The last time we moved I made a spreadsheet. Every box was numbered and then every number was on my spreadsheet of what was in it. That way if we had a MUCH needed item I could search for it easily. Otherwise the ONLY things I put on the box was KITCHEN, BEDRM #1, or FRAGILE. I think too much writing on the boxes is confusing. When you unload the truck, ask that every box gets put in the appropriate room right away! That will prevent you from stacking boxes in the garage or basement and leaving them there, unpacked. If something IS for the garage or basement, make sure it's labelled well and on your spreadsheet. Then you can always go back and label it more if it's going to STAY packed (like holiday decorations). Just make sure those boxes are packed well - keep all Halloween stuff together, Thanksgiving in another box so you don't have to dig and dig through 4 boxes of "holiday" decorations.
What do I pack first? - least needed items from storage like holiday decorations, off season clothes, etc. Things that go last? - most needed items like kids favorite toys, current clothes, etc. Use paper plates, plasticware, etc. the last two weeks, just so you don't have so much to clean/wash and worry about forgetting or needing to pack.
The last things to go in the truck should be your MOST used/needed items so they come out FIRST.
The bottom of the truck is the heavy and/or breakables like books, furniture, dishes, bedding and towels, etc. IF something has delicates in it, make sure you label it NOTHING ON TOP! to let people know not to stack stuff on top of it - we did this with our glass vases.
As far as things you don't want/need, maybe call Goodwill, AmVets, etc and see if someone can come several times over the next two months to do free pickups. That way you can schedule the dates now and systematically go through the rooms and know what you need to have out on your driveway or porch the night before - plus then you get the tax write off AND it goes to a good cause.
It sounds like you've got your plate full, but you can also post things on Freecycle.org. It allows someone to contact you to pick up your unwanted items. All you do is post what you have and your town. Someone will email you (they don't get your address, freecycle forwards the email to your acct), and you can reply back with "it's yours, here's our address and a good pick up time and date". It's a nice way to give unwanted items a 2nd chance with someone else - and THEY pick it up from you!
Best wishes on your move.