Explore the best rated trails in San Mateo, 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 99 trails covering 725 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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The Penitencia Creek Trail follows its namesake creek through a suburban greenbelt in northeast San José. On the northeastern end, the trail passes by a series of percolation ponds, and you can take a...
The San Francisco Bay area's Charles F. McGlashan Pathway was once known as the Tennessee Valley Pathway, but was renamed to honor a former Marin County Supervisor and a passionate active...
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...
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...
The Sandra Marker Trail runs for a mile on an east-west course through Larkspur, linking the Redwood Highway/San Clemente Drive Paths in the east with the popular NWP Railroad Trail in the west. Both...
The Baine Avenue Trail is a short rail-with-trail along an active Union Pacific Railroad corridor in the heart of Newark. The unpaved trail is most useful as a neighborhood connector or short...
The Napa Valley Vine Trail is a work in progress to connect Calistoga to the Vallejo ferry terminal, a distance of 47 miles. The trail will roughly parallel State Route 29, a popular wine route and...
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...
Oakland's Lake Merritt Trail closely follows the lake's shoreline for a pleasant, paved trip with beautiful views and connections to several parks and attractions right in the heart of the city. The...
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 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...
Marsh Creek Trail follows the sinuous course of Marsh Creek through the outskirts of suburbia and among the rich farmland of Contra Costa County. The 8.5-mile paved extends between Concord Road in...
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...
The Great Highway Bike Path parallels its namesake road on the western edge of San Francisco, offering stunning views of the Pacific Ocean throughout. The trail provides direct access to the San...
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...
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 Pacheco Hill Path is a straight shot along US 101 between Marinwood and Novato. In the north, the trail ends just outside of Hamilton at the entrance to the Loma Verde Preserve. Several bus stops...
The Corte Madera Creek Path is open in two disconnected segments that can be linked via a bike ride on low-stress S. Eliseo Drive or a walk or run on its sidewalk. Both sections closely follow the...
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 Upper Silver Creek Trail courses through Silver Creek Linear Park, offering a nice play area and picnicking at the southern end and tennis courts and a basketball court at the northern end....
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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...
The Isabel Avenue Trail runs north-south on the western boundary of Livermore in the eastern San Francisco Bay area's Tri-Valley region. As its name suggests, the path primarily serves neighborhoods...
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 Highway 237 Bikeway parallels State Route 237 between McCarthy Boulevard in Milpitas and Calabazas Creek in Sunnyvale. The trail consists of two main segments: the first is between McCarthy...
The NWP Railroad Trail runs on an arrow-straight course through Larkspur and Corte Madera in ritzy Marin County. Its name is derived from the railroad that once made use of the corridor: the...
The Aquatic Park Trail travels along a hairpin-shaped route through Aquatic Park and around a small lake narrowly separated from the San Francisco Bay. The trail runs parallel to, and across...
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 Ygnacio Canal Trail begins at a junction with the Contra Costa Canal Trail. Most of the trail runs along the Ygnacio Canal, a narrow irrigation channel where ducks live. The trail is paved, except...
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...
The bulk of the High Canal Bridge Pathway runs alongside its namesake waterway, offering scenic views and a sense of serenity in the middle of the ritzy Marin County communities of Larkspur and Corte...
The Arroyo Mocho Trail is a part of a network of multi-use trails in Livermore and which also links with the city of Pleasanton. The trail provides access to neighborhoods, schools, numerous parks,...
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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....
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 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...
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 Sabercat Creek Trail can be found along its tree-lined namesake waterway in the Mission San Jose community of Fremont, a coastal California city off the San Francisco Bay. The 2-mile paved pathway...
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The Centennial Trail is located in the Tri-Valley city of Pleasanton, about 25 miles east of Oakland. This urban trail offers a 7.8 roundtrip on a combination of paved and unpaved track. The trail...
For years, only one of the four bridges across San Francisco Bay, Dumbarton Bridge, accommodated bikes and pedestrians. Now Bay residents can celebrate the opening of another cross-bay connection,...
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...
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 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...
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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 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.
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...
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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
The Permanente Creek Trail offers a linear route through the suburban city of Mountain View, beginning at Shoreline At Mountain View and heading south to Rock Street. The paved pathway includes safe...
The Baine Avenue Trail is a short rail-with-trail along an active Union Pacific Railroad corridor in the heart of Newark. The unpaved trail is most useful as a neighborhood connector or short...
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...
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...
A half mile of the East Bay Greenway is currently open from the Coliseum BART Station (at 75th Avenue) to 85th Avenue in Oakland. The paved trail parallels San Leandro Street with traffic signals and...
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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 Centennial Trail is located in the Tri-Valley city of Pleasanton, about 25 miles east of Oakland. This urban trail offers a 7.8 roundtrip on a combination of paved and unpaved track. The trail...
The bulk of the High Canal Bridge Pathway runs alongside its namesake waterway, offering scenic views and a sense of serenity in the middle of the ritzy Marin County communities of Larkspur and Corte...
Oakland's Lake Merritt Trail closely follows the lake's shoreline for a pleasant, paved trip with beautiful views and connections to several parks and attractions right in the heart of the city. The...
The Napa Valley Vine Trail is a work in progress to connect Calistoga to the Vallejo ferry terminal, a distance of 47 miles. The trail will roughly parallel State Route 29, a popular wine route and...
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...
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This 4.5-mile paved trail encircles Lake Merced in southwestern San Francisco. The western leg of the loop is also referred to as the Lake Merced Measured Mile and is part of a larger, regional effort...
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
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.
I started on the north side, this is a nice walk with small children. After crossing the first road to the south there is a park on the right, pretty good for children.
In July, 2021, trail was extended south 1/3 mile to Linda Vista Park in Cupertino.
This path is very family/kid friendly (flat, playground...bonus playground a mile out...donkeys you can pet, but there are no public restrooms nearby! Would be a four star rating if there was a bathroom.
We went on this trail yesterday and really liked it! There’s a little bit of up and down, but an ambitious 9 year old and a reluctant 12 year old did it on bikes with gears. Do not park at the southern most lot, though as the path is closed a mile after starting due to a bridge being under construction. Start at the second lot going north at St. Mary’s and Moraga.
My wife and I rode the Napa Valley Vine Trail while staying at the Napa Valley Marriott Hotel & Spa near the intersection of State Route 29 and Redwood Road in Napa. We rode north 5.5 miles before turning around and heading back to the hotel. The trail was flat, paved and in good condition and only lightly traveled. If we had gone another half mile north, we would have reached the point where the Trail crosses underneath State Route 29 to the east side. From there it proceeds another 2 miles north before it ends at Madison Road in Yountville. When it ends you can proceed east on Madison in a bike lane. Overall, the continuous section of the trail from the north side of Napa to the south side of Yountville is about eight miles. Only gave the Trail four stars because in the first mile or two proceeding north from Napa there are three busy intersections that require you to wait for the crossing signal that may require 30-60 seconds each.
This trail doesn't look anything like the photo above. This is essentially Old Lucas Valley Rd and it is rough and very inclined laterally in many places. I have a lightweight disability scooter and it was rough for me. For strong walkers it would be a nice short walk (2/3 mile ea direction) with brush and trees on both sides, and the creek between the pavement and the main road, mostly a good dog walk (with receptacles for poop at each end which not everyone is using). It is true that there is no parking on the west end M-F and little at the east end at any time. So it's basically mostly for the neighborhood, not so much the public.
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