Find the top rated trails in Hillsborough, 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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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...
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 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 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 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...
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 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 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 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...
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 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...
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 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,...
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 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 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 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...
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...
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 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 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...
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 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 Pacheco Hill Path is a straight shot along US 101 between Marinwood and Novato. In the north, the trail ends just outside of Hamilton at the entrance to the Loma Verde Preserve. Several bus stops...
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 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 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...
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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...
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...
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...
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 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 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 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 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 Creekside Loop offers a scenic, albeit short, route around Larkspur's Creekside neighborhood. Half of the trail follows Magnolia Avenue—where it is appropriately also known as the Magnolia Avenue...
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 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...
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...
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 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 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...
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...
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...
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...
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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 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 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...
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...
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 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 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...
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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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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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 Crocker Park Recreational Trail loops around Crocker Park businesses in the town of Brisbane. The 2.5-mile, gravel trail begins and ends on Park Lane across from the dog park, although you can...
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 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 start of the trail by the fish viewing area is a FIRE TRAIL. The second half, after crossing the road, is paved asphalt. Unfortunately I showed up with my road bike and not my mountain bike, so my ride was a short one.
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!
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.
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)
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