Comfortable Boots for women

Published on January 20th, 2023 | by Kirsten Borrink


6 Cute, Comfortable Ankle Boots Bring Blissful Relief to Problem Feet

Ankle boots have established themselves as a wardrobe staple deserving of top-shelf status right next to tall boots. In fact, I find I gravitate toward ankle boots as a more versatile and comfortable option to tall boots. Have you found a pair of stylish, comfortable ankle boots yet? The ones that cradle your foot, fit like a glove and look great with your cool-weather wardrobe? With the thousands of ankle boots online and in store, it’s mind-boggling trying to decide which one will work for you and your particular foot issues. Let us help you narrow the search with our round-up of 6 comfortable ankle boots available from Zappos.

Comfortable ankle boots : Josef Seibel Marta 03

Comfortable Ankle Boots: Josef Seibel Marta 03

Disclosure: When you buy something using the retail links in this article, I may receive a commission–this does not mean you’re paying a higher price.

If you like Blundstones, you’ll love the Marta 03 chelsea boot by Josef Seibel. Surprisingly lightweight, the Marta 03 features a rounded toe, removable insole with moderate arch support, and a rugged PU outsole. A side zipper means you won’t have to struggle getting them on your feet if you have a high instep. Find the Josef Seibel Marta 03 in euro sizes 36-42 (5-11) for $180 from Zappos.

Comfortable ankle boots: Dansko Sarah

Dansko Sarah

A happy Zappos customer says this about the Dansko Sarah ankle boot:

“I have a lot of problems with my feet (metatarsal nerve pain, ankle issues, prone to blisters!). Dansko GENERALLY has become a go-to brand for me and these did not fail! It took a few wears to get the arch to stretch just right for my foot but now they feel great.”

Don’t be scared off by the three inch heel on these ankle boots; it’s offset by a one inch platform. A removable cushioned insole provides good arch support while a generous toe box allows for a wider forefoot due to bunions. Find the Dansko Sarah in euro sizes 36-42 (5.5-11.5) for $179.95 from Zappos.

Propet Reese

Comfortable Ankle Boots : Propet Reese

Do you know how hard it is to find cute and comfortable ankle boots in a extra wide (2E) width or a true narrow (AA)? I suppose you do. The western-inspired Propet Reese comes in a size and width for your hard-to-fit foot–and it’s surprisingly affordable! Find the Propet in sizes 6-11, narrow to extra wide widths for $78-104.95 from Zappos and Propet. Not in love with this boot, but need extended sizes and multiple widths? Check out SAS and Munro ankle boots–two quality comfort brands with a great selection of stylish, comfortable ankle boots.

Comfortable ankle boots: SOREL Evie Ankle Lace

Sorel Evie Ankle Lace

We love the Sorel Evie line of cozy ankle boots–they’re sporty yet chic, warm and comfortable. Sorel Evie ankle lace (seen above) features a manageable 2.5″ wedge heel, cushioned footbed and slip-proof rubber outsole. Find it in sizes 5-12 for $112.95 from Zappos.

Naot Pacific

Naot Pacific

The Naot Pacific checks all the problem feet boxes: generous toe box, excellent arch support, removable footbed to accommodate orthotic and rocker sole. Find it in euro sizes 36-42 (5-11) for $209.95 from Zappos and Naot.

Wolky Nitra Water Resistant

Wolky Nitra Water Resistant

These water resistant lovelies by Wolky come in the most gorgeous colors like this forest suede. We love Zappos customer Willow’s review:

“I have never worn Wolky as I have viewed them suspiciously for the tenured professor in the Academia. But not this one. I decided to try it at a funky Townsend store north of MA. Not only the hug gently your ankles (without making your legs look fatter) but the shock-absorbent (feet has dramas) the suede and belt overlap really adds a cool factor in it. They look great with ankle cut jeans or pants. I ran home and ordered a Forrest and black one. I got a lot of compliments. Never looked back.”

Find the Wolky Nitra in euro sizes 36-43 (4.5-11.5) for $249 from Zappos.

comfortable ankle boots Bzees Boston

Bzees Boston

Honorable Mention: Bzees ankle boots are super-cushioned, supportive and affordable–plus many styles come in wides!

About the Author

25 Responses to 6 Cute, Comfortable Ankle Boots Bring Blissful Relief to Problem Feet

  1. Kirsten Borrink says:

    Great to know, thanks!

  2. Roberta Stasyk says:

    I LOVE the Josef Seibel Faye 05 boot so much I bought two pairs last fall. This fall I stayed with Josef Seibel and purchased the Sienna 59 Chelsea boot – it’s just as comfortable as the Faye boot! Thanks so much to Barking Dog Shoes for all the great recommendations!

  3. Jo-Lynne Shane says:

    Thanks for the shout-out! It’s good to see your blog still going strong. 🙂

  4. Kirsten Borrink says:

    You betcha! You have a good thing going!!

  5. Lette says:

    The Arcopedico L19 is butter-soft leather, so it doesn’t rub sensitive parts. Supportive, tiny little heel, and doesn’t skid out in wet weather. I’ve had them for a couple years and adore them. I’m sure I must have heard about them here at some point!

