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I'm in the midst of updating our Guide to Comfortable Heels, and here's a question we haven't discussed in far too long: Which are your favorite comfortable designer heels in 2020? Which ones are best for all-day comfort — and which ones do you love the most in general for styles and sizing?
Pictured: one / two / three / four
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In the past readers have always been huge fans of Ferragamo and Stuart Weitzman in the $300+ shoe category, and we've rounded up independent designer shoe brands and not-widely-carried shoe brands such as Tamara Mellon, Sarah Flint, and Thesis Couture — but it's been too long!
Hunting for investment heels? Some of the bestselling, highest-rated designer heels for work in 2024 include Ferragamo, Stuart Weitzman, Sarah Flint, Jimmy Choo, Manolo Blahnik, and Prada.
Pictured above are some of the bestsellers at Saks, but I'd love to hear from you guys! Which comfortable designer heels are worth the splurge (or make a great, say, gift to yourself to celebrate a win)?
If you're on the hunt for splurge-worthy flats, these are some of our favorites…
Anon
well Bloomberg is out. i know this would never ever happen, but too bad Obama can’t be Biden’s VP pick
Lisa
Her style is not exactly work-appropriate for conservative offices, but I love the comfort of Chie Mihara heels. And the aesthetic fits my personal style :)
Cat
This post is interesting to me because it points out how I wear heels much, much less than I did a few years ago. I still pull them out for High Visibility Days but for regular workdays, it’s flats or low block heels all the way. Partly it’s confidence even at my average height, partly being fed up with any discomfort, and partly style availability (there are so many more non-granny options that aren’t stilettos now!) but my feet are so much happier!
Anon
The only pair of heels I own are black pumps for interviews. I absolutely refuse to wear them otherwise. I’m done hurting my feet for the patriarchy.
bellatrix
Long story, but I had reason to mention to my CEO that I was concerned that others in the company were not taking young women seriously when they raised concerns (not talking about myself, I am not young), and he asked me to help him figure out what to do about it. Part of me thinks “do your own work,” but since he’s taking me seriously (and is basically a good guy) I want to take his request seriously. Problem is, I don’t know what to tell him besides “make sure people don’t dismiss an opinion just because the person is 22.” Are there TED talks on this sort of thing? Google didn’t turn up much at first.
CountC
Oh gosh, I am not an expert at this at all, but our company does microagression training, inclusion and diversity training, big events for International Women’s Day, etc. Does your company have anyone who is akin to a diversity officer? That may be a good place to start. Otherwise, you might want to investigate having a consultant come in to do a training for the leadership team or something like that? These types of things are a super long term marathon culture change that requires a lot of dedication by the senior management/leadership team and ongoing education and evaluations.
Jen
I like Rockport In Motion and Cole Haan for quality and comfort. I’m on my feet a lot during the day and now over 40 so trying to be choosier about my shoes. I’m not ready to sacrifice style, though.
Beans
Big fan of LK Bennett. I don’t like the Sledge style (they hurt my toes), but I do like the Stila and various wedges.
Paula
I am as well. I think I have about 5 pairs of the Sledge. But they need some breaking in after not using them for a while. I got them for out in the town use and the sole is too thin for longwear support. Love them on DuchessKate though.
Megan
I’ve had good luck with Abella pumps from DSW, affordable and comfy. But for the most part I’ve come to realize that my comfort level involves shoes with no more that a 2.5″ heal and typically the block heal style.
Paula
Banana Republic’s 12 hour pumps are hands down the most comfortable heals I’ve ever worn. I actually worn them for 12h without pain. The leather is so soft that it doesn’t need any stretching out even after extended periods of non use. They average $116 but they have great sales for 50-40% off sometimes. I have them in 3 colors all suede. And yes they are pointy. Try them!
Kaitlin
Vince Camuto has extremely comfy shoes, you can find them at Macy’s, Dillard’s, belk, etc. or buy online. Vionic has a few diamonds in their inventory as well that are nice(they’re also orthopedic which is a plus). I have small feet(size 5) so it’s so hard to find brands that even carry my size.