There is a fun tour at Mt. Greylock in Adams, MA.
It has a historic CCC ski trail that has been maintained in recent years so you don't need a super deep base. I think it is around 2K vertical probably a bit less. I sometimes head up there early on a powder morning...really just 1 trail and it can get beat up fairly early.
It looks to be about a 3 hour drive from Boston though and there are tours in NH that may be closer.
Mt Washington is the closest you will get to an alps/alpine experience here in the northeast US.
Gaspe Peninsula in Canada looks pretty sweet but is around a 12 hour drive.
Mt Katahdin in Maine looks like a great adventure and, from what I've read, it takes about a day's touring just to get to it.
I suggest looking into John Goodman's books on backcountry ski tours in the northeast.
Yes bring your gear!
My girlfriend and I are prepping for a Haute Route trip next April and we plan to do some touring on and around Mt Washington next winter....so long as it snows that is.