Explore the best rated trails in Hillsborough, CA. Whether you're looking for an easy walking trail or a bike trail like the Lincoln Hill Pathway and NWP Railroad Trail. With more than 102 trails covering 742 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
Only rode a short section at Golden Gate Park. Trail is rough. Is wide but nothing great about it. Better to ride in Golden Gate Park.
We rented bikes and followed the bike map provided by the rental outfit. The park is really nice and well worth a visit. Lots of trails and at times a bit confusing to follow a specific route. However, can't really get lost. Really enjoyed the portion of JFK drive that is blocked to traffic. Big wide boulevard with lots to see and enjoy. Could spend a lot of time just wandering all through the park. Recommend a visit.
I've mostly ridden the section between Hellyer Park and the Coyote Creek visitor center / Malaguerra Ave (great free parking). A superb ride with far less traffic than the Los Gatos trail. A couple of weeks ago I parked at the Tully Rd lot and took it south. I was a little creeped out about leaving my truck there and the number of homeless encampments from Tully south about a mile. I won't do that again. Another good parking place is the free dirt lot "Coyote Creek Trail Parking at Metcalf" on google maps.
If you're a fan of dedicated bike paths, and in the area, don't miss the opportunity to ride Lafayette-Moraga. Almost the entirety of the path is along a shaded corridor, gently curving back and forth, beautiful homes visible in wooded settings, quirky sections (e.g. a brief segment with many dozens of miniature bird houses hanging from trees), St. Mary's of Moraga's beautiful campus visible at one point.
I'd recommend starting from the Lafayette side. This trail is not flat: the out and back registered 600 vertical feet on Ride with GPS. Starting on the Lafayette side will result in about 5 miles of mildly climbing trail, a descent of about 2 miles at the far end, and then a somewhat steeper (but not steep) climb back to the summit. The last 4.75 miles of a round trip to Lafayette involves a swooping and delightful descent back to where you started. While the climbing is not negligible, it is well within the capabilities of even moderately fit riders.
My partner and I rode this trail on our tandem trike on a Wednesday, finding light to moderate foot and bike traffic. If you're family oriented, use caution with the younger riders, as on the downhill slopes some riders will be coming down in excess of the 15 mph speed limit.
Overall, a gem of a ride, scenic, interesting, and just enough of a challenge to feel that your heart and lungs benefited from a great day outside.
Took the Ferry to Larkspur and biked over the Bridge today to Point Richmond. Well maintained bike path, incline a bit challenging, so walked the bike for about one mile, I’m a novice and 67. Windy but views are worth it!
Riders and walkers be on ALERT!!!! Encountered two rattlesnakes on the trail but love all 44 miles of the trail. Great trail to disconnect from the urban concrete streets of San Jose. Oh yeah, nature at its BEST!!
Cool sights in wildlife. People here are snotty techies¿. No one says hello back. But ride is nice out to the bay
If you start from Oakleys Big Break until the End in Brentwood it’s about a 20 mile RT. Safe, nice sites.
Good for walking & jogging but too busy for bicycles, skateboards, scooters. The street along side has a lot of traffic without a bike path so not very biker friendly. It's popular with pedestrians & dogs strolling along probably because there's an entrance to a dog friendly beach along the route. A lot of the route is along the top of a bluff with beach below so it gets very windy and can be cold if not sunny. Beaches are narrow & rocky and more for surfing. The path is nicely paved making it easy to walk.
Being on this trail is a lovely escape from the city streetscape. In the works now is County action to close the cement plant at the end of the RR spur this trail adjoins. When that happens, there is a County adopted plan for the trail to extend all the way from Los Gatos to Rancho San Antonio Open Space!
This trail is a good length for a stroll. It is hilly and scenic. It is in a valley. The trail is asphalt with cracks sealed with tar. Except for the east end, which is concrete and very wide. I don’t recommend it for skating because it is rough and short. Also the hill at the west end near the bathrooms/parking is very steep.
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