I recently went on a search for rain boots that could pass for real boots at the office. I wanted something sophisticated and not too clunky. I ended up buying these Jeffery Campbell Voom Rain Boots at Shoe Biz on 24th Street in Noe Valley. They are also available at Nordstrom.
Another, Shoe Biz find, Hunter Huntress, canvas and rubber.
Wool-and-rubber riding boots: J. Crew.