We have a 16 year old son that we need to keep in mind as well.
Well best place to stay will be in orchard road for sure, if you're going in mid nov to end dec it will be pack with tourist as the Christmas sale is on.
In Singapore it will very convenient for transportation as every where is link via MRT and buses, which is suitable for everyone. about 6 years ago
I stayed at the Pan Pacific and loved the views although somewhere on Orchard Road would be more convenient for shopping.
Things to do with be to go shopping, shopping and more shopping. Some nice museums are also there and just walking around is good. about 6 years ago
I like to stay by the Marina : Pan Pacific and Swissotel The Stamford. We also stayed at the Fairmont, right behind the Stamford, which was very nice, but no better than the other 2 hotels I mentioned and more expensive.
( The breakfastbuffet was better ) about 6 years ago