Two thoughts:
1. Story tellers buffet at grand Californian Hotel gets you a lot of characters to see. For a 5 year old, it's amazing. It can also be done the morning of your flight out since you don't need a park ticket to get to it. A real bonus when a lot of people hit downtown Disney anyway at that time. I wouldn't do it on a park day because mornings are for rope drops and rides!
2. Please don't crucify me for going against the heart of the post, but don't do so many reservations. For a family that's park hopping, line waiting, sitting to get your family portrait drawn,
lightning lane return times etc, it sucks to worry about making that reservation. Especially with so many quick service and app choices that are amazing.
Let alone if your 5 yo needs a break at the hotel with a reservation that's an hour out which you might make but ugghh.
I would do a reservation every other day. Something like this:
Day 0: fly in. Goofy's kitchen. Lots of characters. Gets you in the mood. Rest up for rope drop.
Day 1: DL. Rope drop new attractions. corn dog from red wagon. Pretzels. The classics really plus that new cheesy bread thing (wow that was good). Be loosey goosey. The 5 year old only eats PBJs anyway. Enjoy the park and let the family just explore.
Day 2. DL. Rope Drop the center classic rides. Reservation of Blue Bayou at open. Asking for a waterside table. Get a light up drink cube for the kiddo.
Day 3. DCA There are probably food trucks around for some event. But if you rope drop, you'll find you can do most of the park in a day unless your 5 year old goes to redwood Creek challenge trail and then you'll spend half your morning watching your kiddo burn through all their energy happily climbing (with you climbing after them) and you know they'll need time to cool off! TONS of amazing quick service options at San Frantokyo.
Day 4. DL. You'll have new favorites that you'll want a second bite at (red wagon corn dog) so the family will just be bouncing between rides or hitting everything they didn't get to. If you were to do the Disney princess thing, I'd put it here.
Day 5. DCA Reservation for Lamp Light Lounge. It's amazing. Do it for the evening after your kids rest break (so 4ish?) By now you're probably getting your fill of Disney and looking at the cheque a little harder. Cozy cone or Flos for lunch.
Day 0.2: Do the early morning Story Tellers at the Grand Californian Hotel. Get the last few pictures of your kid with Mickey. Stop by their gift shop one more time. Go to airport. Start planning the next trip.
You can do so much with food without reservations. Also for mobile order, if you're running late you can push back the pick up window.