during the winter, you do need to check for the water in the pot. if it's air pot, it might loose water faster so, check occationally. even in traditional pot, my 1 gal containers with 1 yr old cuttings are all drying up faster than bigger pots. i lost all my cuttings last winter due to not checking their water.
for the cuttings still in platic box and what not, do check for molds and air them out occasionally. i use baggie, and i check them every other day at least. i moved all mine to cup few weeks back, but there are about 4 still in the baggie, i change the bag yesterday due to too much moister in the bag from the paper towel. they are doing much better.