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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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...
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...
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 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 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 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 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...
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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 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...
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 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...
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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...
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 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 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 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...
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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...
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 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 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 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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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...
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 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 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 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 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 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 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...
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 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 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 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...
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 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...
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 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 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 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 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 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...
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...
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 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 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 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 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 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 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 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...
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 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 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...
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...
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 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 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 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 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 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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