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The only way I would consider skipping HS is if I had kids with me but since this is a kids free trip, then no way would I skip visiting the park. Between Tower of Terror, Rock N' Roller Coaster, Star Tours, The Great Movie Ride and Toy Story Midway Mania there are too many good rides I'd be...

I see a lot of people recommending Via Napoli, but honestly, I would only go here if your family wants pizza - something I'm guessing you're not considering you wanted something on the "nicer" side. Don't get me wrong, Via Napoli is great and the pizza is very good, but for a more traditional...

Just park at Downtown Disney (free parking) as the buses will take you to every WDW resort from that location. I would recommend taking your first bus to the Wilderness Lodge due to the fact that I believe it is on the same bus route as the Contemporary Resort. Once done at the Wilderness...

I've gone to the parks on arrival day on my past 2 trips to WDW and can say that it is totally possible to get everything you want to do accomplished...with lots of careful planning. Step 1: Take advantage of the FastPass+ system. I would advise reserving your spot for Toy Story: Midway...