Not necessarily. If your family likes to do a lot of character meals, you will almost always come out ahead using the Dining Plan. In truth, the only time we use the dining plan is when we do a lot of character meals, or when it is free. Otherwise we can eat cheaper than what it costs. But some people do like the idea of having everything prepaid, and then not having to worry about having $3 for a pop or $2 for popcorn. We decide how we are going to dine, and then I run the numbers.