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I wouldnt even think about going to tuckermans until the spring time, like april or may. Tuckerman's has some of the worst weather in the world through the winter. You would have to get very lucky to get a sunny day with no wind during the winter.
not much there now, it wouldn't be that good, and the sherberne trail will have nothing at all, if theres snow on the sherberne, you don't have to hike down you can ski down, i'd wait till dec. or jan, or better yet wait till like april, check out the websited off of google, they'l have live camera feeds showing the exact conditions