We (family of four) stayed at Holiday Inn Orchard Road for three days in the beginning of January. The location was really good, huge shopping possibilities just around the corner and easyly accessible to the airport and sights either by MRT or taxi (taxis are very reasonably priced in SP).
We stayed in a club room and that is an advicable option. The club breakfast, high tea and afternoon drinks were a delight and the atmosphere much more relaxing than the busy cafeteria feeling of the other restaurant.
The room was bit dark and old fashioned to my taste, but not in a very annoying way. However, the beds were fabulous and room so quiet that I slept like a baby. Service during our stay was very polite and considerate. Kids loved the rooftop pool and it was not too crowded which is often the case.
I would abolutely stay there again on pleasure or business trip.