The 2 things that concern me most is the fact you don't seem to take account for horse's footing and light.
I'm thinking the fact you've posted to tell us what you're doing means though that you know it's not "normal" and have some concern.
Do you know how to undertake a risk assessment?
You need to identify the Hazards: The potential for harm.
Then the Risk: The probability (or likelihood) of harm actually occurring and the severity of its consequences.
Then you need to undertake the process of deciding on actions to be taken to reduce risk to an acceptable level by implementing control measures
It's not sounding to me like you're actually taking anything into consideration with regard to the footing and awareness of your surroundings or tack failure or poor light and the ability for you and the horse to properly see where you are and what's ahead.
You mention some things you take but you don't say such as how long you're out? How well do you know the area? How far are you travelling? How far are you from where people live?
If you tell someone roughly what route you'll take? What approx time you're due back? What arrangements you've made if you don't get back at the planned time? E.g. Is there vehicular access for the person who knows where you've gone? Whether the woods are near roads and hence if you come off and the horse gets free if there's any potential increased risk there? What personal protective equipment are you wearing e.g. Hat? Safety body protector? Boots? High viz outerwear? Do you/should you carry a whistle? Map? Torch? Emergency provisions?
Answer all that lot and I'll tell you whether IMO you're managing risk or taking unnecessary risks.