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 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 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 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 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 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 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 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 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 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 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....
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...
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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...
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 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 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 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 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...
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 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 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 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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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...
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...
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 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...
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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 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 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 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 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...
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 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...
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 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 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 Albertson Parkway is located in South San Jose, just steps away from the sprawling Santa Teresa County Park, which features preserved land and unpaved trails in the rolling Santa Teresa Hills. 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...
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...
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 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 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 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 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 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 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...
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 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 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...
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 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 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,...
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 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...
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...
Nestled between Alum Rock Canyon and the Mt. Diablo foothills, Alum Rock Park west of San Jose is California's oldest city park. From the early to mid-1900s it was a popular resort and spa, complete...
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 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 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...
It’s tough to go a constant speed on your bike because it’s congested on the weekends. Lovely otherwise
After reading about the Arroyo Mocho Trail, I headed out to reconnoiter my future commute route to work (Livermore) from San Ramon. The first 4-5 miles of this trail is hazardous for those with novice or beginner level riding skills. Those first few miles are mostly loose gravel with some gaping cracks in the paved sections. After that, the trail turns to a smoother, paved trail. Mountain, Gravel, Cyclocross or otherwise 'wide tires' are recommended for those with less experience riding in loose terrain.
A friend and I rode this trail as part of a two-day bike ride in East Bay – riding the Iron Horse Trail and the Contra Costa Canal Trails. On the first day – we road mostly the Iron Horse and then rode the Eastern Section of the Canal Trail to the end and back. This section of the Canal trail started out a bit rough but only for a small portion – maybe 100 yards – then the surface was smooth and it was a great ride along the canal through nice neighborhoods. We spent the night near the intersection of the Iron Horse and the Canal Trail and rode the Western Section the next day before heading back down the Iron Horse Trail. The western section of the trail was great as well – nice surface – easy to follow with a minimum of street crossings. Both of these trails have a lot of street crossings, but almost all of the crossings give a preference to the trail. We only had to wait at a few. Definitely a nice place to ride!
A friend and I rode this trail as part of a two-day bike ride in East Bay – riding the Iron Horse Trail and the Contra Costa Canal Trails. This trail gets 4.5 stars – there are some sections that area not all that great, but for the most part of the 24.5 miles we rode (both ways) are fabulous! We started in Dublin and rode to the end. The trail from Dublin through Danville and Alamo was really excellent, going through nice neighborhoods, has a GREAT, smooth surface and was sheltered for the most part so wind was not a great factor either way. The Walnut Creek section was a bit sketchy with some not so nice, unattractive sections with chain-link fences and rough surface. Odd – because one of the sections was used by High School students in large groups going home – it is absolutely used as a transportation route – not just a multi-use trail for recreation. We would have thought it would be better maintained. Past that and into Concord it was nice again except that there is an unmarked break in the trail at Monument Boulevard. We simply crossed a road and ended up on the wrong trail without noticing and there are no markings at all to say turn left here and go a few feet to the Iron Horse Trail so we found ourselves dumped onto a street unexpectedly. This was the Monument Corridor Trail in Concord. When you cross Monument Boulevard, you need to pay attention. It was a bit confusing and difficult to get back to the trail we wanted. But we did and coming back figured out what the problem was. The rest of the trail was ok but a bit choppy (i.e., bumps, cracks) around the airport. There are a couple of underpasses – but you notice right away if you miss them and can see where the trail is – like at Concord Avenue. The end of the trail is through an open field on the side of an airport and can get quite windy – but it isn’t long and is just part of the experience. Overall – a GREAT ride!
Someone needs to maintain the event calendar--it says no events, but there was an organised marathon last weekend. There were tons of runners--it's safe, paved, etc. It would be nice to get one or two additional locations for restroom/water. I've been using this trail for 30 years, and it's nice to see that it gets appreciated by regular use (which also keeps it safe!)
Stayed at the Hilton on the south side of the trail and went north past the airport. It's a well maintained trail that follows the tiny Guadalupe river. If you can stay north of Julian St, you'll avoid sketchy-looking tent cities. I felt the run was perfectly safe and saw plenty of people throughout my run. I'd recommend it.
BE CAREFUL on the part of the trail that connects Antioch to Oakley. There are guys riding motorbikes on the trail sometime. They usually stick to the hills but will come down to the trail. There are some incredibly blind turns and these guys are driving really fast. They WILL hurt someone or themselves one day.
I don't really enjoy this trail. I only use it for my convenience. In fact, I use this trail to get to the Marsh Creek Trail, which is awesome!
Parked off of Gold Street. I didn't feel good about leaving my car there. It's a pretty rough looking area. There was trash everywhere. Broken glass, mattresses, mufflers. Went for the ride anyway. First few miles were great. Trail was well maintained and smooth. Once I got south of the airport it all went, well, south. The underpasses were all full of homeless people. Occasionally some would be sitting on the edge of the trial. No issues, but I never felt safe. It really killed what would have been an otherwise pleasant ride. I won't be back.
Nice flat trail that is perfect for older dogs. Lots of garbage cans available along the way for dog poop.
There is free parking with easy access to the trail at PetSmart on River Street. While you’re there, take your dogs into PetSmart for some shopping. And there are restaurants with outdoor seating as well.
This is a good trail, however unfortunately on the south end there is a short segment that is disconnected from the rest of the trail which starts again 5 miles to the north.
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