I would think it would be a hoot when he has the boots on for the first time
Dependent on how long he is going to be walking on the snow would depend on if he needs boots I would think. If you take him without them check his feet regularly to make sure there is no damage occurring ( he may not show any signs of pain but damage may still be happening since animals hide their pain).
Maybe take a small neoprene or insulated mat he can stand on when you stop for a rest
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