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 85 trails covering 676 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 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 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 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...
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...
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 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 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...
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 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...
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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 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 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 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...
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 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...
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...
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...
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 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...
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 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 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...
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...
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 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 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...
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...
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 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 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 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 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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This segment of the California Coastal Trail (also known as the Half Moon Bay State Park's Coastside Trail) runs parallel to the Pacific Coast along what used to be the Ocean Shore Railroad. The...
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 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...
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,...
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...
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 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 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 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 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...
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 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 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...
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,...
This segment of the California Coastal Trail (also known as the Half Moon Bay State Park's Coastside Trail) runs parallel to the Pacific Coast along what used to be the Ocean Shore Railroad. The...
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 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...
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 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 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...
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 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,...
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 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 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 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...
Huge sections of the asphalt are completely broken down, would be a great trail if they fixed this!
Easy walk with stunning views of the GG bridge and the entrance to SF Bay. I’ve been visiting SF all my life; why I never heard about this walk until a child told me of it is a total mystery.
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 =)
I literally grew up on this trail, back when it was unpaved, and was just some weird, seldom-used backwater ie., prior to the early 1980s or thereabouts, at which point it started getting much more developed & popular. I have seen (quite large!) blue herons on (or adjacent) to this trail many times, and in 1995, I once saw a bobcat (at night, between Vasona dam and Lark Avenue). There are many turtles, and about 40 years ago, I once saw a Northern Pike (just behind Vasona dam). I've witnessed scores of salmon spawning at the Camden Avenue dam.
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.
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