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 100 trails covering 726 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.
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About 35 miles south of San Francisco, the Cowell-Purisima Trail offers a beautiful escape into nature which can be enjoyed by both walkers and bicyclists. Travelers in wheelchairs can also access the...
The Creekside Loop offers a scenic, albeit short, route around Larkspur's Creekside neighborhood. Half of the trail follows Magnolia Avenue—where it is appropriately also known as the Magnolia Avenue...
The Los Alamitos Creek Trail runs along its namesake creek between McKean Road and Almaden Lake Park, where the trail is also known as the Lake Almaden Trail. From its southern endpoint to Camden...
The Highway 87 Bikeway follows State Route 87 between Willow Street in the north and Santa Teresa Boulevard at W. Valley Freeway (SR 85) in the south. Basically, the trail forms the missing link...
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The spectacular Sir Francis Drake Bikeway (also known as the Cross Marin Trail) sits on the recycled roadbed of the former North Pacific Coast Railroad, which used to run from Larkspur to Cazadero....
The Contra Costa Canal Trail forms a horseshoe shape route, traversing through the urban and neighborhood landscape of Martinez, Pleasant Hill, Walnut Creek and Concord. The trail follows the canal of...
The Evergreen Creek Trail follows its namesake creek between San Felipe Road and Yerba Buena Road. To the north of the gravel trail is suburbia (with a row of trees separating the trail from the...
The Mill Valley/Sausalito Multiuse Pathway is a convenient connection between neighborhoods, schools, shopping, restaurants, and both a skate and dog park. The short dirt section at the north end is...
The Mokelumne Trail begins at a shopping center near the intersection of Buchanan Rd. and Somersville Rd in Antioch, California. A section of the Delta de Anza Regional Trail starts on the other side...
The Stanford Perimeter Trail is a multiuse path ideal for walkers, joggers and cyclists. The construction of the trail was paid for by Stanford University, and it is used by both campus residents and...
Nimitz Way links Tilden Regional Park and Wildcat Canyon Regional Park via the ridge between Wildcat Creek and the San Pablo Reservoir on the northern outskirts of Berkeley. The paved 4-mile trail...
The Lafayette-Moraga Regional Trail links its two namesake communities via a former logging railroad corridor that largely parallels St. Mary's Road. Uniquely, mules hauled lumber on the corridor...
The Embarcadero Bike Path is an important connector between the local commuter rail, schools, and a commercial area on Palo Alto's west side and the outskirts of Stanford University. The paved...
The Sweeney Ridge Trail is one trail of many in beautiful Sweeney Ridge, a prime bicycling and hiking area in San Mateo County. Inaccessible by automobile, the trail must be reached by any of its...
Beginning in 1904, the Atchison, Topeka and Santa Fe Railway (AT&SF) carried freight through the city of Richmond, reaching its height during World War II when Richmond became a national leader of...
Named for the Ohlone Indians who once lived in the area, this trail doubles as a commuting corridor and a recreation destination for the cities of Berkeley, Albany and El Cerrito. While the Ohlone...
The Stevens Creek Trail is open in two disconnected segments in Mountain View and Cupertino, two of Silicon Valley's growing communities. As its name suggests, both segments closely follow Stevens...
Naomi Patridge Trail is a 2 mile coastal trail paralleling Highway 1 in Half Moon Bay, California. The trail was named for a longtime San Mateo Councilwoman, prominent volunteer and lifelong Half Moon...
The Guadalupe River Trail is the spine of San Jose's growing trail network, running north-south through much of the city. Portions of the trail run along both banks of the Guadalupe River, with signs...
The Calero Creek Trail runs between Singer Park and Santa Teresa County Park. The trail is paved between Los Alamitos Creek and Harry Road (0.7 mile) and has a gravel surface between Harry Road and...
The West Cliff Drive Bicycle Path is just over 3 miles long, but, with its gorgeous backdrop of ocean waves and dramatic cliffs, you'll wish it was longer. The fairly flat, paved trail winds its way...
This extremely scenic rail-trail is located in the majestic Forest of Nisene Marks State Park near Aptos, California. The park was the site of major logging operations by the Loma Prieta Lumber...
The spectacular Sir Francis Drake Bikeway (also known as the Cross Marin Trail) sits on the recycled roadbed of the former North Pacific Coast Railroad, which used to run from Larkspur to Cazadero....
