Comfortable Boots for women

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6 Ankle Boots Bring Blissful Comfort 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 (I recommend Jo-Lynne Shane’s style primer on how to wear ankle boots if you’re still wondering). Have you found the perfect ankle boot yet? The one that cradles your foot in all-day comfort, fits like a glove and looks great with your fall outfits? 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 for everything from plantar fasciitis to hallux rigidus.

Best Ankle Boots in extended sizes and multiple widths: SoftWalk Inspire

SoftWalk Inspire

Best ankle boot in extended sizes and widths: Are you tired of falling in love with a boot only to find the sizing ends at 10, or even 11? What about you size 10.5 women? We’re sure your tired of seeing your size skipped completely. Not so with the SoftWalk Inspire. With whole and half sizes up to 12 and three widths, we feel confident you’ll find a good fit. An added bonus: the footbed is removable and may accommodate an orthotic insole. Find the SoftWalk Inspire at Zappos, Nordstrom, and Amazon. Runner-up: SoftWalk Rocklin.

Best Ankle Boots for Sensitive Feet: Josef Seibel Faye 05

Josef Seibel Faye 05

Best for sensitive feet (bunions, hammertoes, arthritis, Morton’s neuroma, neuropathy): Online reviewers with sensitive feet love the soft, supple leather of the Josef Seibel Faye 05–it conforms to toe bumps with no irritating seams. Plus, the almost flat one-inch heel makes it a good choice for anyone with knee problems. The Faye 05 fits snugly so it’s recommended to order up if you’re between sizes. One reviewer mentioned that she needed more arch support so added a Vionic 3/4 orthotic. The Josef Seibel Faye 05 is available in euro sizes 36-42 from Zappos, Nordstrom, and Amazon. Runner-up: Arcopedico N42.Best Ankle Boots for Plantar Fasciitis: Dansko Joy

Dansko Joy

Dansko Joy. Photo credit: Dansko Instagram

Best ankle boots for plantar fasciitis: This sporty-chic chukka boot by Dansko has all the comfort features needed for plantar fasciitis relief. The memory foam-cushioned footbed with arch support is cushioned and removable (should accommodate an orthotic). A lightweight EVA outsole provides excellent shock-absorption. Bonus feature: Scotchguard-treated nubuck! The Dansko Joy is available in euro sizes 36-42 from, Zappos, Nordstrom and The Walking Company. Runner-up: Naot Helm.


Best Ankle Boots for Hallux Rigidus: Dansko Frankie

Dansko Frankie

Best ankle boot for hallux limitus or rigidus: Do you love how the rocker sole of the Dansko Professional takes the pressure off your forefoot? Now you can experience the same rolling comfort in a chelsea ankle boot. The Dansko Frankie is new this season (but looks exactly like a Dansko clog boot I recall from over a decade ago). Not only does the rocker sole protect the big toe from over-flexing, the wide and high toe box provides room for toes to spread out. Find the Dansko Frankie at, Zappos, The Walking Company, and Amazon. Runners-up: Alegria Sitka ankle boot and Abeo Cayley.

Best Ankle Boots for Problem Feet

Earth Pegasus

Best heeled ankle boot for problem feet: Need a little lift? The Earth Pegasus is the perfect dress-casual ankle boot to give you an extra two inches in stature without compromising your feet. If you have a wider forefoot with narrow heel, we think you’ll like the fit of this boot (room for bunions, but no slippage at the heel). The footbed is generously cushioned with good arch support. The Earth Pegasus is available in whole and half sizes 5-10, 11, 12, medium and wide widths from Zappos,, Nordstrom and Amazon. Runner-up: Rieker 50553.

Best Waterproof Ankle Boots for Problem Feet: Romika Citytex 121

Romika Citytex 121

Best waterproof ankle boot for problem feet:Β  The Romika Citytex 121 delivers waterproof protection in style–a great boot for city walking. This lightweight ankle boot features a removable ergonomic footbed and a soft waterproof suede upper. Online reviews note that the boot runs a tad narrow. Available in euro sizes 36-42 from Zappos, Amazon, and Nordstrom. Ruuner-up: Blondo Villa.

If you didn’t see an ankle boot for your special foot need, take a look at some of our past reviews:

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14 Responses to 6 Ankle Boots Bring Blissful Comfort to Problem Feet

  1. Donna says:

    I have had a fusion for Hallux rigidus. The Dansko Frankie is a pull on style. Can it be pulled on or am I best to look for a zipper that allows the non-flexing joint to put the shoe on and off? Any other alternative with a zipper out there?

  2. Noreen Holloway says:

    Hi, can you tell me about the purse/tote that is in the picture with the Dansko Joy?

  3. 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!

  4. Jo-Lynne Shane says:

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

  5. Lette says:

    The Archopedico N42 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. 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.

  7. KKH says:

    Having narrow heels and wide forefoot is difficult. Add some additional forefoot problems and it’s near impossible to find a solution! I bought the Romika boots and sadly, the forefoot is terrible. I had foot surgery last year to remove a bunion and fill a cyst. Was hoping that I could wear the Romika this year however, I now have top of foot pain and having any pressure there is not tolerable. I’m only 37 and I’m jealous of the grannys in the grocery store who can at least where a loafer or a cute flat. Kristen, I have to say, I think we need an extra arm of this site for the truly difficult cases. Why can’t a 3D printer just create customized shoes that I could wear in a professional setting? Obviously, your site has proved there is a vast market of people who are in pain.

  8. Janice says:

    I have tried so many shoes it’s almost heartbreaking. My main go to is Birkenstock but I would love to have something in a boot for my painful feet. Have had heel spurs, I have an issue with the ball of my feet therefore I cannot wear any heals and bad knees. I am falling apart!! If I spend any length of time on my feet I usually end off of them the next day due to the pain. Can you make any suggestions please?

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