I've been meaning to write this up for ages, so here it is. Two years ago I started taking skywatching seriously after a sighting near Ilkley Moor - nothing dramatic, just a light that moved in a way I couldn't explain - and I've learned an enormous amount about what equipment actually works, what's a waste of money, and how to keep records that are genuinely useful rather than just a notebook full of "saw something bright, wasn't a plane, probably." This is aimed at complete beginners but I hope even the more experienced watchers might find something useful.
First thing: the cold will defeat you before the sky does. Yorkshire moors in October feel like standing inside a freezer that someone has also filled with damp. Your hands stop working, your torch battery dies, your enthusiasm evaporates. Get proper thermal underlayers, a decent flask, and waterproof everything. I cannot stress this enough. I ruined a perfectly good night-vision monocular because I didn't account for condensation. That was a £180 mistake I only needed to make once.
For kit, I currently run a Bresser night-vision monocular (picked mine up secondhand for about £90), a basic Sony camcorder with night-shot mode, and my mobile on a tripod running a sky-tracking app. I've tried various IR illuminators and honestly the budget ones from Amazon are fine for the distances we're talking about. The expensive gear helps but it's not the difference between seeing something and not seeing something - that's mostly about location, patience, and logging discipline.
On logging: keep a standardised record for every session even if nothing happens. Date, time, location coordinates, weather conditions, cloud cover percentage, temperature, any aircraft you positively identify (and how). The negative data is almost as useful as the positive data. After six months you'll start to notice patterns - certain conditions, certain locations, certain times of year that produce more unexplained observations. That's when it gets interesting.