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 100 trails covering 727 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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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 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 Miller Creek Trail is a short paved path that runs on the former alignment of Lucas Valley Road. The trail follows both its namesake creek and the newer alignment of Lucas Valley Road on 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 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 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 Cross Alameda Trail is a four-mile developing trail that will someday stretch from one end of Alameda island to the other, from the Seaplane Lagoon Ferry Terminal in the west to Fruitvale Bridge...
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 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...
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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 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...
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 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...
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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 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 Stanford Perimeter Trail is a multiuse path ideal for walkers, joggers and cyclists. The construction of the trail was paid for by Stanford University, and it is used by both campus residents and...
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...
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 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 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 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...
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 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 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 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 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 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...
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 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 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...
Nimitz Way links Tilden Regional Park and Wildcat Canyon Regional Park via the ridge between Wildcat Creek and the San Pablo Reservoir on the northern outskirts of Berkeley. The paved 4-mile trail...
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 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 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...
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...
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 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...
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 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.
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 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 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...
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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...
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 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...
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 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 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...
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,...
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 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 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...
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...
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 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...
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 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 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 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...
Riders and walkers be on ALERT!!!! Encountered two rattlesnakes on the trail but love all 44 miles of the trail. Great trail to disconnect from the urban concrete streets of San Jose. Oh yeah, nature at its BEST!!
Cool sights in wildlife. People here are snotty techies¿. No one says hello back. But ride is nice out to the bay
Good for walking & jogging but too busy for bicycles, skateboards, scooters. The street along side has a lot of traffic without a bike path so not very biker friendly. It's popular with pedestrians & dogs strolling along probably because there's an entrance to a dog friendly beach along the route. A lot of the route is along the top of a bluff with beach below so it gets very windy and can be cold if not sunny. Beaches are narrow & rocky and more for surfing. The path is nicely paved making it easy to walk.
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.
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