  6. Kirsten Borrink says:

    Thanks for the tip, Lette. Arcopedico is a wonderful brand.

  7. cedar says:

    The Romika Citytex 121is my go-to boot in Winter, during less than perfect weather. Waterproof, secure footing, looks cool with leggings or jeans. It has a more slender look, as opposed to chunky. It does run slightly narrow, but I have a medium width foot that leans wide (but I don’t need wide width) and it’s fine for me. I wear my usual size 8, but I couldn’t wear a thick sock with it, just thin to medium.

    I’ve been in the hunt the last month for a new bootie, and have tried several. I have fallen head over heels for Reiker Daphne 44252. I always have great luck with Reiker. I love the wool insole, and the shearling lining. I don’t like cold feet! This bootie is so lightweight, comfortable, quality craftsmanship. Stable sole, and no slipping. I bought the Black/Smoke color and love it. I wish it came in Navy, too. Runs TTS.
    I liked the Reiker Chandra, too, but found the Daphne 44252 to be more versatile.

  8. Kirsten Borrink says:

    Thanks, Cedar. We can always count on you for excellent tips and recommendations. xxoo

  9. Tracey C says:

    Thank you for this! I am a 10.5 wide, and do feel forgotten. Many great options here!

  10. Jennifer says:

    Has anyone tried the new Birkenstock chelsea boot? I have hallux limitus and need a shoe/boot with a wide toe box and stiff front, but something cute to wear to work. Kristen, thank you so much for publishing solutions and giving a voice to all of us with problem feet.

  11. Claire Thompson says:

    I have arthritic “bumps” on the top of both feet. Boots press down on them and cause lots of pain. Any ideas what boots or booties would work?
    Right now I am wearing fit flops , the slip on mesh now. Won’t work in the winter!

  12. Kirsten Borrink says:

    Beverly, I meant to include this one by Rockport Cobb Hill! A wonderful bootie in wide widths that many customers love for it’s support and cushioning:

  13. Kirsten Borrink says:

    We don’t forget our wide width friends, we just didn’t include one in this specific post. Here’s another one that comes in wides:

  14. Kirsten Borrink says:

    Claire–this one by Bussola is made of a soft, microtec fabric that glides over the foot–I think it would feel good on your feet.

  15. annie says:

    I wear a size 8 – 8.5 W shoe. I have been searching for well-made, affordable, fashionable shoes. I was so disappointed to see only one wide boot listed in this post. Does the shoe market believe fashion is only for women with narrow and medium width feet?

  16. Kate says:

    Hi. I have thick calves and ankles. Are there any ankle boots that have a wider opening so they don’t rub against my skin? Thank you in advance for your help.

  17. Kirsten Borrink says:

    Take a look at the top-selling wide width ankle boots at Zappos. I believe the shoe market is getting better and better at catering to wide-width feet, narrow, not so much. Earth brand has some super stylish ankle boots in wide.

  18. Suzanne Jablonski says:

    Hi I have Anterior Ankle Impingement. Which is arthritis in the front of my ankle. I need a ankle boot that will offer support but not press against it. Any suggestions

  19. Turk says:

    Nice article!

  20. Victoria Nelson says:


    Broke my ankle 2 years ago and need support for that as well as flat feet and deep padding for forefoot. I’ve tried many pairs of shoes & boots from Zappos but the only thing I’ve found to fit me ( size 10 1/2 Wolky’s Rosa) shoes. They felt great for about 20 minutes. Then my ankles started to swell and I realized there was no padding in the metatarsal region. Help! I need a winter boot or shoes. Any suggestions.

  21. AW says:

    I just ordered blundstones (the stout water resistant from Nordstrom) learning the half sizes are for width not length (so an 8.5 is an 8w). And they have a removable insole so they fit my custom orthotics! Haven’t tried them in the elements yet but so far I’m over the moon with them.

  22. Kirsten Borrink says:

    Wonderful! I’ve heard such great things about Blunnies from people with problem feet!

  23. Anna says:

    I have wide feet, morton’s neuromas in both feet. I have found that the Hey Dudes are absolutely wonderful!! So comfy and plenty of width for my wide toes!! Plus, most of them are also machine washable!!! Can’t beat the price either!

  24. Colleen says:

    Hi everyone,
    I am at the point of desperation with shoes.

    Does anyone know of a non-sneaker that works for high arches, hammertoes, arthritis – top entire left foot, and Morton’s neuroma on the right?

    I’ve been told I need a non-bendable bottom sole.

  25. D Hannon says:

    Hi there, First time on your site and I’m looking for ankle boots for thin, narrow feet. Plus I have a bunion and Mortons neuroma. Any boots I’ve ever tried have been too wide or my feet slide around in them. I also have to have a cushiony pad and the boot sole needs to be somewhat flexible.
    Any ideas? I’m hoping for some tried and true suggestions. Cold weather is here and sneakers just don’t cut it some days.
    Thanks so much!

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