Best Stroller Friendly Trails in Silicon Valley

Discover trails all around the Silicon Valley to run or walk with your stroller.

Discover trails all around the Silicon Valley to run or walk with your stroller.

We love to take our little ones on stroller adventures!

The weather is finally sunny and beautiful.  If you are like our family, we are so excited to get out and move outside.  Spring is a great time to start training for a race or to enjoy a nice stroll on the numerous trails in the Silicon Valley.   

We are so fortunate to have so many parks in our area. But, it can be difficult to know which ones to go to with a stroller and where you can find parking.  All of the parks and trails we recommend have easy access to parking and I’ve added where the bathrooms are on the trails or trailhead.

Running with our Double BOB Flex Duallie on a Sunday Runday on the way to the Los Alamitos Creek Trail

Running with our Double BOB Flex Duallie on a Sunday Runday on the way to the Los Alamitos Creek Trail

Since I’m local to the area and have been running for over 20 years, I’ve done many marathon training miles on these trails and can attest that I feel safe on them.  But, I always recommend finding a friend or spouse to go running or walking with. It makes the miles go by so much faster.

The LAST thing you want to do with little kids is hunt around for parking spots or get to a trail and not know where the bathrooms are especially for those of us who are potty training little ones.  

We also like these trails because they are shady in the hot summer and fall months in our area.   Eric and I have both pushed the single and double BOB on these trails and have had no problem. Let us know what you think!  

1) Los Gatos Creek Trail

Park at Los Gatos High School (weekends) or Miles Avenue Parking Lot (weekdays)

We run this trail frequently.  It is a nice flat course and is very shady when you pick up the trail at the high school.  We head towards Vasona with the stroller. You can go an easy 3 miles or more. We normally do a loop once we get to Vasona park and head back after that. . This part of the trail is also not as crowded as the Campbell portion or Vasona portion.  Believe me, I have trained for a marathon and multiple half marathons on this trail and know which of the trail part that I like and which part I would not want to run again. We will sometimes stop at the park and let the kids out before heading back home.  

Bathrooms- Vasona Park (1.5 miles from parking lot)

2)  Los Alamitos Creek Trail

Park on Camden in parking lot across from LD chuch

This one is my favorite ones to do with the kids.  We park in the parking lot right by the bridge and head on that portion of the trail going towards Almaden Lake.  We bribe our kids to stay in the stroller so that they can go to the rarely used Pfeffer Park at the end of the run or walk.  It is pretty shady but I would try to do this trail either in the late morning or early evening. There are stretches of it that are not shaded.  

Bathrooms-  Just a little farther up the trail on Camden at Greystone Park or head towards Almaden Lake Park and there are several public bathrooms (1.5 from parking lot)

3) Guadalupe Oak Grove Park

We love running under the shade of the big oak trees in Guadalupe Oak Grove Park.

We love running under the shade of the big oak trees in Guadalupe Oak Grove Park.

Park in parking lot on Thorntree

We happen to be very biased about this park because we live down the street from it.  It is certainly a hidden gem in San Jose. It is attached to Jeffrey Fontana Park which offers  a great park for all ages and a dog park. The bathrooms are located next to parking lot inside of Guadalupe Oak Grove Park and are always clean because it is not a very well used park by people outside the neighborhood.  There is about a half mile loop that we like to do an interval workout and you can go outside the park on the Greenbelt to run/walk longer. It is a very flat dirt course and the big oak trees provide a lot of shade.

Bathrooms- Located next to the parking lot within Guadalupe Oak Grove Park about .25 from Fontana Park.  


4) Rancho San Antonio County Park

Walking on the trail to the farm at Rancho on a beautiful spring morning.

Walking on the trail to the farm at Rancho on a beautiful spring morning.

Park in the 2 lots attached to the park.  

I save Rancho for last.  It is my absolute favorite place to run in the bay area.  I have run practically all the trails at this Open Space Preserve.   I have my favorites but there are limited trails to run with a stroller. Unfortunately, ever since the Tech boom, it seems like other outdoor enthusiasts have also learned about this beautiful park and free parking.  We have found ways to still enjoy the park and not hit all the crowds. Try to go in the afternoons instead of the busy mornings. Thankfully, they just added more parking last year which has helped a bit.

There are really only two trails you can do with a stroller.  You can go to the farm which is a great point to take out your kids and see the animals and continue on the Rogue Valley Trail for another mile or so until it starts to get hilly and then we turn back.   You can also go up on the water tower trail (one steep hill but views are spectacular). All the other trails are too narrow and difficult to navigate with a stroller. We’ve tried it already so you don’t have to :)

Bathrooms- In the parking lot and on the trail there are pit toilets next to the red barn at the Farm.  


Do you have any other trails you think we should add to the list?