dropKickMurphy
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(1) Would prefer someplace less corporate and more uniquely New England, (2)Money IS a factor, (3) All things equal, would prefer less travel time . . . but I'd be willing to travel further if the snow would be significantly better.
Thanks!
North Conway, NH is a great ski town within an easy drive from Boston. Lots of lodging options at all price levels. It's touristy without being pretentious. Considering the ages of your kids, I think you'd love the place.
Attitash, Wildcat, Black, and Cranmore are all close by. Each has elements of a classic New England ski area.
Wildcat has some of the best terrain in NE, including some old fashioned narrow trails that twist along the contours of the mountain. It also has jaw dropping scenery with Mount Washington and Tuckerman Ravine looming above.
It does lack somewhat in the amenities department. Its other drawback is the harsh conditions (frigid, brutal wind, boilerplate ice) associated with it. However, considering the date of your visit, it's unlikely you'll encounter those conditions.
Between North Conway and Wildcat is the village of Jackson. Quaint inns and stately homes surrounding a Victorian green, horsedrawn sleighs, skating pond...straight out of Currier and Ives.
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Vermont has a lot of great options, most of them a bit further away than North Conway. Vermont has been getting a ton of snow, so it's likely to have the better conditions by the time of your visit.
If you want to avoid the corporate atmosphere, I'd rule out Stratton, Killington, and Stowe.
Jay Peak, Smugglers, Burke, Bolton, and Sugarbush would all be great choices. With the amount of snow they have been getting, they would be areas with the greatest probability of good conditions for your visit.
For you, I'd probably put Sugarbush at the top of the list. It's got an enormous amount of great terrain, it's a reasonably easy drive to and from Boston, and it's located in the beautiful Mad River Valley. You'll have no question that you're in New England.