No worries SamathaL! I'm an obsessive planner too so I'm glad to help!
It was May they announced the dates for
MNSSHP for that October and just a few days/weeks (still May) after that I started seeing threads on the boards that they were taking reservations for LTT for MNSSHP nights. So I booked that in May too- well ahead of the 90 day mark.
I remember this because I actually purchased my MNSSHP ticket and got a PS for MNSSHP before I had even confirmed my package with
Dreams Unlimited. (I chose to go the
travel agent route for this trip just to help with some of our plans since I was traveling solo with my 6 1/2 year old and it was my first trip to WDW in twenty years so I felt I needed help. They were really great).
As it turned out, the only MNSSHP night that sold out was for Halloween night so I didn't have to get my ticket that early- but it felt good having something planned that far ahead.
We went on a Sunday (10/26) and the crowds were very manageable. I've heard Fri or Sat nights and Halloween are a bit crazy- still fun but crazy.
Traveling with a 6 1/2 year old creates some constraints to plans- namely making sure we had afternoon breaks for the pool and just 'down time'. That MNSSHP Sunday was our last day before departing on Monday so I purposfully left it open with the exception of the MNSSHP. We ended up going over to the MK (we love the MK) to do a few rides and last day shopping for a few hours (like 9-11:30) then were back at the Lodge for the afternoon. I think we caught a boat around 4:30 or so to go back to the MK and then to LTT for dinner.
When you return to the MK depends on your PS time and just what you want to do. They will let you in as early as 4:00 with just the MNSSHP ticket I heard so there were some party goers doing that. Our boat from WL (and FW) was full of folks with PS reservations it seemed. Leaving an hour for dinner was enough time at LTT to be done and ready for the party to start at 7:00. MK closes to 'regular' tickets at 6:00.
Hope that helps. Keep the questions coming if you have any more!