That kind of thing is available in the US and Canada with Garmin's Mapsource Topographic maps. But since you're using words like "bridleway" and "Ordanance Survey," I can only assume you're talking about the other side of the pond. In which case, Mapsource won't help you. But there might be equivalents to Mapsource TOPO maps for the UK from another vendor.
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- trs