Hi Lancelot - it must be 3 years now since we saw you at Stonehenge on our ways back from Glastonbury [8D]
If tax free / otherwise affordable then I'd keep him taxed regardless and use whenever you can but on dry days only, IMO classics deteriorate worse through no winter use rather than careful winter use.
Even then definitely consider a decent cover, to protect from the very worst of the winter weather - compared to paying for dry storage it'll recoup it's costs pretty quickly - both will slow down bodywork deterioration and potenitally save £££'s too (if possible park on a hard standing, rather than soft ground to minimise 'rising damp')
Agree, that a 'trickle charger' / 'intelligent' (not in a Knight Rider way

) battery charger (fully automatic battery 'conditioner') is a very good option too, I got a very decent one free with a subscription to Practical Classics (worth more than the subscription itself). I've seen this offer repeated a few times - a possible Chrimbo pressie option ?
Nothing worse than after a winter lay-up, having your spring being taken up with getting issues resolved rather than a few cheeky Commer outings [8D]
Winter's not the best time but if you can muster yourself to get out to do a few jobs on Ralph then it'll keep more sunshine days free for driving & camping
'Hunny' our Commer Hi-Tor by TorCars