Originally Posted by Matthias99
Closest->Furthest of the major resorts in NH (which are the closest to Boston):
Bretton Woods / Attitash
Those are the easiest day trips from the Boston area.
And they're all nice areas to ski...on a non-holiday weekday. Those that have only experienced Wachusett on a crowded Saturday won't have a positive impression of the place. But it is a great place to hit on a weekday when there's some fresh snow on the trails. And they do seem to be located in a nice little snow belt. If you're seeing a mixture of rain and snow in Cambridge, chances are they're getting all snow at Wachusett. There's just an entirely different vibe to the place on those days. No lift lines, a real laid-back atmosphere, and the easy drive make for a stress free day on the slopes. On those days you'll find that it's really a beautiful little spot...something you wouldn't notice when you're fighting crowds on a Staurday.
On weekend days, I tend to avoid all of those areas, as their proximity to Boston makes them very crowded.
Sunapee can be manageable on a weekend day if you get there very early. Get a close parking spot, and be ready to board the HSQ by 8:30. You can then get a bunch of runs off the HSQ till around 10:00, when the crowds build up. I'll head over to the Sunbowl area around 9:45, and it generally stays relatively uncrowded for another hour or so. Take an early lunch, and be heading back to the slopes at 12:00. Staying one step ahead of the crowds, that's usually a good time to get some runs in the North Peak area (Goosebumps, Flying Goose, Lynx).
Boston isn't SLC by any means. But, it's easy enough to call in sick, get in a really nice day of skiing, and be home for dinner. There aren't too many major US cities where that's possible.