I'm in Ontario Canada so I most definitely get winter, lol. I plan on moving them into a very large garage/workshop/outbuilding I have during that time (was originally a horse stable, you can see it in the background). The small coop was a compromise with the wife... she wanted something "small and nice looking" or it wasn't going to work. A week in, she's already saying she wouldn't mind something a bit bigger. I only plan on keeping 5-6 hens when it's all said and done so I won't need anything huge anyways. Really just looking for tips to keep my girls close and get them to come home.
Welcome to BYC.
If you keep the chickens locked in a run for a short while (2-3 weeks) and you feed them in the area you want them to free range they will pretty much stay there. At least mine do. Sure, a few will follow me to another shed or the granary, but only because they think of me as the Ice Cream truck for chickens.
It will depend somewhat on where you keep them and what the lay of the land is. How much land do they have to roam?
90% of my birds stay within a 100 ft of the coop. The other 10% do not go out of my yard but will roam 200 ft or so. Some prefer to forage and hunt for bugs to what the welfare chickens eat. The welfare chickens stay either under the deck or close to the feeders.
If you occasionally give them kitchen scraps or treats in one place, I am betting they will stay fairly close to that area. No chicken wants to miss out on a kitchen scrap.