The Plains Indians who used tipis also moved those tipis down into sheltered valleys every autumn in order to escape the winter blizzards, the winds of which come straight down from the Arctic and are known in the Midwest as an “Alberta Clipper”. Soddies indeed were wet and leaky in rainy weather (tales abound of the pioneer mothers who had to cover everything in the soddie every time it rained to shelter it from muddy water drips), but two feet of dirt and grass will stop an Alberta clipper much better than even a double thickness of leather. And then once you were out of the wind, all you needed to worry about was basic air temperature, not drafts (there was always more dirt available to cram into any drafts coming in around your window or door frame).
Anyway, the pioneers were stuck on the land they’d chosen to homestead; they didn’t have the option of traveling, say, a couple hundred miles twice a year to find a warmer spot to winter, and then to get back to their “home place” again.
And, FWIW, the notorious Massacre at Sand Creek was perpetrated against a group of Cheyenne who were in winter quarters on Sand Creek.
Bear in mind that 17th and 18th century settlers adopted Indian ways grudgingly and temporarily. They started growing, eating, and cooking with corn only under duress, when they discovered that their European grains like wheat, oats, and barley didn’t grow as well in the New World. Dishes like cornmeal mush and corn dodgers were considered homely family fare, along the lines of today’s Hamburger Helper. Corn was used in breadstuffs resentfully since it won’t rise like gluten breads will (bread using a mixture of rye and corn was known as “rye ‘n’ injun”), and the minute they could manage to get their hands on wheat flour–IOW, as soon as they were settled, and became part of the trade network, and were wealthy enough to buy it–they did so.
Moccasins and buckskins, like corn, were adopted only when there was nothing else available at the moment, but as soon as possible in the settlement process lengths of cloth and ordinary European-style shoes were either manufactured at home or purchased (or bartered) from their makers. All those colonial-era spinning wheels, looms, and cobbler’s benches now featured at antiques fairs were used to manufacture clothing to replace buckskins and moccasins, not to supplement them. Children may have been allowed to run around in moccasins, but Real Men wore shoes, and once the pioneer had established himself enough so as to be able to buy, or make, himself some real shoes, he did so. (One of the Foxfire books has detailed instructions for how to make your own shoes at home; presumbly those are frontier skills passed down through the generations and into the 20th century. Interestingly, once you have the basic tools, it’s apparently not that difficult.)
As for using tomahawks, I have never heard that 17th and 18th century settlers customarily used them as weapons, since a gun is so much more effective (and flexible–you can use a gun to hunt deer, too) than a thrown tomahawk.
As for Indian ambush tactics, I doubt whether there’s anything the Indians came up with that 10,000 years of human warfare hadn’t thought of before.