todzwife, you just have to figure out what you want to do, and start from there.
When we went in September, we went with a package through Costco, and stayed 4 nights at Paradise Pier and then 2 nights at HoJo on the entertainment book rate. We upgraded our 5 day parkhoppers from that package to APs for the year.
Our first trip was spendy, for us, and we bought several souvenirs, ate at Blue Bayou one day, and so on. On the other hand, we had a car so we stopped at the grocery store to get some treats and such, which made food a little less expensive.
For our December trip, we got 4 nights at the Anabella Hotel (totally decent hotel, loved the hardwood floors on the first floor rooms, excellent staff) for UNDER $400 through Travelocity (and I clicked through Sunshine Rewards so I got credits for that, LOL). Since our tickets were the APs that we'd upgraded to, it's hard to figure out ticket price for that.
For food and souvenirs, I decided that $100 per day would do us nicely, and I bought some gift certificates to keep me "honest", so I wasn't using my debit card all day long and confusing myself. Much easier to write $100 in the ledger per day than multiple entries.

And we came out well under that $100 per day, took the gift cards home, and I used one to make a disneyshopping.com order the other day.
Trips vary from one to the next, and from family to family.
Even your November stay at an offsite hotel might vary...get too close to Thanksgiving and you'll be paying much more than further out from Thanksgiving!