My typical winter barn attire includes a long sleeved t-shirt, breeches (regular weight), and a vest which I frequently ditch while I am tacking up. Yesterday, I had to wear my one and only thick pair of socks, my regular breeches (I don't own winter weight), and a jacket! I even zipped it up and wore gloves while I was grooming. I felt like that kid on A Christmas Story.
Even with a solid 30 minute ride, both boys came out of the arena warm and dry. I didn't need the cooler after all. The whole week is supposed to have cold weather though, so I think I'll leave that cooler right where it is. I might still need it after a late afternoon ride.