed, but there were no signs indicating this restriction. The ride was a mix of windy roads and mountain bike trails. The maximum incline on the mountain bike trail was 16%
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The Woodside area, nestled in the Santa Cruz Mountains, offers several popular elevated natural areas. Among them, Windy Hill Summit is highly regarded for its expansive views of Silicon Valley and the Peninsula, especially at sunset. Another favorite is Borel Hill within Skyline Ridge Open Space Preserve, known for its 360Β° panoramic views and vibrant spring wildflowers. Sugarloaf Mountain also offers satisfying views of the greater San Francisco Bay Area.
Yes, several areas around Woodside offer family-friendly trails. Huddart County Park, for instance, has an extensive network of trails, including easy nature walks like the Chickadee Nature Trail, and provides picnic areas. Borel Hill in Skyline Ridge Open Space Preserve is also considered family-friendly, offering accessible trails around Alpine Pond and Horseshoe Lake. Thornewood Open Space Preserve provides tranquil, easy hikes suitable for families.
The mountain areas around Woodside are rich in diverse natural features. You'll find expansive ridge vistas, open grasslands, and dense forests of oak, madrone, and second-growth redwood. Skyline Ridge Open Space Preserve features two small lakes, Alpine Pond and Horseshoe Lake, along with sweeping views of the Pacific Ocean and the Bay Area. Thornewood Open Space Preserve includes Schilling Lake, a protected wildlife habitat, and offers glimpses of the southern San Francisco Bay.
The spring months, particularly April and May, are excellent for visiting, especially if you want to experience the vibrant display of California poppies and other wildflowers at places like Borel Hill. The weather is generally pleasant for hiking and enjoying the views. However, the region's trails are often accessible year-round, with some sections remaining cool due to fog, even in warmer months.
Yes, Thornewood Open Space Preserve is known for its dog-friendly trails, offering a pleasant option for walks with your canine companion. It's always a good idea to check specific park regulations before visiting, as rules can vary regarding leash requirements and permitted areas.
The elevated areas around Woodside are perfect for a variety of outdoor activities. Hiking is very popular, with numerous trails catering to different skill levels. You can also enjoy horseback riding, especially in parks like Wunderlich County Park and Skyline Ridge Open Space Preserve. Cycling is another great option, with routes like the Portola Road β Old La Honda Road loop. For more hiking options, explore the Hiking around Woodside guide, or for cycling, check out the Cycling around Woodside guide.
Yes, for those seeking a challenge, Wunderlich County Park offers the Bear Gulch Trail, which ascends through mixed woodland to open meadows, providing rewarding views. The Sunny Jim Trail in Skyline Ridge Open Space Preserve also leads to a 2,400-foot perch with colossal views, offering a more strenuous experience. You can find more challenging routes in the Hiking around Woodside guide, such as the Old La Honda Road route.
For stunning panoramic views, head to Windy Hill Summit, which offers great vistas of Silicon Valley and the Peninsula. Borel Hill provides spectacular 360Β° views of the city below and the ocean in the distance. Mindego Hill is another excellent spot for gorgeous panoramic views of Russian Ridge Open Space Preserve, Mindego Lake, and the Pacific Ocean.
Wunderlich County Park is notable for its rich history, featuring the restored Folger Stable, which adds a cultural dimension to its natural beauty. Thornewood Open Space Preserve also has historical significance, as it was once part of a former estate. The Kings Mountain area, while not a single peak, is known for hosting the annual Kings Mountain Art Fair, reflecting a vibrant local community spirit.
For easy hikes, Huddart County Park offers trails like the Chickadee Nature Trail. In Wunderlich County Park, the Alambique Trail provides gradual inclines through redwood groves and meadows. Thornewood Open Space Preserve's Schilling Lake Trail is also an easy option. You can find more easy routes in the Easy hikes around Woodside guide, including the Bear Gulch, Redwood, and Madrone Trail Loop.
While Woodside is primarily accessed by car, public transport options to the specific trailheads and parks can be limited. It's advisable to check local transit authority websites for the most current information on routes and schedules to areas like Huddart County Park, Wunderlich County Park, or the various Open Space Preserves. Planning your visit with personal transportation is generally recommended for convenience.
The town of Woodside itself, located close to many of these natural areas, offers a selection of cafes and restaurants where you can refuel after your hike. While specific establishments directly at trailheads are rare, you'll find options within a short drive in Woodside for a meal or a coffee.


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