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Re: MMers from the north...
As pps said, winter clothing items really should be thought of as an investment. Yeah, they are expensive, but 1) they are a requirement (sad face) and 2) good quality gear will last years and years.
H and I enjoy shopping at Cabelas, but you can price shop and I can sometimes find the same thing on Amazon for cheaper. So I'll pick out what I want and then order it online.
I did find my current puffy winter coat at Kohls one year and it is soooooo warm! No idea how it would pack. I would probably check into getting a Columbia system for traveling because they have the 2-in-1 and 3-in-1 coats that I think would be handy; they probably wouldn't squish as well as a puffy coat though.
For gloves, I like a Thinsulate or fleece lining and leather outside. If you don't want to be cold, the two most important things to keep warm are hands and feet, IMO. Whatever you do, you should definitely choose FUNCTION over FASHION. I've worn plenty of pairs of gloves and mittens that were super cute and practically froze my fingers off! If you don't look like a ridiculous bundled up snowman like the little kid in 'A Christmas Story', you're probably not doing it right :-D
TTC since 1/13 DX:PCOS 5/13 (long, anovulatory cycles)

Clomid 50mg 9/13 = BFP! EDD 6/7/14 M/C 5w6d Found 11/4/13
1/14 PCOS / Gluten Free Diet to hopefully regulate my system.
Chemical Pregnancy 03/14
Surprise BFP 6/14, Beta #1: 126 Beta #2: 340 Stick baby, stick! EDD 2/17/15
Riley Elaine born 2/16/15
TTC 2.0 6/15
Chemical Pregnancy 9/15
Chemical Pregnancy 6/16
BFP 9/16 EDD 6/3/17
Beta #1: 145 Beta #2: 376 Beta #3: 2,225 Beta #4: 4,548
www.5yearstonever.blogspot.com
Honestly, when I say Columbia I am referring mostly to the type (3-in-1) than to the brand. I just always know them as Columbias. It's like calling a box of tissue Kleenex
If LL Bean has what looks like a good quality coat for a good price, I'd go for it. Especially if it has a lifetime guarantee! Just make sure it's rated for the temperatures you'll be experiencing.
TTC since 1/13 DX:PCOS 5/13 (long, anovulatory cycles)

Clomid 50mg 9/13 = BFP! EDD 6/7/14 M/C 5w6d Found 11/4/13
1/14 PCOS / Gluten Free Diet to hopefully regulate my system.
Chemical Pregnancy 03/14
Surprise BFP 6/14, Beta #1: 126 Beta #2: 340 Stick baby, stick! EDD 2/17/15
Riley Elaine born 2/16/15
TTC 2.0 6/15
Chemical Pregnancy 9/15
Chemical Pregnancy 6/16
BFP 9/16 EDD 6/3/17
Beta #1: 145 Beta #2: 376 Beta #3: 2,225 Beta #4: 4,548
www.5yearstonever.blogspot.com
We buy all our winter gear on sale, usually at outlets. I'm most comfortable in waterproof hiking boots for my day-to-day. Columbia, L. L. Bean, Merrill, etc. are all good brands. Mine are Asolo-they're a bit pricier but I use them for actual hiking a lot in the summer, as well as field work at my job. They've last about 6 years now.
My favorite winter coat solution, as others have mentioned, is a puffy, black, fitted down coat with a hood that goes down to my hips. It's light and comfy, but because it is black it works in more formal situations. The only time it won't cut it is in a cold rain. I have a North Face shell I use on those days, bought on very deep discount 10 years ago but still works awesome. My black coat is Patagonia which is a great brand, but I'll never pay full price for their stuff. We have an outlet near us where we can get Patagonia at mega-discount, or else I'd never be able to afford it.
Smart wool socks were a great idea. We get ours "slightly irregular" from LL Bean outlets.
Another store that stands by what they sell is REI. H has returned things there that are close to a year old but developed some sort of structural problem beyond normal wear and tear. They're expensive to start, but can have good sales from time to time.
Target is great for cute, cheap hats and scarves. They should have their winter stuff online soon, if not in stores near you.