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My sketching gear varies from time to time, but in less-than perfect conditions it's best to keep it really simple so that you can work speedily. I mainly sketch on hardback cartridge books, even in watercolour, as it dries quickly on the smooth paper unless conditions are truly damp. I take several soft-grade pencils along, including water-soluble ones which can suggest a lovely mood. They are especially effective for suggesting snow conditions. A range of four or five brushes is adequate, and often I use just one on a sketch. I also carry around a plastic aquash brush which holds its own water reservoir in the handle. You only need a few colours. I prefer half-pans when working out of doors, rather than tubes, as they are all ready for action once I open the box, which has its own integral palette.
Finally, it's also a great idea to have some plan of where you intend to go. I like to plan for different locations for different conditions. If the heavy rain has stopped seeking out waterfalls in spate might be worthwhile. Hoar frost on trees may not settle for long, so in that case it would be vital to be out quickly into the trees. Snow can totally transform all kinds of landscape, which can give you a wide choice, but a thin covering can quickly disappear, and it may be all you get all winter!
One last tip: try to get a 20-minute walk in before you sketch and you'll find you can cope much easier than if you just stumble out of the warm car to start sketching or painting. So, with winter upon us, now is the time to sort out all that gear and be ready for those good days. Don't forget, afterwards you can treat yourself to tea and cakes and really feel you've achieved something. Oh, and don't forget that camera.....