Thanks for the additional feedback on the actual "season". To clarify, I was curious what the options were as well as limiting factors. Obviously, I ride year round in Texas, which means I own gear that will allow me to ride in temps down to 20 degrees, although that is very rare. The coldest temps I usually experience in DFW for riding are around 35-40 degrees, which is probably pretty mild for New Jersey in February. Weather is one thing, I also wanted to make sure that the trails were actually "open" during the cold weather. I can always puss out if I'm not in the mood to ride in the frigid temps, but I want that to be my choice. It's nice to know that the trails are generally rideable year round.
Down here, we don't ride muddy or wet trails, so even though we ride year round, if we get a good day of rain, we can't ride for at least a week.
The weather here is also somewhat freakish. For example, it was 75 degrees on Friday so my son and I rode. On Saturday, it was in the upper 30's and low 40's, which isn't all that bad, but given the choice between 75 and 35, I'll take 75. So friday was our ride day and I worked on my honey-do list over the weekend.
During our prime riding season, I will get in 5-6 rides. The "season" although easily year round- is also somewhat dictated by daylight savings time. From April through November I'm getting in an easy 5-6 rides per week. My winter average is 2-3 per week.