try the walks...a bigger problem will be to watch for the salt & stuff people put on their walks to melt the ice...make sure if you get some to make sure it says PET SAFE> otherwise it will really mess with his feet & could be poisonous.

try a walk..if it is too cold he will shiver & let you know he is uncomfortable. some dogs will tolerate booties, some not. it's hit or miss. there is also some goo you can put on their feet...i think it's about the same as boots..good luck either way.

i would invest in a jacket for him...they can be had pretty cheap..either thru places like lands end or even petsmart or other places...i got mine thru lands end...they run small so go huge. especially up there that will help keep him warm.

in really cold weather...short walks or play time will do & remember to offer lots of fresh water..dogs can dehydrate just as easily in the cold as with warm weather.

my guys go to the park ever day & play all winter..now it doesn't get that cold here but with the wind chill it can be close to zero or below at times & they can be outside for 45 minutes to an hr...most of the time they play hard & don't seem to care..i stop when i see them shiver or just not having fun.

brrrr. good luck.