I have a heated shop (wood burner) and do the greatest share of my projects in the winter. Not being a winter sports person and living in Michigan it keeps me busy. Or as my wife says "it keeps me off the streets and out of the taverns"!
I build a lot of furniture; chest of drawers, headboards, etc. and the Kreg Jig saves me time and eliminates the frustration of ill fitting and weak joints.
Garage is shop, NOT heated or cooled... in So. Calif.... small shop... table saw, band saw, DW-735 planer, old 4" jointer, router table, circ. saw, bench drill press, and sanders, clamps...
Spring and Summer and part of the Fall is the best for me... otherwise, it's too wet (rain) and cold.
I have to roll-out some of my stuff into the drive way to really be able to work...
I do most of my woodworking in the summer and fall, I work out of a 24 x 24 unheated garage that doubles to park two cars. IT gets kind of sloppy in there in the winter months due to snow dripping off the cars. someday I hope to build a small shop to work in the winter months, I AM dying to get out there and build something but still to cold up here in Northern minnesota.
I have a garage/woodshop and the van is in the garage most nights. I have an electric radiant heater that I can 'focus' at the place I'm presently working in the shop (all my power tools and worktable are on wheels). If the shop is anywhere near 50 F (10 C), I am comfortable in the shop.
In the summer, it is often too hot by noon to work in the shop. Our seasonal temperatures vary from 100F in the summer down to 15 degrees in the winter. So in an unheated/unairconditioned shop, I work when I can.