Join Date: Apr 2006
Location: Los Altos Hills
A couple of suggestions:
1. Stevens Creek Trail from the south end (Sleeper Ave access, or Dale/Heatherstone on the other side of 85) to Lakeside Cafe, have a snack, ride back. Pretty flat ride, need to dodge pedestrians/dog walkers/etc.
2. Stevens Canyon Road, to the dead end. Low traffic and really pretty/shaded. Start south of 280 near Foothill to avoid needing to pass the 280/Foothill interchange, say Monta Vista Park or by Cupertino bike shop. Follow the road by the (mostly empty) reservoir to the intersection with Mt. Eden/Stevens Canyon, and turn right down Stevens Canyon. On a weekend there won't be any quarry trucks, but this is more challenging with rolling hills so there's a decent amount of climbing/descending, nothing steep.
Western Wheelers is a good suggestion too, I see them around all the time.