Those all are such cute boots and, Maya, yours look adorable on you!
FWIW, I have been boot shopping and have tried on lots of FRYE's lately. I usually wear an 8.5, but had to get 8 in the Harness boot, 8 in the Heath outside zip, and stayed with 8.5 in the Cindy Pullup. I do NOT buy them with the intention of wearing a heavy sock. I buy them thinking I'd wear a smartwool sock or hose with a footie of some sort over the hosiery - so a medium sock thickness.
If you are tenacious, you CAN find some deals. I think each of mine ended up being about half price (after I get by Bing cashback $).
I have yet to wear any out (we have so much salt in our parking lots now), but any day. . .