Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
California
Santa Clara County
San Jose

Rose Garden to Portola Valley loop

Moderate

4.6

(7365)

11,486

riders

Rose Garden to Portola Valley loop

03:05

74.2km

470m

Road cycling

Cycle the moderate 46.1-mile Rose Garden to Portola Valley loop, gaining 1528 feet in 3h 4m through Bay Area forests and vistas.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Enid Pearson-Arastradero Preserve

Jasper Ridge Biological Preserve

Waypoints

A

Start point

Parking

Get Directions

1

471 m

San Jose Municipal Rose Garden

Highlight • Natural

You can see over 180 different types of roses here from late spring to mid fall. The sculpted gardens surround a grand fountain at the center of the park. There …

Tip by

2

33.5 km

Portola Valley

Highlight (Segment) • Settlement

The ride takes you through the (very) well-to-do town of Portola Valley, which usually ranks as one of the top 10 in the US in terms of average household income. …

Tip by

3

45.2 km

Junipero Serra Boulevard

Highlight (Segment) • Cycleway

Junipero Serra Boulevard has a generous, paved bike lane in both directions for the entire length of the ride.
Car traffic is everpresent on this route, and it can get …

Tip by

B

74.2 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

52.4 km

19.1 km

1.90 km

661 m

183 m

Surfaces

71.8 km

2.40 km

< 100 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (180 m)

Lowest point (20 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Thursday 28 May

21°C

11°C

91 %

Additional weather tips

Max wind speed: 20.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

Where can I park to start the Rose Garden to Portola Valley loop?

While the 'Rose Garden' likely refers to a starting point in the Santa Clara/San Jose area, possibly near amenities like Columbus Park or a rose garden along the Guadalupe River Trail, specific parking details for the start are not provided. However, the core of the ride is around Portola Valley. You might consider parking in or near Portola Valley itself to access the loop.

Is this road cycling loop suitable for beginners?

The basic Portola Valley loop is generally suitable for intermediate riders due to its rolling hills. However, the overall difficulty of the 'Rose Garden to Portola Valley loop' can vary significantly. If you incorporate challenging climbs like Page Mill Road or Kings Mountain Road, it becomes a hard ride requiring very good fitness. For a less strenuous option, consider the relatively flat 10-mile stretch along Cañada Road.

How long does it typically take to complete this cycling route?

The full 'Rose Garden to Portola Valley loop' is approximately 74 km (46 miles) with about 465 meters (1,525 feet) of elevation gain, and typically takes around 3 hours to complete on a racebike. However, extended loops can take over 5 hours, depending on the chosen variations and your fitness level.

What kind of terrain can I expect on this cycling route?

The route is predominantly paved, offering a smooth ride for racebikes. The Portola Valley loop itself features rolling hills. If you choose to include extensions, you'll encounter significant climbs with sections reaching up to a 20% grade. Some longer variations might include unpaved segments, but the main loop is paved.

What scenic views and natural features will I see along the way?

You'll be immersed in the Bay Area's natural beauty, with shaded forests and several vistas overlooking the Bay. Along Cañada Road, you'll get sweeping views of the Crystal Springs reservoir. The Portola Valley loop itself offers a quick venture into the forest with streams and abundant trees. Longer variations can even provide expansive views of the ocean, farms, and countryside.

Are there any specific points of interest on the Rose Garden to Portola Valley loop?

Yes, key highlights include the San Jose Municipal Rose Garden (likely a starting point reference), the charming settlement of Portola Valley, and the scenic Junipero Serra Boulevard. The Portola Valley area is also known as a cornerstone of the local biking scene, with many popular routes branching off from it.

Can I spot any wildlife while cycling this route?

Yes, the natural surroundings of the Bay Area along this route offer opportunities for wildlife spotting. Cyclists have reported seeing deer, bunnies, and turkeys, especially in the quieter, more forested sections.

What is the best time of year to cycle this loop?

The trail can be enjoyed year-round, but spring and fall generally offer the most pleasant weather for cycling. Summers can be warm, especially in exposed sections, while winters might bring rain. Always check the local weather forecast before heading out.

Are there places to stop for food, water, or restrooms along the route?

Yes, for your convenience, there are rest stops available. You can find amenities at Robert's Market in Woodside and Portola Valley. Additionally, there's a bathroom and water station located near Stevens Canyon.

Does this road cycling route intersect with other well-known paths?

Yes, this route incorporates sections of several official trails. You'll find yourself on parts of the Foothill Expressway, Homestead / Hedding / Brokaw Corridor, San Antonio/Arastradero Corridor, and the I-280 Corridor. It also touches on smaller segments of trails like the Stanford Dish Loop Trail, Portola Trail, and Alpine Trail, among many others, reflecting its nature as a hub for local cycling.

Is the Rose Garden to Portola Valley loop dog-friendly?

As this is primarily a road cycling route, it's generally not considered 'dog-friendly' in the same way a hiking trail might be. Dogs are typically not permitted on bikes or in bike trailers on public roads and dedicated cycling paths unless specifically allowed and safely secured. It's best to leave your furry friends at home for this ride.

Do I need a permit or pay an entrance fee to cycle this route?

No, there are no specific permits or entrance fees required to cycle the 'Rose Garden to Portola Valley loop' as it primarily uses public roads and established cycling paths.

Nearby routes

Hard

5.0

473

Mount Hamilton & JD Grant Park loop from Berryessa

05:43h

77.6km

1,830m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy