I think it depends on your needs, and they do change over time. Last time when we did the Dining Plan, we did not spend much other cash at all. On our first visit, we did purchase quite a few souvenirs.
On this time, we will be paying OOP (out of pocket) for all food. And our children are now teenagers. Our handling of expenses will be different.
For my teens, I purchased them each a Disney Gift Card, because I wanted them to have some independence, did not want to give them room charging privileges, yet wanted them to budget.
We have done travelers checks in the past, but they are somewhat of a pain. This year we are considering either purchasing a
AAA Visa money card or charging to the room (Dh and myself) then paying it off at the end with my Disney Visa. I do want to keep track of what we are spending, and the room charging will help more with that because of being able to request a printout (there is no printout of the AAA Visa card.) Yet, I like the AAA Visa Cash card, because it is not attached to any account at my bank, and that it is just like cash, because it is limited by the amount that I put on it. When charging to the room, "It's only $25 to buy that" adds up really quickly. I get a discount on purchases over $50 with my Disney Visa (not at restaurants, but at stores) so I will pay for any purchases of that amount on my Visa, not charged to the hotel. Some of the small stands only take cash. You also want cash for tips.
I am not being much help, because I am vacillating so much myself. It really depends on your needs and what you are comfortable with.
If I was to do our first trip over, I would charge everything to the room, just so I could keep track of what I spent and where I was when I spent it. Those itemized charges give you a tangible record of where you were that day, and this is especially helpful if you don't take any notes, which I suggest you take 10 minutes a day to do - otherwise the printout will jog your memory, Example: "Oh, we ate at 50's Prime Time - that was the lunch we were running late to, and the CM "Mom" really teased us!" That kind of thing. Now
I'm leaning towards charging to the room!
Best of luck!
