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 Alameda Creek Regional Trail. With more than 84 trails covering 670 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 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...
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 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 Visitacion Valley Greenway is a recreational gem tucked into a residential neighborhood in southern San Francisco. The paved pathway connects a series of small parks that offer a plethora of fun...
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 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 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 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...
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 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 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 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 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 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...
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 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...
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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 San Lorenzo River Parkway Trestle Trail is the first completed segment of the Coastal Rail Trail, which will eventually run 32 miles from Davenport to Watsonville. The segment from Santa Cruz to...
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...
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...
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 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 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...
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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 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 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 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...
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 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 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 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 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 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...
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...
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 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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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 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...
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...
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 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...
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 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 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 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...
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 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 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...
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 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 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 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 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 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 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...
I parked at the south end on roadside. Nice short walk if you’re looking for a hilly route. Lots of cattails on southern stretch.
So obviously I'm not from around here. A transplant from DC where the traffic is much worse and so is every driver (skill/courtesy) in the Capital Region.
I did several laps starting at the North Trailhead Sawyer Camp Trail (vicinity E. Hillcrest Blvd) down to the Intersection of Skyline Blvd & 35/92 and back. Most everyone was courteous and aware, which is a plus and something alien for me (DC trails are notorious for self-absorbed, totally unaware, and rather rude walker, joggers, cyclists, et al (EXCEPT Indianhead Trail in MD - an AWESOME rail-to-trail to clock in 26 mile laps if you're preparing for long-distance rides).
That said, the volume of folks on the trail, combined with the twisty-turny route (fun but not if you're supposed to be down in the aerobars) is probably not the best place to put miles on the saddle if you're training for distance cycling (sic Ironman) on a TT/triathlon bike... but road bike, mountain, or cyclo-cross sport bike would be preferred.
The trail surface varies from smooth paved, to a slightly ribbed potions that aren't that bad. Uh, at least 6 bathrooms (clean with good locks). I didn't see (wasn't really looking for) any water stations. It's somewhat hilly but not a lung-buster. Lot's of free speed (downhills) and even the false flats any momentum can be maintained.
The scenery is great and whatever flowers were blooming were a good offset to my odor-de-triathlete. Lots of tree canopy cover and a nice breeze to keep cool. One rather large deer crossed my path... good thing to keep at least one hand on the brakes.
All in all, a great place to road/mountain bike = five stars (three stars if you're riding a Tri-bike =)
Gorgeous day in Half Moon Bay - what a terrific opportunity to explore this trail! It appears that many enjoy its wonders as well...pretty remarkable, considering this is the middle of the week! There were walkers, bikers, and dogs on the path - everyone was very respectful of passing each other and sharing the width of the path.
Nice to have the ocean 'on your shoulder' as you move up and down the path, as well as seeing all the wildlife - hawks, herons, rabbits to name a few!
A challenging walk up the hills, but beautiful views! Worth the time!
I rode part of this trail last week, from Pacific Grove up to the town of Seaside. It is quite scenic, in spots, but you also ride through some urban congestion and cross a number of busy intersections. It's also not very well marked. I got some advice from Adventures By the Sea, an outfitter located at the beginning of the trail, that was very helpful given the relative lack of signage. Maybe this trail gets quieter and more protected from traffic as you get further from Monterey, but I decided to turn around and ride part of the 17 Mile Drive instead when I hit the busy intersection at Seaside. If I try it again, I think I'd rather start in Castroville, at the northern end, and ride south.
It is awesome my sister and I play there all the time!! Great surrounded park area!!
Whenever we visit the Monterey Peninsula, we always make sure to ride our bikes or walk multiple times on the Monterey Bay Coastal Recreation Trail. Very few places in the world can match the beauty and splendor of this trail, especially between Lovers Point Park in Pacific Grove to the Wharf in Monterey. This portion of the trail is most certainly perfect for visitors and walking enthusiasts.
Beyond the wharf up to Castroville (the Artichoke Capital of the World) is for individuals looking for a much more intense workout.
If I lived on the peninsula, I'd be somewhere on that trail every day!
On a gray May morning in 2018, my wife and I headed north from Pacific Grove to ride the West Cliff Path. We parked on Swanton Blvd., which is pretty much right at the trailhead, and then headed down the smooth asphalt path/promenade.
The path has spectacular ocean views, plenty of benches to relax upon, restored Victorian homes, art installations, a surf museum, huge amounts of surfers, an extra long pier with a residence of sea lions, a multitude of photo ops, and even an amusement park when you reach the end.
At the trail's end consider continuing across the San Lorenzo River and navigating some quiet residential streets to get a better view of the Walton Lighthouse and look back up the coastline.
Even though we rode on a weekday morning, the path had quite a bit of use by walkers, joggers, dog walkers, amusement park goers, and surfers. It slows you down a bit, but that's OK since to ride this trail is all about the essence of the scenery!
With the exception of one hill as you descend the cliff down to sea level near the pier, it's all flat which is perfect for a couple of sixty somethings.
All in all, it's a path to be taken slowly and to be savored, an ideal experience!
Started at the Rosie the Riveter/World War II Home Front National Historical Park in Richmond and traveled south (clockwise) along the bay to the Central Ave intersection and return. A good portion of the trail is wide and plenty of room for walkers and bikers. The last couple miles we rode is a bit narrower, still enough room for both. Trail condition is great. A number of interpretative signs are placed, discussing the history and nature of this area. Well worth the visit. Take time to see the Rosie Visitor Center. Luck was with us when we visited and were able to attend a talk by the National Park Service’s oldest park ranger (97 yrs old). Betty Reid Soskin is an articulate speaker and recounted her time living in the area and working in the ship yards during WWII. If given the opportunity don’t miss out. Noted that the trail in this area had great signage and shouldn’t have any trouble following the route. Some of the trail going north (counterclockwise) was on the street with designated bike lanes. Looking forward to doing other sections of this trail when we visit again in the future.
Only rode a short distance of this trail from Trader Joe’s parking lot down to the West Cliff Drive Bicycle Path. Some traffic on this trail but not as much as the West Cliff path. Path condition was fine, not a real wide path but ok. A number of homeless folks hanging out on and along the path. Was panhandled while in Trader Joe’s parking lot. At no time did we feel uncomfortable with environment, just unfortunate.
Started the ride at Trader Joe’s parking lot along the Santa Cruz Riverwalk, rode downstream to the intersection with the West Cliff Drive trail. Then rode up the coast to the end of this trail. Trail in good condition and nice surface but lots & lots of other folks on the trail, mostly walkers. Great scenery of Santa Cruz bay, coastline, and surfers along the trail. So much traffic on the trail made it challenging. Once at end of trail decided it would be easier to ride the road. So on return trip stayed on the parallel road and sailed along without obstruction. Consider this as the return option.
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