I’m in the northeast with close family in Maine. Since I am the “bag lady” I’m often in discussion with my SIL, nieces and daughter in Boston about winter bags. So… for about seven months of the year, we wear most of our bags. But for true deep winter, we have bag preferences based on experience with carrying the wrong bag in cold, windy bad weather. Here’s what works for us:
A strap drop that fits over the bulkiest coats;
A closure that completely covers everything inside, preferably a snug zipper;
A bag that’s large enough for hat and gloves, or we lose them when we pop into a store, mailing facility, etc.
An outside pocket is so useful. Rooting around in a bag when bundled up is just … grrrr. And if you wear glasses, they could very well be fogged up.
Feet are a big plus. Slush turns up in places you ‘d never believe
As to material, I used an LV Westminster, ebene canvas, as my work bag for a few years and it held up beautifully. Unless you’re outdoors ice-skating, you’ll only be outside for short periods of time so the bag won’t crack. My Westminster was great in all bad weather.
Thinking back, most of my deep winter bags have been a version of pebbled leather. If you choose smooth leather, I’d weatherproof the bag. I have one black nylon Longchamp Le Pliage (Neo) that I use if it’s actively snowing, raining, sleeting and all the rest. Otherwise, I just use the deep winter bags. Another thing, dark colors hide any spots that you do get. For the longest time, you only saw black and brown in northern New England in the winter. Makes the coming of spring just the best feeling. Women lighten up their colors. But that slush!
Enjoy the beauty and unique qualities of Maine. It’s a great state in so many ways