I will ride down to 30-32F, and only if the roads are clear and dry. I wear wool socks (DeFeet Blaze) and PI toe warmers on my feet; regular cycling shorts with long unpadded tights over them for my legs; a long-sleeved merino wool base layer with another long-sleeved layer (either Under Armour or heavier cycling jersey) on top of that, then a lighter windbreaker for my torso; a buff for my neck; and either a balacava or thinner fleece cap underneath my helmet. For gloves, I use Descente Wombat gloves. This set-up keeps me pretty comfortable in colder temps.