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I often drive Mt Hamilton Road to Lick Observatory and back. I live at the base of the hill in Alum Rock, and a round trip is about 1.5 hours not including a stop at the top. Easily my favorite road in the South Bay!
Shorter options:
Mt Hamilton to Quimby (short loop is 40 min)
Mt Hamilton to Clayton (even shorter loop is 20 min)
And for traveling to the coast:
Old Santa Cruz Rd to Summit Road to San Jose Soquel Road (Hwy 17 alternative)
Bailey Rd to Uvas Road to Watsonville Rd to Hwy 152 (in south county)
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