Bike Ride to Bountiful

Bike the Guadalupe River Trail in San Jose and see parks, sculptures, gardens, and wetlands

Woman with her bike at entering a garden along Guadalupe River Trail in San Jose

The bustling metropolis of San Jose includes a treasure trove of beautiful bike trails, many of them hidden in plain sight, winding alongside the city’s riverbeds. The Guadalupe River Trail is an excellent ride with minimal hills and easy access to food, art, and entertainment along the entire 10-mile stretch of trail. NOTE: All in, this bike ride is 20 miles (round-trip), but you can flip it at any point, and for cyclists who make the full 20-mile journey, the up-close wildlife viewing as you pass through the wetlands makes this adventure well worth the effort.

Sculpture of two kids pointing at the sky near the San Jose Airport with planes flying overhead

Woman sitting on a dock overlooking the water and marshland in San Jose along the Guadalupe River Trail

Biker on Guadalupe River Trail in San Jose

The trail begins in a eucalyptus grove on West Virginia Street. The blink-and-you’ll-miss-it trailhead just east of SR-87 has plenty of nearby street parking. In less than a mile the bike path opens up to Discovery Meadow, a grassy park that’s home to the Children’s Discovery Museum and Monopoly in the Park, a massive Monopoly board built into the ground. This is an excellent stop for families with small children. Restaurants and cafes fill surrounding streets, making lunch an easy find.

Children's Discvovery Museum

Children's Discovery Museum with two paved slides next to each other

Giant Monopoly board game inscribed in park space in San Jose along the Guadalupe River Trail

Heading north and dipping below street-level, the Guadalupe River Trail winds along for another mile, a mix of U-turns and double-backs, filled with modern art installations and beautiful murals.

Discovery Meadow mural

TIP: Cyclists should definitely keep an eye out for trail signs, including arrows hand-painted on the asphalt. When in doubt, follow the dotted yellow line. At West Julian Street, exit the trail and roll right to visit historic Little Italy, the original settlement for Italian immigrants in the 1800s. Here, you can grab a glass of vino at Paesano or a gelato and Italian coffee at Bel Bacio.

sculpture of a young girl walking her dog on a sidewalk with bike riders on the bike path below in San Jose at Guadalupe River Trail

Bike parked in front of a bistro cafe in Little Italy San Jose

Little Italy archway entrance in Little Italy San Jose

Continuing north along the trail, cyclists will dip below Coleman Avenue (again, look for signs and arrows) and emerge in the Guadalupe River Park. Here, the brand-new Rotary PlayGarden is a great destination for families, with grassy hills, a mini ropes obstacle course, and even child-size climbing walls. The park also boasts the Heritage Rose Garden, a gorgeous display of thousands of rose varieties, free to the public.

Rotary PlayGarden in San Jose

Woman exploring the roses in the Heritage Rose Garden in San Jose

the new Rotary PlayGarden in San Jose along the Guadalupe River Trail

The next stop on the journey is the San Jose Airport—maybe not a sight most explorers are clamoring to see, but this freshly-paved section of trail gives you an up-close view of airplanes coming and going, and the long, flat stretch encourages cyclists to try racing the landing jets. You may never outrun them, but you’ll have fun trying. Just north of the airport, an art installation sits at the trail’s intersection with Trimble Road. Lupe the Mammoth is an 11-foot-tall, 12,000-pound sculpture commemorating the discovery of a mammoth skeleton at that very site.

Bike parked at the San Jose airport

Water scenery along the Guadalupe River Trail in San Jose with mountain ranges in the background

Lupe the mammoth art installation along Guadalupe River Trail in San Jose

From Lupe, it’s a 5-mile ride to the Alviso wetlands, the southernmost shore of San Francisco Bay. Riding right beside the river, you can often catch sight of ducks, geese, herons, and egrets. To the west, Levi’s Stadium rises above the trees, while to the east, Mission Peak, Mount Allison, and Monument Peak dominate the skyline.

Person on the dock at the marsh along the San Jose Guadalupe River Trail

Bike leaned up against the sign for the Guadalupe River Trail in San Jose

Poe enjoying a taco and a spicey chavela at El Taco De Oro in San Jose

The trail ends at the intersection of Gold Street, marked by a giant compass carved into the concrete. Straight ahead, a dirt path will lead to an up-close view of the water. To your left, weary bikers can refill their water bottles and use the restrooms. And to the right, a small cluster of restaurants stands waiting to refuel you for the ride back home. A favorite haunt of local cyclists is El Taco De Oro (5220 N 1st Street) where a plate of tacos and a spicy chavela make the perfect mid-trip snack, at prices far more reasonable than what you’d find in the city.

Find street parking near 359 West Virginia St., San Jose, and head to the trailhead just east of the freeway.

Story and photos by Poe Casavant

Trending Stories NorCal

View all Stories
  1. Woman walking down the stairs overlooking the ocean on the Coastal Trail in San Francisco

    America's Best Urban Hike

    Long ago we dubbed it the “Grand Walk” and said it was one of the most scenic and stunning trails in the West. We were wrong. This is the most scenic urban hike in America!

    View
  2. Hike or Bike the Skyline

    A new section of the Bay Area Ridge Trail is open for biking, hiking, or horseback riding along the 12-mile (out-and-back) Skyline Watershed Ridge Trail.

    View
  3. Hiker on the SCA trail in Marin Headlands with view of the Golden Gate Bridge

    Headlands Over Heels

    People come from all over the world to get a glimpse of the Golden Gate Bridge. Get a dramatic and novel view of the bridge without all the people on this moderate 6-mile hike in the Marin Headlands.

    View

Trending Stories SoCal

View all Stories
  1. Lagoon Swoon

    We all love an underdog story, especially in the shadow of the greats. Enter a truly SoCal coastal version: Malibu Lagoon State Beach. Though situated next to Surfrider Beach, a fa

    View
  2. Sponsored

    Extra-Celestial Central Oregon

    Some trips promise you the moon and the stars. And this one delivers in a big way, plus throws in some extra planets for your viewing pleasure. From Bend, Sunriver, and Sisters to Antelope Basecamp in the remote high desert.

    View
  3. Tree Town

    Home to an estimated 21,000 trees and 100 acres of parkland, South Pasadena has earned its nickname: the City of Trees. This 2.5-mile neighborhood walk lets you experience its leafy canopy up close, winding through charming streets and three of the city’s beloved parks.

    View