>>1653100For summer boots, go with Vietnam-style jungle boots. Canvas and leather, dry out quickly, let your feet breathe, durable, and comfortable. For winter, wear wool socks and put on gaiters (wool or canvas).
For winter camping, I wear Korean War-era US Army wool pants, a flannel shirt and/or British wool commando sweater, and a wool M43 cap. The more physically active you are, the less clothing you have to wear, and wool is incredibly warm, even in wet weather. When it gets really cold, I wear a Hungarian Cold War-era wool greatcoat, US Army surplus wool gloves and scarf, and a thermal long underwear.
My tent is a heavy canvas US Army shelter half tent. I keep the stakes and poles rolled up inside a sleeping pad, then fold the tent around it, roll it up, and tie it with the ropes. The canvas tent is VERY heavy and bulky, but in winter there is nothing better. It's heavy enough the wind doesn't blow it around, the heavy canvas retains heat very well, and as long as you don't touch it, the canvas is waterproof. I further waterproof it with silicone spray.
For sleeping, I have the aforementioned sleeping pad, a Czech army bedroll (with detachable wool blanket liner and linen bedsheet; it's literally like sleeping in a bed), a US Army modular sleep system Gore-Tex bivy cover, and a US Army wool blanket or two, depending on how nasty the weather is supposed to get.
Cookware consists of an Austrian army 3-piece mess kit, an Esbit stove with fuel, waterproof/windproof storm matches, solid fuel cubes, titanium spork, and a Soviet surplus metal coffee cup. I can cook literally anything with that set up. Water is transported in a 3 liter Camelbak, US Army 2 liter plastic canteen, and a 1960's aluminum Boy Scout canteen.
Food is often a mix of US MRE's, French or Spanish army rations, Mountain House dinners, Dinty Moore beef stew, or Wolf brand chili.