Having grown up skiing both, I can say I know them both pretty well. Wachusett park is small but fun, but they have absolutely nothing in terms of steeps or glades (its illegal on the mountain). You can find both of these and a much bigger park at MS. Wachusett feels a little less corporate, but neither one is exactly your local small-scale area. These are resorts out to make money. If you really want to repeat the same run for an extra six hours in the night, feel free, but night skiing is overrated.