Halloween Characters in the Walt Disney World Resorts
Did you know that on certain holidays, characters meet at the resorts at Disney World? On Easter and the week or so before Christmas, characters can be found at mostly the deluxe resorts wearing outfits that fit the holiday. This year, a few resorts including Port Orleans Riverside and Saratoga Springs had characters in patriotic outfits on Memorial Day and July 4 (they didn't do this on Memorial Day last year because I was there, of course!) They also had Jester Mickey and Minnie at Port Orleans French Quarter on Mardi Gras this year (and I was THERE on that day but didn't think it would be a character I hadn't met yet…I'm still kicking myself!)
However, the biggest day for these character meets is Halloween. Last year, I planned my fall trip so I could visit several resorts to meet characters. You can find characters such as the Fab 5 in special outfits you won't see anywhere else, and even some rare characters.
As with everything at Disney, this is subject to change, but here's everything I know about meeting characters on Halloween. For a time, only a few resorts had characters on Halloween, but starting in 2012, every resort had characters for the holiday. Most resorts have it in their recreation guide (there's also other activities at the resorts on Halloween), but others didn't list anything at all. So even if a resort doesn't list it this year, it's possible they will still have characters out. The resort guides are for the month and so they can be found online. But, to give you an idea, last year they were out from 4-7 for most resorts, 6-9 at Port Orleans Riverside, and 4-8 at Boardwalk. The year before it was around that time too.
Jester Goofy at Port Orleans French Quarter
While you can use Disney transportation, it is MUCH easier to have a car to get around to the different resorts. Either rent a car or find a local friend who will be kind enough to drive you around in your quest for characters! :) This is what I did, though my original plan was to get a cab after each resort! Or another suggestion is to stick to resorts close to each other, such as the Boardwalk resorts, the monorail resorts, or the All Star Resorts. You can also easily walk between Port Orleans French Quarter & Riverside as well as between Pop Century and Art of Animation.
Director Mickey at All Star Movies
Now to the characters I got to meet last year:
I had seen pictures of Jester Mickey and Goofy meeting at Port Orleans French Quarter the year before, and knew I had to meet them. Since I was staying at Port Orleans Riverside this trip, it was an easy walk over. They were setting up other Halloween events, but no one knew exactly where the characters would meet. I just sat around the lobby, and thankfully that's where they met, in front of the fountain. Goofy came out first, and I waited around for half an hour for Mickey.
Jester Mickey at Port Orleans French Quarter

Then we jumped in the car and headed over to All Star Movies. Now, it's probably smarter to stick around resorts that are close to each other for time purposes. But, again, I had seen pictures of costumes for Mickey & Minnie the previous year that I had to meet and so that was the priority. At All Star Movies, the characters were meeting next to the pool. Thankfully, we lucked into being the last ones to meet Minnie before her set ended, which really helped with the timing. And then we were able to jump back in line to meet Mickey.
Formal Minnie at All Star Movies
Nautical Minnie at Pop CenturySailor Mickey at Pop Century
Princess Minnie at Saratoga Springs