If you are a strong summer hiker and have an interest in winter hiking, the Appalachian Mountain Club chapters have some winter hiking courses from time to time. I did it many years ago and there were two different levels of activity offered, one for snowshoers and the other for people interested in 4000 footers in winter. I had a great time with fun people, enjoyed our snowshoeing trek in the snow up Mt Cardigan, and decided this was not for me! It was a safe and fun way to learn that with experienced leaders. I realized I had more fun making pancakes for 45 people at the lodge than I did breaking trail on snowshoes when it was my turn. YMMV.

Google the AMC to find out what's on offer.