I'm considering doing a couple days on the AT, the 30 miles NOBO before Bear Mountain. Temps are looking to be highs of 40, low of 25 with a chance of snow. I'm a Floridian. I've got:
Thermarest Prolite Plus
20 degree Enlightened Equipment Quilt
Down balaclava
Smartwool Balaclava
Turtle Fur (merino) beanie
Smartwool sopris glove liners
Smartwool midweight bottom baselayer
Icebreaker 200 bodyfit top baselayer
Montbell U.L. down jacket
Marmot Precip jacket
Marmot Precip rain paints
Smartwool socks and North Face trail runners
Concerns: not enough insulation for my lower half at night. Don't have a waterproof covering for my glove liners. Quilt is supposed to be good down to 20 comfortably, it's apparently overstuffed by default so that the temp ratings are accurate. Haven't tried it that low yet. I was almost hot in the 40s though.
I also have some "waterproof" Timberland hiking boots that are another option. I can potentially borrow my friend's Marmot Pounder synthetic bag, good to 40 degrees. If I climbed in the Pounder then wrapped the quilt around myself I would be a lot warmer.