Depending on where you live in MA, you should be able to ride some during the winter. Every so often there are snow free winters. If it is too icy where you are you can go to the Cape or RI . Sometimes the roads are clear there. Of course some times, they are worse. Check out the Winter cycling forum for tips.
Just use your bike a lot, do errands by bike; commute etc. sometimes November and early December are nice for riding.