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.
_0_st.jpg)
_0_st.jpg)
_187092_st.jpg)
_0_st.jpg)
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 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 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...
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 Delta de Anza Regional Trail is 15 miles long, running between Willow Pass Road at Route 4 near Concord and Main Street (Rt. 4) at E. Cypress Road in Oakley. The eastern end in Oakley intersects...
_23010_sc.jpg)
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...
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 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...
_161320_sc.jpg)
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 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...
_0_sc.jpg)
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 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...
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,...
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 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...
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 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...
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...
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 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 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 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...
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 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,...
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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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 Ohlone Loop Trail offers a birder's paradise in a wetland area of Watsonville on California's central coast. Its location, bordering a residential area, provides easy access for residents to...
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 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 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 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 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 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 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...
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 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 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...
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 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 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 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...
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 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 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 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...
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...
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 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...
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 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...
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...
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...
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...
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 Delta de Anza Regional Trail is 15 miles long, running between Willow Pass Road at Route 4 near Concord and Main Street (Rt. 4) at E. Cypress Road in Oakley. The eastern end in Oakley intersects...
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 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...
I have ridden this trail many times and would recommend it to just about any level of rider. From Castroville to Carmel, it just keeps getting better. I would recommend to return from Carmel by going over the hill into Monterey on any number of routes. Veterans Memorial Park at the top of the hill gives riders the opportunity to ride into Historic Monterey. Also, there's great restaurants and brew pubs to be found. The Monterey-Salinas Transit hub is there for those that want to take mass transit rather than continue pedaling.
A alternative route going "over the hill" to Monterey would be going up (north) from Carmel Village, to Highway 1 then making a left turn to continue north for less than a mile, then exiting Highway 1 at Aguajito Road. Continue past Aguajito back toward a bridge crossing of Highway 1 and you'll see a bike trail just before you cross the bridge. Take that trail downhill to enter Monterey from the east.
I just noticed another post lamenting that the rider had to drive to the start in Castroville. No, it's not necessary to drive to the start as Monterey-Salinas Transit has excellent routes and will take your bikes onboard if the racks are already taken. Also, same reviewer criticized a area that's not on the trail at all when mentioning Highway 1 north of Moss Landing and the road construction there. That construction was for PG&E gas lines and was completed as of 9/23/21. The road shoulder of Highway 1 is returned, and it's not necessary to "share the lane" with motor vehicles along that section any longer.
There is a very short section of bike path from Castroville going to the first highway at which point one is on country roads with heavy trucks and speeding vehicles until one gets to the edge of the city of Marina. From there one crosses multiple intersections until out of the city.
Lots of pedestrians and small children loosely supervised if at all so need to be cautious where sight distances are reduced. Worst once on gets into the city of Monterey. It is not difficult to continue to Pebble Beach and with all the ultra rich having multiple home in this community, road traffic is largely non existant if not on the marked 17-mile drive section.
Getting to Castroville safely requires the use of a personal car. Caltrans periodically sets up construction on Highway 1 from north of Moss Landing and through to Castroville. Often there is only a single lane for bicyclists and cars and heavy trucks with trailers to use and the odds of being hit and killed is very very high as this is the busiest two lane highway in the United States. The section of Hwy 1 through Moss Landing has been very dangerous thanks to the state road work for the past 45 years and nothing has changed and it is as dangerous now as ever.
I have ridden this trail three times. Each time has been a great experience! This afternoon, I stopped in at coyote creek golf course for lunch and it was great! I enjoy watching the r/c airplanes and love going to Anderson reservoir at the end. It’s a great ride and can’t wait for winter!
Avoid the southern end of the trail from West Virginia street to Park Ave. the trail has significant trash, broken glass and smells of human waste. This is not a pleasant ride.
So, I'm glad this trail exists, and I really wish it was a bit better maintained, but in comparison with other trails in the area, it has some significant street riding. I did the entire trail, and it was nice, but there's more possibility of car interaction than I care for.
That said, if I needed to get up from one end of the trail to the other on a bike, this is a great way to go. I just prefer having no interactions where a car has a chance to cause me a bad day. Could get to a caltrain station, if that were necessary, and that's a positive.
Starts at golf course, and parallel's the ocean (which is not visible much) and passes the old Asilomar train station, which has an explanatory plaque. Dirt trail with some bits of concrete trail (by the golf course) and has a great public restroom near the top of the trail (again at the golf course.
You cross a few roads, but the traffic is very light, but the cars are not expecting anyone to come out so take care at these points. We were the only riders, and saw probably 4 other people total as we went from one end to the other and back again. Very enjoyable experience.
My husband and I stumbled up on this on YouTube. After watching a few rides we decided to go up and take a look, so thankful we did! Our ebikes would love this trip....even though it was supposed to be 99° that day. Once we were on the trail we were happily surprised we started at the Lexington reservoir. It was a bit of gravel but it was just fine then it turned to the pavement and there was a few wooden bridges it was quite delightful shady and beautiful along the creek in the water we couldn’t say enough things nice things about this right. We used our electric bikes. We went on a Thursday morning
I have a place in Point Richmond so I am basically lucky enough to be right on the trail.
I started getting into road biking so I'm taking the trail to new distances and exploring as I get more fit (and as my butt gets accustomed to the saddle...LOL).
This past weekend I went from Point Richmond to the Berkeley pier, a 25 mile round trip which was my personal best. It was a windy day and a small craft advisory out but I made it! (barely).
I absolutely love this trail. It's got spectacular views and is super interesting. You will never see the same thing twice. There are some sections that are more crowded than others and the pavement isn't super consistent (what do you want for free) so just be courteous to those that are moving slower (not that I'm all that fast yet).
Definitely a huge asset to the Bay Area. My goal is to do all 300+ miles of the trail which should take a while.
I've ridden the bridge a couple of times now. You can start at the cute little town of Point Richmond and get there easily. The bridge is 5.5 miles long so a round trip is a respectable 11 mile ride. If you want to extend your mileage the East Bay Trail system is right there so you can go as far as you want to.
The bike trail is on the top deck of the bridge (both directions) well marked, safe from traffic due to concrete barricades, clean, not too steep, not too crowed and you get your share of elevation but not too much. Amazing views from the top deck!
You absolutely have to do this!
I enjoy the trail and I want to bring to your attention that the distance marker along the trail are no longer visible. Part of the fun walking and riding the trail is keeping track of the distance traveled. Please restore the painted distance markers.
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.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
_173382_st.jpg)
_161320_st.jpg)
_23010_st.jpg)
_161399_st.jpg)
