I think it's the planning that's half the fun and once that planning is done is when I feel a little let down. I planned my trip last January around things my son and GD would like (character meals, Richard Petty Driving Experience, Kitchen Sink, Cirque, etc). I enjoyed the time we were down there, but at the same time was making mental notes for my May solo trip (lots of time in Epcot, tours, etc). I planned my Sept trip around things my younger son and D-I-L would like (water parks, DQ, dining). It was funny I was so glad they changed the ADR rule to 90+10, because I was worried that part of my 90 days for my Dec trip was going to be falling during my Sept trip and I didn't want to take time out of my Sept trip to call for ADRs. As it was, I got to make all of the ADRs for my Dec trip a few days before my Sept trip started. My Dec trip is planned around things for my 73 y/o mom (nine character meals, lots of TS meals, and Christmas stuff--touring resorts, CP,
MVMCP, Osbourne lights, Illuminations cruise, etc). I decided a few weeks ago to give my GD a trip to WDW the first week of Jan, so quickly (within two days) had to book a room and make ADRs. That trip is being planned around stuff she wants to do (five character meals, alot of time in MK, DQ, mini golf, and hopefully a water park, if the weather cooperates). I'm also tentatively planning a trip for the flower festival in May and also for next October.
Anyway my point is, it's the planning I enjoy, trying to make each trip a little different. So as long as I'm planning another trip I don't have time to grieve for the one that's almost over. I can enjoy it, knowing I have another one coming up soon.