Last winter I complained alot and would go train only to get cold and discouraged. I hate the cold
This winter, Im doing things a bit differently. In the cold things hurt worse, and things can be slippery due to weather, also your body can feel stiff and sluggish.
What I did this year was try to design a good Parkour Outfit.
Here is my list:
Thermal work socks with padded soles - 4.50
K-swiss Ariake - 70$ after shipping (ebay)
Long Johns (for really cold) - 6.00
Sweat Pants - 8.00
Thermal undershirt - 6.00
APK hoodie

(other hoodies are more cost effective) - 40.00
Nitrile Coated Work Gloves (really thin and flexible, also get them small so they fit snug) - 3.50
2 wristbands to hold my sleeves from going over my gloves - 4.00
Beanie - 5.00
This made a huge difference, I can be outside for a long time.
Even though the gloves are thin, they keep your hands alot warmer and help cut down on the sting of hitting your hands on things. The rubber stuff on the inside is very grippy and helps keep from sliding during kongs or keeping grip in climbs. It also helps alot for not tearing your hands to pieces 1 hour into your pk session.
Sweat pants can get wet in snow, but overall they work well in cold weather, the socks keep your feet warm.
Oh, and if APK ever makes a beanie, I will buy it.