Well I've been back 2 weeks from Italy and just booked our next trip but this time with my kids too. We booked NYC/Milan for February 2020. We will spend 2-3 days in Milan then take the train to St. Moritz and go skiing in Switzerland before returning back to Milan. We are hoping to catch a soccer game in Milan as our kids love soccer.
Any hotel suggestions in Milan? Kids will be 9 and 7 if that helps. Looks like Starwood hotels a lot are already sold out!