It took some trial and error, but I finally figured out that only black stockings work well with my new black boots. Once I worked this out, I was able to alternate each day with the two pairs I brought, while utilizing the laundry services at the hotel. Amazingly they didn't hurt from one mile of walking with proper stockings. I had been trying to wear leggings and thin socks but it was still too thick and caused extreme discomfort.
It was nice to dress well each day in my favorite skirts and black boots. I work from home most of the year and while I don't work in my pajamas, I also don't get fully dressed like I'm going into the office.
To be honest, the weather was just a tad warm for boots, upper 60's, but I didn't care and wore them every day!