Explore the best rated trails in Cupertino, CA. Whether you're looking for an easy walking trail or a bike trail like the NWP Railroad Trail and Alamo Canal Trail. With more than 90 trails covering 692 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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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...
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...
This innovative road-to-trail project opened for public use in March 2014. The trail, which features stunning Pacific Ocean views, makes use of a former portion of California's State Route 1, which...
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...
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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 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 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...
The Beach Range Road Multi-Use Trail runs parallel to State Route 1 along the Pacific Coast, offering a safe alternative for commuters in Sand City, Seaside and Marina, and for students attending...
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 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 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...
The Centennial Way Trail follows the path of the BART line between San Bruno station and South San Francisco station. The BART, of course, runs underground while the trail doesn't. The 10-foot-wide...
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 Upper Struve Slough Trail is part of a network of trails running through Watsonville's wetlands, offering a natural, outdoor experience and birding hotspot right in the heart of an urban area. The...
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...
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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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...
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 area surrounding the Iron Horse Regional Trail has an important history as part of the San Ramon Valley's agricultural and ranching past. Today, the Iron Horse Trail connects two counties and...
The Quarry Lakes Regional Recreation Area provides users with a wide variety of recreational activities. In addition to its several miles of biking, walking and equestrian paths, the park also...
The Mori Ridge Trail is one trail of many in beautiful Sweeney Ridge, a prime bicycling and hiking area in San Mateo County. The natural surface path runs from a junction with both the Sweeney Ridge...
The Upper Struve Slough Trail is part of a network of trails running through Watsonville's wetlands, offering a natural, outdoor experience and birding hotspot right in the heart of an urban area. The...
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...
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 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 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 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 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 innovative road-to-trail project opened for public use in March 2014. The trail, which features stunning Pacific Ocean views, makes use of a former portion of California's State Route 1, which...
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 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...
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 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....
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 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...
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...
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 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...
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 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 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 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...
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 area surrounding the Iron Horse Regional Trail has an important history as part of the San Ramon Valley's agricultural and ranching past. Today, the Iron Horse Trail connects two counties and...
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 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 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...
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...
The Black Diamond Railroad Trail is within the Black Diamond Mines Regional Preserve, a splendid place to visit with a fascinating and unique history. From the 1850s to the early 1900s, the region was...
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 Centennial Way Trail follows the path of the BART line between San Bruno station and South San Francisco station. The BART, of course, runs underground while the trail doesn't. The 10-foot-wide...
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....
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...
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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 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 San Tomas Aquino Creek Trail offers a paved route running approximately 5 miles through Santa Clara along its namesake waterway. In the north, the trail connects to the Highway 237 Bikeway (a...
Riding high on the cliffs at North America's western edge, this San Francisco-area trail offers unbeatable views of Golden Gate Bridge and the Pacific Ocean at San Francisco Bay. Add to that a chance...
The Montgomery Hill Trail is a short dirt trail traversing Montgomery Hill Park, an undeveloped green space in San Jose. The trail offers nice views of the surrounding area and links Yerba Buena Creek...
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...
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...
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.
We are a couple in our late 50s with road bikes. Scenic ride on paved bike trail separated from traffic. Variety of hills and level areas, windy cool weather, glad to have several layers, full gloves and headband to cover ears. We parked at Fort Ord Dunes State Park, Marina, CA. It has free parking and port-a-potty. Start on the Beach Range Road toward Monterey (a no vehicle road that runs next to bike trail). It ends and turns into the bike trail. Good trail signage, just know to make a Right hairpin turn under the freeway interchange. Good public restroom stop on right near London Bridge Pub, just past Monterey Kayaks. Beaches and picnic spots along the route. Continue to Lovers Point. The return trip is hilly towards the end, but great cardio training. Out and back was 20.5 miles and took about 3 hours of riding (Note: I averaged 7 mph with loaded panniers, my ultra fit husband could ride it much faster). We took a total of 4 hours with stops for snacks.
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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