Find the top rated trails in Cupertino, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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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 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 Watsonville Slough Trail follows its namesake waterway through a residential area of the city. It's part of a system of trails in a wetland area abundant with birds; you might see ducks,...
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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 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 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...
Saratoga Creek Trail follows the winding course of the creek between just south of I-280 (Junipero Serra Freeway) and Saratoga Creek Park. The trail parallels the Lawrence Expressway/County Route G2...
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,...
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...
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 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 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 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 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 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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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...
Winding along the Pacific coast, the Monterey Bay Coastal Recreation Trail offers breathtaking views of the Pacific Ocean and a great way to tour Monterey and adjacent communities while enjoying the...
The Lower Silver Creek Trail runs in a nearly straight line between Ocala Avenue and Dobern Avenue (Abed Court). Between Foxdale Drive and Logsden Way there's a short (about 0.25 mile) on-street...
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 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 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 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 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 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...
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 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,...
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 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 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 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...
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 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 Crocker Park Recreational Trail loops around Crocker Park businesses in the town of Brisbane. The 2.5-mile, gravel trail begins and ends on Park Lane across from the dog park, although you can...
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 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 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...
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...
If you're looking for a gentle rail-trail in Marin County that offers stunning views of both San Francisco Bay and Mt. Tamalpais, the Tiburon Historical Trail is for you. Known alternately as the...
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 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...
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....
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...
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 Bol Park Path is a charmer that threads through a peaceful Palo Alto neighborhood in the hills south of San Francisco. At its heart is Bol Park, a strip of playground and lawn laid alongside...
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 Alameda Creek Regional Trail runs from the mouth of Niles Canyon in Fremont to the San Francisco Bay, allowing recreational access to the levees on both sides of Alameda Creek and its flood...
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 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 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...
Half Moon Bay State Park's Coastside Trail runs parallel to the Pacific Coast along what used to be the Ocean Shore Railroad. The railroad itself was in operation for just 14 years before it was...
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...
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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...
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 Watsonville Slough Trail follows its namesake waterway through a residential area of the city. It's part of a system of trails in a wetland area abundant with birds; you might see ducks,...
Saratoga Creek Trail follows the winding course of the creek between just south of I-280 (Junipero Serra Freeway) and Saratoga Creek Park. The trail parallels the Lawrence Expressway/County Route G2...
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 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 Southern Pacific Railroad Right-of-Way passes through residential neighborhoods on the west side of Pacific Grove, providing a nice walking and biking spot for residents and visiting tourists to...
I did the 11 mile round trip from the Southern Sawyer Camp trailhead to the San Andreas Lake dam and back with my nine year old daughter on a Saturday morning in June 2017. It was her third bike ride of this length and was a big hit. Parking can be tight and the first two or three (freshly paved)miles are crowded with pedestrians, but otherwise perfect for an extended and interesting trip with a child. Unlike a lot of flat paths around the Bay Area, this one has lots of interesting curves and varied scenery. The last stretch to the dam is uphill and a but of a challenge for small ones, but also brings a sense of accomplishment. Highly recommended.
+ Good parking. You'll probably have to park along the road because the Inspiration point parking lot is small.
+ Not very crowded. This trail is kind of out of the way so not too many people visit.
+ Great pavement. Perfectly smooth for strollers.
+ Not too hilly. It has some up and downs which is nice for the variety but none of them are strenuous.
I went at 10am in the morning and the fog was still heavy. Could not see any of the views. On the return stint the fog had lifted.
Around mile 1.5 you walk through a small forest of Eucalyptus tree which is really great.
I only walked half way and then turned around and came back. I am looking forward to going back and doing the full trail sometime.
The only problem with this trail is that it is too short!
Interesting look at a WWII coastal observation point is a plus.
Now named the California Coastal Trail, it has been extended through the Half Moon Bay golf links and is now almost 9 and a half miles.Overall it's in very good shape. It could use a little better signage. Great Ocean views with beach access.
I have been using the trail between Heller Park to Anderson lake for a few years now. This stretch (15 miles of it) is very safe, you can see families biking/running/walking. Trail is shaded and beautiful, you can spot deer regularly. With Coyote creek itself flowing with with lots of water - the trails is amazingly beautiful.
Stayed at Hotel near airport and took trial south on Saturday. Not very pretty and lots of homeless. Next day went north which was much nicer and felt safer. Due to rain many of the tunnels were impassable.
I had been concerned about this trail due to reviews talking about the homeless that can be seen on this trail. As an older woman running alone, safety is a key concern. Although I did see a couple of homeless, this trail was well populated and well taken care of, so I didn't feel unsafe at all. Due to heavy rains this year, the "creek" was really a river, and was very nice to run beside, although at one point we were diverted to a street as the path was under water. There were lots of runners, walkers, bikers and skaters along the path, and they all seemed to "play nicely together". I went from one trail head for about 7 miles before returning. I thoroughly enjoyed the entire path.
I headed to this trail this past weekend based on the reviews that it was the nicer and safer trail in the area. I arrived at the trail head to find police activity. They were encouraging a number of homeless to move on. I asked if it was safe to run, and they said it probably would be if I stayed alert, but they recommended another trail that they felt would be safer. They encouraged me to go to Las Gatos Creek trail instead.
I run about 5 miles up and down hills on this trail. It's always a heart-pumping workout and I love the scenery along the way.
50F Sunday 9AM in Early December - Went for a quick jog.
Entered the trail from Park Ave and went North (East side) - Trail was paved and signage was OK. At Coleman Ave had to exit the East side and switch to the West side.
Crossed paths with other runners and bikers. As some other reviewers mentioned, saw a number of homeless people in the underpasses. Didn't feel threatened but would not recommend anyone to be alone and in the dark. Just not worth it.
In general, saw a lot of homeless people in downtown San Jose.
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