Find the top rated walking trails in Cherryland, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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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 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 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...
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The spectacular Sir Francis Drake Bikeway (also known as the Cross Marin Trail) sits on the recycled roadbed of the former North Pacific Coast Railroad, which used to run from Larkspur to Cazadero....
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...
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 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 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...
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 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...
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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...
The Lincoln Hill Pathway provides an uninterupted alternative to busy Lincoln Avenue (and busier US 101) via an "urban canyon" between the soundwalls of US 101 and the SMART commuter rail project. 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...
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...
Coursing alongside one of Stockton's levees, the Calaveras River Bike Trail services many neighborhoods and provides access to many amenities in the San Joaquin Valley city. The east–west corridor...
As it winds up to the eastern peak of Mount Tamalpais in Marin County, this picturesque trail offers an exhilarating combination of far-reaching views, history and challenge. The trail follows the...
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 Napa Valley Vine Trail is a work in progress to connect Calistoga to the Vallejo ferry terminal, a distance of 47 miles. The trail will roughly parallel State Route 29, a popular wine route and...
The East Bay Municipal Utility District Right-of-Way, as its name suggests, is a trail open on a utility corridor in Stockton, although that city is generally considered to be outside the informal...
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 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 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 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...
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...
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...
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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 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 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 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...
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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...
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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...
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...
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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...
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 Petaluma Trails consist of 5 trails, each one through a unique and scenic part of historic Petaluma. There is a two-mile circular loop through Shollenberger Park and a one-mile trail that links...
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 Southside Bikeway connects downtown Vacaville via a former Sacramento Northern Railway corridor to the city's southern neighborhoods near Al Patch Park. The route is a nice, short path, ideal for...
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 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 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 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 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 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...
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 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...
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 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 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 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 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....
As it winds up to the eastern peak of Mount Tamalpais in Marin County, this picturesque trail offers an exhilarating combination of far-reaching views, history and challenge. The trail follows the...
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 Corte Madera Creek Path is open in two disconnected segments that can be linked via a bike ride on low-stress S. Eliseo Drive or a walk or run on its sidewalk. Both sections closely follow the...
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 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 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 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 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...
Cool sights in wildlife. People here are snotty techies¿. No one says hello back. But ride is nice out to the bay
If you start from Oakleys Big Break until the End in Brentwood it’s about a 20 mile RT. Safe, nice sites.
Being on this trail is a lovely escape from the city streetscape. In the works now is County action to close the cement plant at the end of the RR spur this trail adjoins. When that happens, there is a County adopted plan for the trail to extend all the way from Los Gatos to Rancho San Antonio Open Space!
This trail is a good length for a stroll. It is hilly and scenic. It is in a valley. The trail is asphalt with cracks sealed with tar. Except for the east end, which is concrete and very wide. I don’t recommend it for skating because it is rough and short. Also the hill at the west end near the bathrooms/parking is very steep.
I started on the north side, this is a nice walk with small children. After crossing the first road to the south there is a park on the right, pretty good for children.
In July, 2021, trail was extended south 1/3 mile to Linda Vista Park in Cupertino.
This path is very family/kid friendly (flat, playground...bonus playground a mile out...donkeys you can pet, but there are no public restrooms nearby! Would be a four star rating if there was a bathroom.
We went on this trail yesterday and really liked it! There’s a little bit of up and down, but an ambitious 9 year old and a reluctant 12 year old did it on bikes with gears. Do not park at the southern most lot, though as the path is closed a mile after starting due to a bridge being under construction. Start at the second lot going north at St. Mary’s and Moraga.
My wife and I rode the Napa Valley Vine Trail while staying at the Napa Valley Marriott Hotel & Spa near the intersection of State Route 29 and Redwood Road in Napa. We rode north 5.5 miles before turning around and heading back to the hotel. The trail was flat, paved and in good condition and only lightly traveled. If we had gone another half mile north, we would have reached the point where the Trail crosses underneath State Route 29 to the east side. From there it proceeds another 2 miles north before it ends at Madison Road in Yountville. When it ends you can proceed east on Madison in a bike lane. Overall, the continuous section of the trail from the north side of Napa to the south side of Yountville is about eight miles. Only gave the Trail four stars because in the first mile or two proceeding north from Napa there are three busy intersections that require you to wait for the crossing signal that may require 30-60 seconds each.
This trail doesn't look anything like the photo above. This is essentially Old Lucas Valley Rd and it is rough and very inclined laterally in many places. I have a lightweight disability scooter and it was rough for me. For strong walkers it would be a nice short walk (2/3 mile ea direction) with brush and trees on both sides, and the creek between the pavement and the main road, mostly a good dog walk (with receptacles for poop at each end which not everyone is using). It is true that there is no parking on the west end M-F and little at the east end at any time. So it's basically mostly for the neighborhood, not so much the public.
Gravel to start at the south trailhead, then asphalt. Pretty exposed to a major street in the beginning, then a sound barrier goes up. North end is closed off. Couple of bridges over where the creek would be.
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