I skimmed
HydroGuy's thread and I think much of the information is still helpful. I think the biggest area where things have changed is in regards to FastPasses. WDW has implemented the FastPass Plus (FP+) system. Basically, guests can now reserve their FPs before they arrive at WDW. On-site guests can reserve FPs up to 60-days in advance and everyone else can reserve their FPs up to 30-day in advance. I suggest you look at
mesaboy2's FP+ SuperThread for more infromation:
http://www.disboards.com/threads/fa...ed-priorities-and-strategies-part-ii.3326057/
If you're going in two years, there is the potential for a lot of things to change, so keep that in mind if you start making any decisions based on how things are working now.
I think the first questions to consider are:
1. When to go (weather, crowds, special events, etc.).
2. Where to stay (on-site or off-site? Value, moderate, or deluxe?)
3. How many days
You mention September and that can be an interesting month. Depending on when you go, it might be very hot and humid, so keep that in mind.
HydroGuy also has a comparison weather thread that will help give you a sense of what the weather is like in FL in September.
http://www.disboards.com/threads/detailed-weather-data-for-dlr.1711391/#post-23004158
The Epcot Food & Wine Festival usually starts in September and runs through early November. It's a lot of fun. You can find lots of information about it on the Disney Food Blog. Here's the link to the 2014 master page:
http://www.disneyfoodblog.com/2014-epcot-food-and-wine-festival/
September also has the Mickey's Not So Scary Halloween Party (
MNSSHP) at the Magic Kingdom. It's a hard ticket event, but with an amazing parade and fireworks show. It's pricey, but a lot of fun and worth going at least once. I wrote up a comparison of MHP and MNSSHP a few years ago (so something are out-of-date, but it'll give you a sense of what MNSSHP is like):
http://www.disboards.com/threads/ha...-superthread-3.2959331/page-108#post-49493997
In terms of where to stay, the first big question is whether to stay on-site or off-site. WDW is much
bigger than DLR, in terms of geographic footprint. So staying on-site and off-site is both a question of cost and a question of time. If you stay off-site, you will most likely need to rent a car to get yourself to the parks in a timely fashion. I always stay on-site, so I don't have much thoughts about the off-site locations. There are three levels of resorts at WDW: the values, the moderates, and deluxes. You can probably guess that the values are the least expensive and the deluxe resorts are the most expensive. The perks (like EMH, free theme park parking, room charging, magic bands, FP+, etc.) are the same, but the difference is room size and resort location. The Deluxe resorts all tend to be close to one of the theme parks. I would start by looking into the different levels of resorts and the basic costs to get a sense of what is in your budget. Mousesavers has a table of all of the rack (non-discounted) rates for the various resorts in alphabetical order:
http://www.mousesavers.com/walt-dis...ls/disney-world-resort-hotel-discounts-codes/
There are other major(ish) difference in planning a DLR versus WDW trip, but this is a starting point. Once you have an idea of when you want to go, where you want to stay, and how many days you want to be at the parks, then the other questions will come up.