>>626467Army surplus can work but just know that there is ALOT better products out there that won't slow you down.
Thinks you need that need:
>baselayer X2 You will need two sets, one to wear during the day and one for sleeping. Merino wool is the best but about $100 per piece of clothing. Synthetics work well and are half the price. Don't bother with cotton long Johns.
>sleeping bagYou need to get at least ten degrees below the temps you expect either with the bag alone or with a bag and liner. I highly doubt you will be able to fit a wool blanket in your pack.
>sleeping pad or under quilt I use my sleeping pad in my hammock for 3 season hammock camping but I've never been brave enough to try it on the winter since I've felt 30 degrees was pushing the limits on that system.
My advice, save space and weight leaving the hammock at home, get a nice sleeping pad and use the shelters.
>backpackI'm assuming you just didn't include it in your photo? What capacity is it?
>food Pack light and small. Since its a short trip in the winter, I'd go with only about 2000 calories per day at most. It'll be a good vacation and you'll lose a few pounds too. If you are passing through towns, stop there for a quick lunch and thaw.
>cooking system You need a small stove. If you plan on starting fires in the winter with flint and steel and by chopping wood, I'll just say good luck and leave my personal opinions to myself.
>trekking polesMountains and snow/ice make trekking poles more than just a way of taking weight of your knees... which in winter you will be carrying plenty of extra weight.
>headlampIn ND and WI, where I've lived every winter of my life, a headlamp is necessary during eight hour "days". I'm sure that's no exception only a few hours drive south.
>gloves and hatThe hat is most necessary for sleeping. The temperature rating of your sleeping bag depends on it.