Is it you or the horse thats not confident or both.
I would say stick to a route you know perhaps vary which way you do it if its a loop. If you can add on an extra mini loop i find that helps the horse as you take him out of his confort zone then rejoin the loop so he kind of then goes oh that wasnt too bad. Back on what i know. Then the horse builds confidence.
In that case id stick to short routes you know. Although we probably wont be allowed out now.
my hacking is 3000 acres on a private farm