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 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 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...
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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 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 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 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 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...
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...
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 Sneath Lane Trail is one trail of many in beautiful Sweeney Ridge, a prime bicycling and hiking area in San Mateo County. From a trailhead in the Crestmoor neighborhood of San Bruno, the paved...
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 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 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 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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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 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 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 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 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 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...
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 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 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...
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...
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 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 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 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...
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 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 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 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...
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...
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 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.
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...
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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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 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 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...
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 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 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 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 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 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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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 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 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...
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 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....
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...
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 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 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...
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!
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.
It's a decent connector path to get between the Bay Trail, the San Tomas Aquino Trail, and the Guadalupe River Trail.
I love this trail, as do many other bikers. Going northbound is especially fun as it's a slow descent. And at the same time, going southbound is not hard either. If you live in Los Gatos or Campbell this trail is usually the best route for going places to the north or south.
One thing that could be improved (but isn't a huge deal breaker), is that the north end of the trail is not connected to the Guadalupe River trail and requires some street riding for a short distance (1 mile or so)
This trail is great. It's well maintained for the most part, has good signage, but going under Downtown San Jose on this route, there's lots of homeless living there, and lots of trash. But overall I'd give this trail 4 stars.
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