I grew up in a suburb where the frontage of each lot was exactly 50 feet. I can close my eyes and see 3 houses down, and know that is 50 yards, within a yard. I can see 6 houses, and be within 5 yds in the field.
When I set up a stand, I try to make shooting lanes thru the brush and trees, cutting off branches that obstruct the view, and shot. I don't hesitate to use my axe to put a blaze on trees at 50 yds, so I know exactly what range I am seeing from the stand.
I know hunters who take out ranging stakes to place around their stands. That is Not a bad idea. Bow hunters are more likely to use ranging stakes, around here, I have found.
In woods and brush, once I have ONE marker at 50 yds made, I can use that blaze to accurately estimate the range in a 360 degree circle of the stand. One year, I took my 50 foot tape measure out to check my accuracy. I was within a yd. at my 50 yard blaze.
The most difficult estimation I have had to make is over a flooded river, where a snag was bobbing up and down in the water about 70 yards downstream. I closed my eyes, and counted " House lots" back home to come up with 75 yards, and the snag was short of it by a few yards. A friend and I put 6 .45 rounds out of 6 shots into that snag from a revolver, at that distance. It was the longest yardage he had ever shot with a handgun.
I will admit that judging distances over plowed fields or over winter wheat is difficult. I can only assume that estimating range over open prairies is also difficult.