Find the top rated walking trails in Hillsborough, 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 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....
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 Ygnacio Canal Trail begins at a junction with the Contra Costa Canal Trail. Most of the trail runs along the Ygnacio Canal, a narrow irrigation channel where ducks live. The trail is paved, except...
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...
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...
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 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 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...
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 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...
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...
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 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...
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 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 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...
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 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 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...
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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 Yerba Buena Creek Trail follows its namesake creek through Evergreen Park behind the community center, paralleling Yerba Buena Road and Park Estates Way.
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 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 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 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...
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...
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...
Riding high on the cliffs at North America's western edge, this San Francisco-area trail offers unbeatable views of Golden Gate Bridge and the Pacific Ocean at San Francisco Bay. Add to that a chance...
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...
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...
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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 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...
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...
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,...
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 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 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 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 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 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 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 Central County Bikeway begins at Suisun-Fairfield train station, which is used by Amtrak and Capitol Corridor trains. The station is in a commercial area between Fairfield and Suisun City. The...
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...
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...
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...
Running from Solano Community College on the southwest edge of town and into the town of Fairfield, the Fairfield Linear Park Path provides convenient bike access to the action on campus and in the...
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...
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 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...
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 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...
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...
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 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 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 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 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 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...
Lots of families, bike riders and people on parts of the trail through out the day. Lots of places to stop for restroom, food, etc. Safe for single riders.
O for trail from Virginia St to San Fernando very poorly marked and in some cases dead ends forcing you to take bike up stairs. North to Alviso was great. Spots with lots of homeless encampments but only filthy areas were south. Will never ride it again south of San Fernando
Separate but adjacent trails for bikes and pedestrians. Sandy gravel and asphalt. Next to a multi-lane, high-traffic street. Some young trees planted along the route, but less green than many trails. Largely flanked by dried grass. Best for family bike outings or an easy stroll.
Well maintained, good for inline skating with some bridges with a bit rough surface. Relatively crowded with joggers and strollers.
I wasn’t in the mood for hills today and thought this would fit the bill. It was the perfect effort and distance. I didn’t love being so close to the freeway but there was a lot of nature and beauty to distract me.
I started inline skating at Ross (very bumpy start in the parking lot makes for an uncomfortable start). It was smooth sailing, even over the first wooden bridge, until college of marin’s parking lot. The pavement hasn’t been kept up, so it’s pretty bumpy, enough for me to want to go around it next to the trailers until I reached the stree. After crossing it was ok until the second wooden bridge which only Has splintery guard rails. Then it is increasingly bumpy until about the middle school. I turned around there, only Got Half the workout i hoped for.
Huge sections of the asphalt are completely broken down, would be a great trail if they fixed this!
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