My personal preference on the Wildcats is to park at my ending point, either the Ski area or at PNVC and ride my bike down to 19 Mile. All the approaches have issues. If going up from Pinkham it's pretty steep to get up the ridge and then you are doing PUDs with them getting higher as you get to Wildcat A vs. them getter shorter the other way. As Peakbagger mentioned, it's a nice walk up to C-Notch. You then have a pretty steep 1000 feet to gain but it's over pretty quickly and as it turns, it's not all in the sun. Ski area slopes are designed for speed on slippery boards over snow. There are no switchbacks and can be tiresome on old joints. (If you go up the ski slopes, put in your own switchbacks, crisscross the ski-trail, it helped when I did Sugarloaf. (I've descended the Wildcat ski slopes twice. When I biked the road, I parked at PNVC and had to walk up from Wildcat but that wasn't too bad.) I've done the road walk twice from either PNVC or Wildcat to 19 Mile, winter and summer near dark and it wasn't fun either of those two times.