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United States
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Alameda County
Oakland

Skyline Boulevard – Joaquin Miller Park loop from Montclair

Routes
United States
California
Alameda County
Oakland

Skyline Boulevard – Joaquin Miller Park loop from Montclair

Hard

4.7

(7552)

7,553

riders

Skyline Boulevard – Joaquin Miller Park loop from Montclair

01:55

26.2km

530m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 26, 2026

Tips

Includes a very steep uphill segment

You may need to push your bike.

After 18.3 km for 55 m

Waypoints

A

Start point

Bus stop

Get Directions

1

2.06 km

Skyline Boulevard

Highlight (Segment) • Cycleway

With rolling climbs up and down, this area is wooded, paved, and often foggy. When the fog breaks, enjoy photo opportunities of the Bay Area.

Tip by

2

3.39 km

A fully protected area (no biking inside) on the East side of the Oakland hills, sloping down between Sibley Volcanic Preserve and Redwood Regional Park.

Tip by

3

6.78 km

Joaquin Miller Park

Highlight • Forest

Joaquin Miller Park is a beautiful 500-acre green space popular for hiking, cycling, jogging, and picnicking. Locals call it Oakland's "jewel in the redwoods," with miles of trails perfect for …

Tip by

4

11.0 km

Joaquin Miller Park

Highlight • MTB Park

Oakland's favorite park for mountain bikers is criss-crossed by some of the sweetest single trails in the East Bay

Tip by

5

15.4 km

Butters Canyon

Highlight • Canyon

Hidden urban canyon preserved by local neighbors in a conservancy with municipal agencies

Tip by

6

16.3 km

Trailhead off Skyline Boulevard with picnic tables, restroom, and overlooks into the Redwood Regional Park. The unique serpentine rock along this ridge produces a very typical plant habitat.

Tip by

7

22.4 km

Skyline Gate Staging Area

Highlight • Parking

The Skyline Gate / Pine Hills staging area offers free parking and entrance to Redwood Regional Park near it's highest point, making it an excellent place to start a loop …

Tip by

8

22.5 km

Skyline Gate Redwood Regional Park

Highlight • Rest Area

Skyline Boulevard crests near the entrance to Redwood Regional Park. There are bathrooms and viewpoints into the park that drops to the east, generally north-east along and below the ridge of the Oakland hills.

Tip by

B

26.2 km

End point

Bus stop

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Way Types & Surfaces

Way Types

10.00 km

8.44 km

7.21 km

350 m

143 m

< 100 m

Surfaces

15.5 km

7.07 km

3.39 km

236 m

< 100 m

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Elevation

Elevation

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

Highest point (440 m)

Lowest point (220 m)

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Weather

Powered by Foreca

Saturday 11 July

24°C

9°C

0 %

Additional weather tips

Max wind speed: 11.0 km/h

to get more detailed weather forecasts along your route

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Description

If you're looking for a challenging and incredibly scenic gravel biking adventure in the Oakland Hills, the Skyline Boulevard – Joaquin Miller Park loop from Montclair delivers. This difficult 16.3-mile (26.2 km) route packs in 1725 feet (526 metres) of elevation gain, taking roughly 1 hour and 54 minutes to complete. It's a fantastic option for experienced gravel riders seeking diverse terrain and panoramic views of the San Francisco Bay.

What to expect on Skyline Boulevard – Joaquin Miller Park loop from Montclair

This loop is a journey through varied landscapes, starting with paved sections along Skyline Boulevard before diving into the unpaved fire roads and singletrack trails of Joaquin Miller Park. You'll pedal through lush redwood groves so dense they can feel like a Central American jungle, transition into oak woodlands, and cross open meadows. Keep an eye out for stunning vistas of the San Francisco Bay, Berkeley, and even the Golden Gate Bridge from elevated points. Be prepared for a workout; the route features significant elevation changes, including climbs with grades approaching 10%, and some technical singletrack sections that might require advanced riding skills or even a short hike-a-bike.

Planning your visit

Joaquin Miller Park is a popular spot, especially on weekends, so expect to share the trails with hikers and other bikers. Parking areas along Skyline Boulevard and Joaquin Miller Road are known for vehicle break-ins, so exercise caution and secure your belongings. Always check for recent trail conditions, as some areas can be prone to erosion, particularly after rain. While no specific permits are needed, being aware of other trail users and potential car safety issues will help ensure a smooth ride.

  • Distance: 16.3 miles (26.2 km)
  • Elevation gain: 1725 feet (526 metres)
  • Difficulty: difficult
  • Estimated time: 1 hours and 54 minutes

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