...re’ Scotland/Northern-England; the right bike (the right tires & lights), the right clothing, the right mind-set, an accommodating credit-card: ...what a fabulous proposition. From Ed’; stick to the coast (less snow/ice issues), assume the weather’ll be really-really-really shite (wet/freezing) & so, so very grey & depressing, half your summer daily-millage etc, but: ...sunny days in winter are the finest days of the year (you’ll get one or two) / adventurers are enthusiastically welcomed / anywhere out-of-season can be perversely fun (& is cheaper re’ accommodation etc). I’m assuming that camping isn’t being considered. As for ‘I can't think of a worse idea than riding in GB in winter’; I’d suggest riding in Florida in winter: ...pleasant but so very dull. Happy to help re’ route details (including Iberia) / digs available in Westmorland, Chin-chin, J’.