Portola Valley Loop (15 miles)
Time yourself from the intersection of Sand Hill and Santa Cruz, back to that spot - a classic local marker set.
Old La Honda (15 miles)
The quintessential climb on the peninsula - everyone knows their best time. Come back via 84, NOT back down OLH.
Canada Road (28 miles)
The team will often do a Time Trial from Edgewood out to 92 and back; about an eight mile round-trip. We'll do this throughout the year and watch your time drop!
Ring of Fire (30 miles)
Not for beginners! This is one mean route. Covers all the "small" hills near Stanford.
Kings / 92 (35 miles)
Climb Kings Mountain Road (a classic), descend Skyline to 92, down 92 (careful with traffic!), and return via Canada Road.
Page Mill Southern loop (40 miles)
Climb Page Mill, Skyline to 9, down 9 to Pierce, over Mt. Eden, and back paceline along Foothill.
Classic Coast Route #1 (50 miles)
Climb Page Mill, cross and descend Alpine to 84; take Stage Road to 1, then up Tunitas Creek. Unlike OLH, Kings is pretty safe to descend.
Palo Alto Bikes has a collection of routes
Klimb is an interactive map of the Bay Area that allows you to plan and save bike routes. Check out http://www.klimb.org/klimb.html if interested.
The Running Club keeps a list of routes online.