Some reasons why people wouldn't take the
free dining plan:
1. To get the plan you need to pay rack rate thus losing any discounts like AAA or AP, depending on the resort and length of stay this amount varies. For my stay I estimate it's around $450 for 7 nights.
2. To get the plan everyone in your party needs to also buy tickets and everyone in the room needs the same tickets. If you've already bought tickets for your trip or have an AP this is another expense to get the free dining.
3. If you're planning a split stay at resorts you can't use the package unless you buy tickets for each resort (as far as I know this is how it works) for example 3 nights mod and 4 nights deluxe instead of buying 7 day hoppers for your stay you'd have to buy 6 days at your 1st resort and 1 day tickets at the 2nd resort to get the package for the whole trip. Having to buy 1 day tickets for everyone in your room now costs an extra $63/adult and $50/child instead of a few dollars to go from a 6day to 7day ticket. This extra cost also applies to reason #2 if you have an AP or already purchased tickets unless you're willing to save them for another trip.
4. If the dining plan doesn't fit your style. If you usually do alot of counter service or eating in the room and don't want to do alot of sit downs it isn't worth it unless it's truly free without losing any discounts or having extra ticket expenses. It's probably still worth it if you only use the TS on the plan even if you don't use many of the CS or snacks and are ok with paying for extra meals out of pocket.
Calie