Yes, they stay up for me. Probably the best Fall & Winter socks I own. They stay up without leaving the worrisome compression rings around my calves!

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CarharttMen's Heavyweight Wool Blend Steel Toe Boot Sock

Q: Carhartt cold weather socks: where are they made?

These socks are made in the USA

Q: After several times in the dryer, will these shrink one size or two?

I did not notice any significant shrinkage

Q: what is the % wool in these socks?

They are called Merino wool which means they are a combo of: Wool/Acrylic/Nylon/Polyester/Cotton/Spandex Blend. The percentage of pure wool is very low otherwise they would be unwearable and unwashable. As for the sock itself it's a good combo of fabrics in my opinion. Thick enough yet not to thick. Be aware that these are not a thick boot sock.