Gilroy, California
Looking for the best hiking in Gilroy? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Gilroy. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Gilroy
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Pescadero, California
Año Nuevo and Goat Trail Loop
4.03.76 mi / 761 ft gainThis steep and winding trail takes you to the top of a ridge where you can see the Pacific coastline and the redwoods piercing through the forest canopy. To do this trail connect the Ano Nuevo Trail, Olmo Fire Road, Goat Trail and the Six Bridges Trail. If you don't have all day to do the Canyon ...Read more -
Carmel-by-the-Sea, California
Calla Lily Valley
4.60.31 mi / 46 ft gainParking for Calla Lily Valley is available along the dirt pullout at Gate 19 for Garrapata State Park, near mile-marker 63. Signs are small and difficult to see. Follow the path between the guide wires and take the right fork, heading north to the bluff overlooking the beach. Continue north and f...Read more -
Pescadero, California
Canyon Rim Route
5.08.94 mi / 2070 ft gainLocated deep within the Santa Cruz Mountains, Butano State Park boasts a large redwood canyon with many miles of hiking trails as well as campsites. This state park is one of the quietest and least visited parks on the peninsula making a perfect place to escape the hustle of the Bay Area Butano...Read more -
Carmel-by-the-Sea, California
Garrapata Beach
4.5A wonderful roadside beach and state park. Easy parking on both sides of Hwy. 1 with short access trails. There are almost 2 miles of coastline trails heading north and south from the parking area. The north end of the beach is great for swimming and surfing when the sea is calm and the south ...Read more -
Portola Valley, California
Windy Hill: Spring Ridge, Anniversary Loop
5.06.18 mi / 1421 ft gainThere are a few options to hiking Windy Hill Open Space Preserve. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline...Read more -
Portola Valley, California
Windy Hill via Anniversary Trail Loop
0.89 mi / 164 ft gainTo get a good viewing point for the sunrise, take a quick on the Anniversary Trail up to Windy Hill. This is a real bang-for-your-buck adventure as the trail isn't too long and you get to see a spectacular sunrise combined with great views of both the Bay Area and out towards the ocean. Note tha...Read more -
Sunol, California
Hike the Pleasanton Ridge Trail
4.36.4 mi / 1443 ft gainPleasanton Ridge Trail is a 6.4 mile loop. The loop is shared by dog walkers, trail runners, hikers, mountain bikers and horseback riders. From the ridge your viewpoints will include Mount Diablo and the San Francisco Bay. This hike from the Foothills Staging Area is an excellent introduction ...Read more -
Carmel-by-the-Sea, California
Pat Springs via Skinners Ridge
3.513.18 mi / 3645 ft gainBackpacking to Pat Springs is a way to see Big Sur and the San Lucia mountains from a perspective that few get to experience. The Ventana Wilderness is rugged and remote, yet Pat Springs is one of the most beautiful campgrounds around that will allow you to take in this amazing terrain. To get ...Read more -
Woodside, California
Meadow & Bear Gulch Loop
5.04.57 mi / 1089 ft gainLocated in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness. Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was ...Read more -
Redwood City, California
Stulsaft Park Loop
4.00.91 mi / 98 ft gainStulsaft Park Loop in Redwood City, California, is a scenic and family-friendly 0.9-mile loop trail, ideal for hiking, walking, and running. This is a relatively easy stroll with only 98 feet of elevation gain and is accessible for people of all fitness levels. This trail is also particularly pop...Read more -
Redwood City, California
Old Growth Redwood Loop
4.45.68 mi / 1480 ft gainThis hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this trail for anot...Read more -
Pleasanton, California
Courdet Trail and Schuhart Trail
5.24 mi / 1122 ft gainThis is a 5+ mile out and back trail through the hills in the South Bay. The beginning of the hike has a steeper incline and then becomes more gradual later on. There is a beautiful views of the South Bay that are enjoyable in the day, but are fantastic in the evening. Some areas of the trail hav...Read more -
Redwood City, California
Crystal Springs Trail Loop
4.05.4 mi / 1227 ft gainThis is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tr...Read more