So although my backpacking experience is decent enough that I consider I know what I'm doing, it's only recently I've had enough income to spend on decent-quality gear, and I'm slowly phasing out my cotton stuff in favor of better options.
My two big upcoming trips are to the Cascades in Washington (early August) and the Beartooths in Montana (mid-late August). I'm in Philadelphia so all we have now is muggy heat, and of course even in winter it doesn't get that cold normally. But I like mountains so I want to be prepared for three-season hiking in them.
Here's what I have now, that's of a weight and material to be used backpacking. Almost all the clothes are things I got on clearance and so forth, and none of them were purchased with an informed understanding of layering principles, and without too much thought toward weight since they were on what was cheap. But I think it's all a decent start. I thought I'd show this forum what I got and ask for suggestions on what to use, how to use it, and what to buy next...
Lightweight, 100% polyester longsleeve REI top
Stoic Merino crew (mix of wool and some synthetics), short sleeve
Stoic Breathe 150 Zip-T, Long sleeve
REI Windstill Jacket
...and for past cold trips, I've also taken a flannel shirt and a light cotton jacket, which needless to say, are gonna be the first things to go. I lugged them on 600 miles of the Israel National Trail and enough is enough...
Columbia convertible hiking pants (nylon/polyester) - these have served me well, even if I went wrong in picking a light color (they sure look grubby after much use).
For night warmth, I've added a pair of cotton long johns.
Feet - Merrell hiking boots
1 pair thick-ish Smartwool hiking socks, 1 pair similar REI wool socks, 1 lighter pair REI wool socks. I'd take 2 pairs on any trip, generally
Head, hands etc - I have some nice Smartwool gloves and a Patagonia wool beanie I got for cheap off these forums recently. I have not had a chance to use them yet.
Sleeping bag - I have an insultex top quilt that weighs about 8oz and does a great job down to around 50, although I haven't pushed it past that. I also have a North Face Cat's Meow 20 degree bag, which is heavy and bulky, but I'm not dishing out the money for a down quilt just yet, so that's what I'll be taking to Montana.
On my upcoming trips I'm not worried about daytime warmth (and really, anytime except winter I wouldn't be) but I get cold easily at night (that's referred to as "sleeping cold," right? I can never remember which is which) and once it gets down below 40 I get cold in the North Face bag. My feet in particular get really cold.
So, I'm looking for something to keep my core warm on cold nights in camp, something to help my feet stay warm in the sleeping bag at night, and a good wind/water resistant layer/shell/soft shell/whatever. I'm willing to shell out for high quality and lightweight pieces of gear, so I'm open to any suggestions. Also to tips on staying warm that don't involve buying gear!