Explore the best rated trails in Hillsborough, CA. Whether you're looking for an easy walking trail or a bike trail like the Lincoln Hill Pathway and NWP Railroad Trail. With more than 94 trails covering 704 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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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 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 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 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...
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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...
The Novato Boulevard Path is a multi-use trail that can be used recreationally, but is more useful as a commuting route. Closely following its namesake road, the path is completely separated from the...
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 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 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 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...
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 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 Bon Air Road Sidepath, as its name suggests, closely follows Bon Air Road in scenic Larkspur and Kentfield. The main trail begins at a junction with the Creekside Loop at Magnolia Avenue and runs...
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 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 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 Napa River Trail parallels its namesake river through the City of Napa from Kennedy Park to just south of Trancas Crossing Park. It is currently open in two disconnected segments. The southern...
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...
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 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 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,...
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 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 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 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 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...
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 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...
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 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...
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...
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 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 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...
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 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 Bon Air Road Sidepath, as its name suggests, closely follows Bon Air Road in scenic Larkspur and Kentfield. The main trail begins at a junction with the Creekside Loop at Magnolia Avenue and runs...
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...
If you are attracted to the rolling, wine country landscapes and historical architecture of Sonoma Valley, the Sonoma Bike Path won't disappoint. Located in the heart of historic Sonoma, just over an...
The trail through the Cal Park Hill Tunnel offers a quick, smooth ride through the hill that separates San Rafael from the ferry terminal in Larkspur and southern Marin County. As part of the 70-mile...
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...
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 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...
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 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 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 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 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...
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...
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 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 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 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 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 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 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 Matadero Creek Trail, also known as the Page Mill-Arastradero Connector, offers beautiful views of the San Francisco Bay and Santa Cruz Mountains as it winds its way through gently rolling hills...
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...
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...
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 is for commuters, not appropriate for a family ride.
I parked at the south end on roadside. Nice short walk if you’re looking for a hilly route. Lots of cattails on southern stretch.
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!
We regularly ride the section of the trail between Oak Knoll Ave and Yountville. It's an easy, flat ride, about 7 miles one way. The views of the vineyards and hills are stunning along this entire section. There are rest spots along the way, and there's a free bike tool kit and air pump at the end of the path (or beginning depending on your direction of travel) in Yountville. Though the trail is next to highway 29, it is protected, and is separated from the highway with a good amount of trees and plantings in many sections. Train tracks are also between the trail and the highway, and the Napa Wine Train passes by regularly during peak season. It's a fun, family-friendly mixed-use path.
It is awesome my sister and I play there all the time!! Great surrounded park area!!
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.
Only rode a short distance of this trail from Trader Joe’s parking lot down to the West Cliff Drive Bicycle Path. Some traffic on this trail but not as much as the West Cliff path. Path condition was fine, not a real wide path but ok. A number of homeless folks hanging out on and along the path. Was panhandled while in Trader Joe’s parking lot. At no time did we feel uncomfortable with environment, just unfortunate.
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