Though not due to a lottery win I did this last year for my 40th
Stayed overnight at the Hilton before flying with Virgin Atlantic in Upper Class
Rented a Silver Ford Mustang and Drove to our Room, a 1 Bedroom apartment at Kidani Village in AKL
Spent over two weeks playing in WDW with some special highlights:
Ate at several signature restraunts. Went to Boma Breakfast several times, now my new favourite meal on property.
Had Remy sing Happy Birthday to me.
Did an Illuminations fireworks Cruise.
Paid for a 1 night stay at The Hard Rock and spent two days playing at Uni\IOA getting FOTL access.
Went and watched Gabriel Ingesias live.
Oh, and finally go over my fear of Rollercoasters, so:
Rode Rock 'N' Rolercoaster 3 times back to back (6 times total during the trip)
Rode Tower of Terror 3 times back to back (4 times in total duing the trip)
Rode Everest 10 times back to back! (probably around 16 times in total during the trip).
There was other stuff but if I listed it all I'd be here all night!
So if I won the lottery how would I top that?
Simple, I'd buy a house at Golden Oaks and move to Florida...