Our winters are pretty warm and comfy. We usually have about 0° (first Celcius than Fahrenheit). On really cold days it´s about -20°F.

Just got a very cool Christmas present apropos for this thread.

A friend just got back from a month in Nepal building medical clinics. He met a local woman who handmade wool caps, and even stitched in a wind blocker liner. He took it to Mt. Everest base camp and took a picture with it.

A nice red wool hat similar to the classic watch cap for winter. When I need to keep sun/rain off my head in summer, I have a wide brim tilly, and my go bag has a now well crumpled boonie cap that has a LOT of 550 cord laced around the rim, for those times I don't have a hat, and suddenly need one (A brimmed cap keeps the rain off my glasses, and makes life a lot safer)

Nothing fancy or hi-tec and no cool name but how about this:

http://www5.jcpenney.com/jcp/X6.aspx?DeptID=53006&CatID=53087&GrpTyp=PRD&ItemID=16b4a05&attrtype=&attrvalue=&CMID=53006%7c53019&Fltr=&Srt=&QL=F&IND=13&cmVirtualCat=&CmCatId=53006|53019|53087

Wish I knew the secret to making that appear as an actual link. Just copy and paste it in your browser. Very warm. I carry one in a parka pocket through the winter. On the down side it's not waterproof on its own but covering it with the parka hood does nicely for keeping dry. I also like just a plain old synthetic balaclava. Wear it as a watch cap in milder temps and pull down when the temps drop.

Haertig's Carrhart is a nice one too. I emailed that page to DW. Too late for Santa but maybe as an after thought

above freezing (and not windy) - felt fedora (Cabela's Three-Forks) as the brim nicely keeps sleet and other crap off my glasses and from going down my neck.

below freezing - an old fashioned watch cap (well the new fleece version, the classic wool having become harder to find).

nasty, windy or single digit temps and below - a Windbloc Headsokz. It is just plan cozy in the worst cold weather.

http://www.buyhappyfeet.com/Headsokz

Gotta get me one of these it looks like:
http://www.carhartt.com/webapp/wcs/store...tegoryId=10902#

+ GoreTex on top would be awesome!

If I`m doing "WORK" outside my hat normally comes off shortly, unless it is snowing or raining. Even with a shaved head I warm up rather quickly!

I have an acrylic watch cap that's quite warm. For Christmas I got myself and my wife wool Buffs. The big advantage of this combo for me is that I can keep both in the pockets of my coat with a pair of gloves, so my outdoor gear is largely self-contained and easily adjusts to various levels of activity and the very changeable weather around here. If it gets nasty I can make the Buff into a balaclava, put on my hat, and unroll the hood of my parka on top of that.

I've become a fan of Tilley hats. I bought my first one because I just couldn't find a nice had big enough for my giant mutant head.

For summer I use a Tilley LTM6 - with the mesh panel around the top and the wider brim.

For winter I use a combination of Carhartt knit hats (I like the blaze orange ones) and a Tilley TW2 Winter Hat. I like that the brim of the Tilley hat keeps the falling snow off my glasses, plus it has an ear warming flap and a forehead warming flap.

I was kind of surprised to find that the Tilley TW2 Winter Hat is dry clean only, though I've yet to need to clean it.

My favorite Cold Weather (winter) hat looks something like this .
I was just searching for an example of my hat, and saw that style called "trapper", "trooper", or "bomber" on different web sites.
I had always called it my "Russian hat", because you always see some guy on TV named Leonid, standing on a podium watching a parade of tanks go by.

I "customize" mine a little bit, by putting on a regular "ball cap" first, and then putting the Russian Hat on over that. That way, I have a "Russian hat WITH BRIM" !!!

I had one of those bomber hats when a kid. I loved it. I tried to buy one from Cabelas - got their XL size, but it didn't fit my mutant giant head ... gave it to my son - who enjoys it.