When planning routes through places I do not know well, I tend to use http://www.bing.com/maps/ quite a lot, because of its 1:25k and 1:50k OS map layers (streetmap.co.uk has OS maps too, but I find it slower to navigate to what I want).
I flick between the OS maps, the standard aerial photo layers and the "Bird's eye" angle photo layer, and that way I have a rough mental picture of how my planned path fits in with landmarks (pylons, buildings, field boundaries, rivers, lakes etc), rather than the green dots on the OS map alone.
Where trails meet road I check out Google streetview if available, to see what the path entrance/exit looks like.
And as others have said, you could print out a copy of just that part of the map and fold it up and stick it in your pocket/waistbag.