Skyline Boulevard – Grizzly Peak Boulevard loop from Ashby
Skyline Boulevard – Grizzly Peak Boulevard loop from Ashby
5.0
(1106)
9,527
riders
Skyline Boulevard – Grizzly Peak Boulevard loop from Ashby
03:45
73.0km
1,270m
Road cycling
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.
Last updated: May 20, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Train Station
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9.53 km
Bay Overlook
Highlight • Viewpoint
Tip by
11.0 km
Skyline Boulevard
Highlight (Segment) • Cycleway
Tip by
12.3 km
Huckleberry Botanic Regional Preserve Upper Pinehurst Entry
Highlight • Trail
Tip by
13.0 km
Skyline Gate Redwood Regional Park
Highlight • Rest Area
Tip by
22.5 km
Redwood Regional Park South Entrance
Highlight • Rest Area
Tip by
28.3 km
Valle Verde Trailhead Lafayette
Highlight • Trail
Tip by
42.9 km
Wildcat Canyon Road
Highlight (Segment) • Cycleway
Tip by
58.1 km
Grizzly Peak Boulevard
Highlight (Segment) • Viewpoint
Tip by
73.0 km
End point
Train Station
Way Types & Surfaces
Way Types
37.5 km
33.9 km
910 m
871 m
Surfaces
71.6 km
1.47 km
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Elevation
Highest point (510 m)
Lowest point (40 m)
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Weather
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Today
Tuesday 7 July
21°C
11°C
0 %
Additional weather tips
Max wind speed: 21.0 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 challenging and rewarding road cycling experience in the East Bay, the Skyline Boulevard – Grizzly Peak Boulevard loop from Ashby is a classic that delivers. This difficult 45.4-mile (73.0 km) route packs in 4182 feet (1275 metres) of climbing over roughly 3 hours and 44 minutes, making it perfect for experienced cyclists seeking panoramic Bay Area views and a serious workout.
What to expect on Skyline Boulevard – Grizzly Peak Boulevard loop from Ashby
The route transitions dramatically from urban settings into the natural beauty of the East Bay hills. You'll encounter a mix of smooth and rugged paved roads, with winding sections that demand attention. The real payoff comes with the continuous panoramic views of the San Francisco Bay, the Golden Gate Bridge, and even Mount Diablo, especially from key stops like Inspiration Point in Tilden Regional Park. Expect significant, sustained climbs, like the one up Claremont Avenue with its 11.2% average grade, and technical descents on Grizzly Peak Boulevard, so this ride is best suited for cyclists with good to very good fitness.
Planning your visit
While the East Bay hills offer incredible cycling, be mindful of traffic. Sections of Skyline Boulevard and Grizzly Peak Boulevard can get busy, particularly on weekends, and some parts of Skyline Boulevard lack a dedicated shoulder. For a quieter experience, consider riding on weekdays.
Trail details
- Distance: 45.4 miles (73.0 km)
- Elevation gain: 4182 feet (1275 metres)
- Difficulty: difficult
- Estimated time: 3 hours and 44 minutes
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