Tall Boots and Riding Boots Worth Buying
I’m such a big tall boot person, and every fall I end up wearing the same two pairs on repeat, so I pulled together the ones I would actually spend money on and put them in order from lowest to highest price.
The Quince Italian Leather Tall Kitten Heel Boots at $198 are the pair I would start with. A low kitten heel is what I want when I am on my feet all day but still want the boot to look dressy under a midi dress.
The Sam Edelman Sylvia Knee High Boot comes in regular and wide calf, and I always point that out, because a tall boot that does not fit your calf is a boot you never wear. The Quince Italian Leather Tall Western Boots in espresso brown are the pair I would wear with straight jeans and a big sweater all winter, and espresso is so much easier to style than black if the rest of your closet leans warm.
The Lands’ End Leather Knee High Riding Boots in rich coffee are the most classic pair in the group. A true riding boot with a flat sole is what I wear when I am doing a lot of walking, and rich coffee is the brown I would pick over black every time. The Free People Blaze Pull-On Boots have more of a slouch to them, and I like that with a dress because it keeps the whole outfit from looking too formal.
The Marc Fisher LTD Lannie Knee High Boot is the sleek one, and I would wear those with trousers and a trench. Then the Frye Harness 12R Leather Boots in black at $498, which is the real investment here. Frye is the pair you resole instead of replace, and I know people who have had theirs for a decade.
My honest take is that you need one brown pair and one black pair, and everything else is extra. Tall boots go on sale less than anything else in fall, so I buy mine early and wear them until March.
