Skyline Boulevard – Grizzly Peak Boulevard loop from Orinda
Skyline Boulevard – Grizzly Peak Boulevard loop from Orinda
3.3
(20)
52
riders
Skyline Boulevard – Grizzly Peak Boulevard loop from Orinda
03:57
55.6km
960m
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
Temporary access restrictions
Includes segments with temporary access restrictions.
After 7.53 km for 60 m
Customers only
Waypoints
Start point
Train Station
Get Directions
14.8 km
East Ridge Trail
Highlight (Segment) • Trail
Tip by
19.5 km
Skyline Boulevard
Highlight (Segment) • Cycleway
Tip by
26.3 km
Grizzly Peak Boulevard
Highlight (Segment) • Viewpoint
Tip by
28.8 km
Viewpoint
Viewpoint
37.0 km
Wildcat Creek Trail
Highlight (Segment) • Trail
Tip by
43.9 km
Nimitz Way, Wildcat Canyon Regional Park
Highlight • Trail
Tip by
47.2 km
Nimitz Way
Highlight (Segment) • Trail
Tip by
48.1 km
Nimitz Way Trailhead — junction of Curran and Inspiration Trails
Highlight • Trail
Tip by
48.2 km
Inspiration Point Overlook
Highlight • Viewpoint
Tip by
55.6 km
End point
Train Station
Way Types & Surfaces
Way Types
28.1 km
11.5 km
8.53 km
6.71 km
622 m
122 m
< 100 m
Surfaces
33.6 km
19.4 km
2.44 km
208 m
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Elevation
Highest point (550 m)
Lowest point (120 m)
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Weather
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Today
Monday 6 July
20°C
11°C
0 %
Additional weather tips
Max wind speed: 22.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you're looking for a truly rewarding challenge with incredible payoffs, the Skyline Boulevard – Grizzly Peak Boulevard loop from Orinda is one of the East Bay's standout gravel biking routes. This difficult 34.6 miles (55.6 km) loop packs in 3165 feet (965 metres) of climbing over roughly 3 hours and 57 minutes, making it ideal for experienced riders seeking a substantial workout and panoramic views. It's a classic for a reason, offering a comprehensive overview of the region's diverse landscapes and a test of endurance.
What to expect on Skyline Boulevard – Grizzly Peak Boulevard loop from Orinda
This route is a journey through the varied terrain of the East Bay Hills, starting with the significant elevation changes that define the area. While the main boulevards are paved, a gravel biking interpretation of this loop often incorporates unpaved sections within the surrounding parklands, offering a mixed-surface experience. You'll traverse forested areas, including redwood groves and oak woodlands, before emerging onto ridges that provide sweeping vistas. Keep an eye out for iconic landmarks like Inspiration Point in Tilden Regional Park, which offers unparalleled views of the reservoirs and the wider Bay Area, including the San Francisco Bay and the Golden Gate Bridge. Expect sustained climbs and rewarding descents, requiring good to very good fitness levels, but the views make every pedal stroke worth it.
Planning your visit
This challenging loop is very popular with cyclists, so be prepared for some traffic, especially on Skyline Boulevard. While there's no specific permit required, it's wise to carry plenty of water, especially on warmer days, given the significant elevation gain. Many riders find starting from Orinda BART convenient for public transport access, or you can find parking in the Orinda area. The best time to ride is often when the fog breaks, offering unique photo opportunities of the Bay Area, but be aware that the area can be foggy, particularly in the mornings.
Trail details
- Distance: 34.6 miles (55.6 km)
- Elevation gain: 3165 feet (965 metres)
- Difficulty: difficult
- Estimated time: 3 hours and 57 minutes
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