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Bradford.
If you're looking for somewhere to ride round there on your stop I'd have a look at routes and base it on the places there are trails, because other wise you might find that it's either forbidden or a gate/stile every 50 meters, or if you lucky a gate 5 feet up a wall thats only a foot wide (had that one twice the other day).
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Regarding the rain, it always rains, but isn't generally that boggy, streams will form in the trails though, so expect to get wet but with clean water.
Dogs
@Dammit
I need to decide (and book) where we are staying on the way up to Scotland. Ideally I'd like to stop around halfway, which is approximately Leeds-ish. Where's good to stay for a day and go and ride a bike/hike/do something interesting if it's pissing with rain?