I have a Bugaboo Cameleon and I would NEVER bring it to WDW even if you paid me
I've seen some people with Bugaboos, but usually with infants and a family member is always with the stroller. Are you at all concerned when you park your stroller it may not be there when you return??
I would NEVER park my Bugaboo in a themepark unattended, you're just asking for theft!
The key to strollers in WDW is to NOT have a stroller stand out (Brand wise). Maclarens and Gracos are everywhere. You WANT to blend in.
You have to fold the stroller to get on the boats to WL to MK, so that would be another headache.
Everyone I know with a Bugaboo has a version of a Maclaren stroller for travel. I would really consider purchasing one.
A cheap umbrella stroller has no canopy for sun shade, no recline for naps and short handles that break moms backs.
For WDW, I bought a Joovy Ultralight Caboose for my two boys. My DS4 likes the hop on hop off with the Bugaboo Kiddie board we have so the Joovy works perfect for us.
I don't even know how to fold the Bugaboo!

It stays parked in my foyer, I never close it.
How on earth would you get on a bus with a Bugaboo? What if you had two sleeping children? That's just a nightmare!
Also in order to travel with the Bugaboo, you need to purchase the transport bag which is practically the price of a Maclaren stroller.
I say leave the Bug at home, you don't need stroller stress on vacation
