Comfortable Dress Shoes for Women

Published on August 19th, 2011 | by Kirsten Borrink


9 Comfortable, Stylish Low-Heeled Dress Shoes

 Dear Kirsten,

I truly wish I could wear the fun Alegrias and chunky Danskos you feature so often. However, the dress code at my place of work does not allow such “frivolity,” so I’ll relegate those to weekend only wear.  Here’s my problem. I love a little bit of a heel as I’m 5’3″, but I can not wear any heels over 2 inches as I have forefoot pain (probably from jamming my toes into too-high heels for years). I need a dress shoe with a two-inch heel that doesn’t look overly matronly. I do value comfort over style, but I’m only 39–can you (and other readers) help?

Thank you in advance, Barking Dog.

Lucy in Boston

Dear Lucy,

Did you know you can search by heel height at Zappos and I conducted a search and then narrowed it down to “most popular” looking for high comfort ratings and reading through customer comments. The first six shoes listed scored mostly five stars and are designed with comfort technologies that set them apart from other low heels. The last two shoes are new arrivals that I couldn’t resist featuring, although the heels are a smidgen over two inches. Let me know if one of them works for you!

Ros hommerson loyal

1. Ros Hommerson Loyal: Four widths! I just found out that this shoe utilizes a Texon® insole which is recommended for Hallux Rigidis (stiff/painful big toe). Soft calf leather, 1 3/4″ kitten heel. $87 at Zappos, $93.95 at Shoebuy. 

Clark's sugar sky

2. Clark’s Sugar Sky: Available in four widths. Ortholite®  footbed provides superior cushioning. Customers like its good arch support. 1 3/4″ heel. Available at Zappos for $72-90. $67-83 at Amazon.

 Naot trendy

3.  Naot Trendy: Naot’s trademark cork and latex footbed is contoured to form to the shape of your foot. Customers remark that the toe box accommodates bunions well. Fits slightly narrow to medium width feet best. 1 1/2″ heel. $180 at Zappos.

Rieker miranda

4. Rieker Miranda: Who cares about the low heel when the rest of the shoe is so unique and attention-fetching? Funkier than the shoes featured above–perhaps for biz-caz Friday? $84-105 at Zappos.

David tate supreme

5. David Tate Supreme: A basic black pump that comes in five widths, sizes 4-13. Excellent customer review for all-day comfort. 1 1/2″ heel. $85.50 at Zappos. $81.95 at Shoebuy.

Josef seibel marissa

6. Josef Seibel Marissa: Decent arch support, nicely padded footbed,  hidden elasticized goring at instep for custom fit. 1 1/2″ heel. $132 at Zappos. $119.99 at

Fidji alex

7. Fidji Alex: Made in Portugal, Fidji footwear features top-quality Italian leathers, lightly cushioned footbeds, and flexible outsoles. 2 1/4″ heel. Euro sizes 35-42. $190 @ Zappos.

Camper peu nara

8.  Camper Peu Nara: Adorable, comfortable shoe from Spain, but be forewarned, it does run small–order up. 2 1/2″ heel. $155 at Zappos, $160 at Endless (3 customer reviews). $128-160 at Amazon.

Indigo grace lisa

9. Indigo Grace Lisa: OrthoLite® footbed, two inch heel, rounded toe, rubber sole. An update on the popular “Purse” style from last year. $95 at Zappos. 

About the Author

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6 Responses to 9 Comfortable, Stylish Low-Heeled Dress Shoes

  1. cedar says:

    I love Clark’s. Maybe they are my favorite brand, maybe, that just fits my foot perfectly. Size 8. Anyway….I was on a hunt and tried on many brands looking for a black basic pump, comfortable, and less than 2″ heel. I wanted it conservative and classic and unembellished. To be honest, my Dad is ill and older and I handle his affairs. I ordered several simple black dresses…..and ended up with a perfect, simple, classic black suit. I keep it at the back of my closet. I needed shoes to have on hand for when the day comes, because I know I won’t want to have to worry about that stuff. (I know this might sound odd.) Well, anyway…the Ros H Loyal (your #1 in this post) is PERFECT. It is just *perfect* Classic, simple, comfortable. I can’t say enough about this shoe. Runs TTS.

  2. cedar says:

    Adding, I haven;t had great luck with Rieker shoes, they just don’t fit me like a glove, but I am going to try that gorgeous Miranda. Thank you for this post.

  3. cedar says:

    Indigo by Clark’s “Purse” style is another beauty, imo.

  4. Beth M. says:

    Lucy, if you like the chunky Danskos often featured here, I’d like to suggest the Dansko Savanna from the same Sausalito range:

    Great arch support, stable 2-inch heel, and super comfortable! Hope you don’t find it overly matronly, but for the comfort, it might just be worth it.

  5. Kimocean says:

    I have the Ros Hommerson shoes featured here and they are cuter in person than they look in that picture. They have a 50’s vibe that I really like with the little v on the front. The material is very nice though I have had a little rubbing on the spot where the seams hit the back of the heel. I may have ordered a half size too big though so that might be part of my problem. I’m keeping them, I just have to remember to put a bandage back there when I wear them.

  6. valleycat1 says:

    You might also want to check out the Aetrex review of 8/25 if you can wear work-appropriate sandals. Her comment about going a half size larger for higher heels might help you out.

    I have narrow feet, long toes, high arch, & bunion/bunionette issues. I find Rieker an excellent option & am excited to see the Miranda – will probably be ordering it soon!

    Camper makes really cute shoes but their last just doesn’t work on my foot. Other brands I’ve found comfortable are Hush Puppies (similar styles to the ones pictured in the post), Nine West, and Josef Siebel – I love my Siebel mid-heel shoes.

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