Okay so I'm 52 years old and have never owned a pair of Chukka Boots and I figure its past about time. My budget is under $300. I want a welted sole that can be resoled once worn down. Sorry if I don't know any of the technical terms. I'm not much into fashion and I'm really casual most of the time wearing jeans in in blue or black and a casual button down shirt. I spend a lot of time in the outdoors. These would be for everyday wear, even though I won't wear them everyday, though depending on how much comfortable they are I may wear them all day on the weekends. I typically wear running shoes to work and take long walks on all my breaks. I do frequent San Francisco and Berkeley as I go to the bay area for fishing trips monthly so I'd like something I could wear all day around town all day while doing a lot of walking and then rather than carrying another pair of shoes wear them to dinner with a pair of black, grey, or khaki slacks and a sport coat. By the way I prefer black and if possible I'd like to purchase them at Nordstrom's since its about the best shoe store I know in the area. Your suggestions will be extremely appreciated.