Our sponsor sons and daughters at USNA from warm weather states quickly learned from company mates and classmates from cold weather states how to cope with mid-Atlantic humid, bitter cold and wet, what to get, how to augment issued uniform gear with Under Armour layers and sock liners. They figure it out. The USNA Mid Store is well-stocked with Patagonia, Under Armour, North Face, camping/trail socks, etc. I suspect other SA stores are appropriately stocked.
Our USNA '14 sponsor daughter, down from grad school at MIT for N-AF football, is a Texas native. Froze her butt off the first year at USNA, acclimated, and she now has a full wardrobe of wet proof lined boots, down vests and jackets, performance layers, LL Bean "duck boots," polartec lined wool hats with ear flaps, and thinsulate 200 lined wet proof gloves. She laughed appreciatively when I showed her the post, saying "just ask the local cadets, it will be fine." She has enjoyed texting photos of herself building massive snowmen at MIT this past winter, still amazed her Texas blood has thickened up.
Gift cards to LL Bean always handy, when civilian clothes are needed.