Silver Creek Valley Trail follows its namesake creek and paralleling Silver Creek Valley Road. The passes through a country club neighborhood and through open space over a steep hill. The trail offers...
It is difficult to travel through suburban Santa Clara County for more than a few minutes without noticing an abundance of cyclists and runners in the area. If you are strolling to downtown Los Gatos,...
The Bon Air Road Sidepath, as its name suggests, closely follows Bon Air Road in scenic Larkspur and Kentfield. The main trail begins at a junction with the Creekside Loop at Magnolia Avenue and runs...
The Redwood Highway/San Clemente Drive Paths combine to parallel their connecting roadways on the edge of Corte Madera. The combined trail is more scenic than your average sidepath: to the east, views...
The Crystal Springs Regional Trail is a developing network made up of three distinct portions: the San Andreas segment, Sawyer Camp segment and Crystal Springs segment. The two northern segments are...
As its name suggests, the Alamo Canal Trail can be found adjacent to the man-made waterway located in Dublin, in the Tri-Valley region of the Bay Area. Though short, this trail makes useful...
The Matadero Creek Trail, also known as the Page Mill-Arastradero Connector, offers beautiful views of the San Francisco Bay and Santa Cruz Mountains as it winds its way through gently rolling hills...
As it winds up to the eastern peak of Mount Tamalpais in Marin County, this picturesque trail offers an exhilarating combination of far-reaching views, history and challenge. The trail follows the...
Running from Solano Community College on the southwest edge of town and into the town of Fairfield, the Fairfield Linear Park Path provides convenient bike access to the action on campus and in the...
The Mill Valley/Sausalito Multiuse Pathway is a convenient connection between neighborhoods, schools, shopping, restaurants, and both a skate and dog park. The short dirt section at the north end is...
The Sweeney Ridge Trail is one trail of many in beautiful Sweeney Ridge, a prime bicycling and hiking area in San Mateo County. Inaccessible by automobile, the trail must be reached by any of its...
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The Alamo Creek Bike Path snakes alongside its namesake stream through residential Dublin, Alameda County. The paved trail has spurs reaching into the nearby subdivisions, drawing residents onto the...
The Creekside Loop offers a scenic, albeit short, route around Larkspur's Creekside neighborhood. Half of the trail follows Magnolia Avenue—where it is appropriately also known as the Magnolia Avenue...
The trail through the Cal Park Hill Tunnel offers a quick, smooth ride through the hill that separates San Rafael from the ferry terminal in Larkspur and southern Marin County. As part of the 70-mile...
The Three Creeks Trail will one day span 3 miles through San Jose's Willow Glen neighborhood. In 2018, the western leg of the trail opened, stretching nearly a mile from Coe Avenue to just south of...
The Cross Alameda Trail is a four-mile developing trail that will someday stretch from one end of Alameda island to the other, from the Seaplane Lagoon Ferry Terminal in the west to Fruitvale Bridge...
The Barberry Walkway runs parallel to Barberry Lane between Corda Drive near Meadowfair Park and Dina Lane. There are plans to extend the walkway along the outskirts of the park to Quimby Road.
The Golden Gate Park Bike Path winds through San Francisco's famous city park, providing both a retreat from urban life and an important link in the city's growing bike network. The paved trail passes...
The Great Meadow Bike Path provides an important 1.5-mile transportation route from the main entrance of the University of California at Santa Cruz to the busy campus core. The trail is surrounded by...
Running from Solano Community College on the southwest edge of town and into the town of Fairfield, the Fairfield Linear Park Path provides convenient bike access to the action on campus and in the...
Joe's Trail at Saratoga de Anza parallels the south side of the active Union Pacific Railroad tracks that travel through a residential area of Saratoga, a California community just south of the San...
The Umbarger Road Parkway parallels its namesake road for just over 0.5 mile between Plumas Drive and Tuers Road in a narrow strip of greenspace surrounded by suburbia. The similar Barberry Walkway is...
As its name suggests, the Alamo Canal Trail can be found adjacent to the man-made waterway located in Dublin, in the Tri-Valley region of the Bay Area. Though short, this trail makes useful...
The Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
The Santa Cruz Riverwalk Trail follows both sides of the river through downtown Santa Cruz, a California beach town on the shores of Monterey Bay. Multiple pedestrian bridges allow easy access to the...
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This 2.5-mile trail segment through San Francisco's Presidio is part of 340-mile network of multi-use trails collectively known as the Bay Area Ridge Trail that climb Bay Area mountain ridges and pass...
The San Francisco Bay Trail is a colossal effort to create a 500-mile multiuse trail encircling its namesake bay. Along its course, the trail will link 47 cities through 9 counties, providing numerous...
The Petaluma Trails consist of 5 trails, each one through a unique and scenic part of historic Petaluma. There is a two-mile circular loop through Shollenberger Park and a one-mile trail that links...
The Matadero Creek Trail, also known as the Page Mill-Arastradero Connector, offers beautiful views of the San Francisco Bay and Santa Cruz Mountains as it winds its way through gently rolling hills...
Named for the Ohlone Indians who once lived in the area, this trail doubles as a commuting corridor and a recreation destination for the cities of Berkeley, Albany and El Cerrito. While the Ohlone...
The Baquiano Trail is one trail of many in beautiful Sweeney Ridge, a prime bicycling and hiking area in San Mateo County. The trail climbs 550 feet from a junction with two hiking trails in the west...
Naomi Patridge Trail is a 2 mile coastal trail paralleling Highway 1 in Half Moon Bay, California. The trail was named for a longtime San Mateo Councilwoman, prominent volunteer and lifelong Half Moon...
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For most of its length, the scenic Coyote Creek Trail meanders along its namesake creek south of the city of San Jose. South of Metcalf Road, an equestrian trail parallels the paved trail. A smaller...
The Stanford Perimeter Trail is a multiuse path ideal for walkers, joggers and cyclists. The construction of the trail was paid for by Stanford University, and it is used by both campus residents and...
The West Cliff Drive Bicycle Path is just over 3 miles long, but, with its gorgeous backdrop of ocean waves and dramatic cliffs, you'll wish it was longer. The fairly flat, paved trail winds its way...
The Creekside Loop offers a scenic, albeit short, route around Larkspur's Creekside neighborhood. Half of the trail follows Magnolia Avenue—where it is appropriately also known as the Magnolia Avenue...
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Tucked in the quiet Oakland hills neighborhood of Montclair, the Shepherd Canyon Trail (a.k.a. Montclair Railroad Trail) is a popular community rail-trail that has come to symbolize the power of...
I enjoy the trail and I want to bring to your attention that the distance marker along the trail are no longer visible. Part of the fun walking and riding the trail is keeping track of the distance traveled. Please restore the painted distance markers.
If it’s not the homeless, it’s the Garbage as well as the glass . It is a terrible thing for Richmond to allow this to happen the quality of life that they try to promote they don’t keep the trails clean. They force bike riders to ride on the streets by not taking care. They have a bathroom on the trail that the homeless live in.
Very nice trail. Lots of waterfowl, turkeys, turtles, ground squirrels, wildflowers depending on time of season. Go as little or as far as you want.
Pleasant ride, somewhat busy on weekends. After a windy day you might find lots of twigs and leaves on the path. Crosses a few streets but not much traffic. Could use a trail marker in a couple places. Nice parks along the way but no bathroom except at Veterans Park just off the trail in Brentwood.
This is a nice paved trail that runs alongside places like the Boundary Oaks golf course and Lime Ridge park. It is nice for bikes as well as pedestrians -- and dogs on leash! It's a very low impact walk with very little slope. The tunnel underneath Ygnacio Valley Road is the coolest with lighting and is fairly clean (i.e., not a nasty stinky tunnel).
Felt like riding through a pile of trash!
Too many dogs not on leashes . Owners not picking up after them
Beautiful trail for wheelchairs, bikes and dogs! I started at the southern end and turned to take the creek trail back through the park and back up redwood to where I’d started. The last bit up redwood was a bit steep which was great exercise pushing the wheelchair! If i had stayed on the proper trail the whole time it is very flat and easy. Beautiful!!!
If you need to get aways for a while and out into the open land this is a great little ride, walk or run. There's a bit of poop ¿ on the trail but overall it's beautiful.
Absolutely breathtaking, especially at sunset. This trail is mostly flat, with a descent into a gorge about halfway through.
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