I live in Ontario, Canada Melissa and yes this temperature would be too cold, so keep the walks brief or try the boot idea. Depending on the dog, he may or may not like the boots. With my dog Bella, I can tell when she starts lifting up her paws and she looks upset. One time last year she wouldn't walk anymore and just stood there. When I see her looking upset with her paws I pick her up. I know your dog is bigger so you probably can't pick him up. If it really hurts your hands then its too cold for your pet.