Comfortable Boots for women

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Comfortable Chelsea Boots

THe Beatles Chelsea BootsAt last, a recurring trend we achy-footed gals can get behind: the Chelsea boot.  Credited to Queen Victoria’s shoemaker, the style is sturdy,  close-fitting around the ankle, with elastic goring on the sides and a heel tab in the back. Worn as riding or “paddock” boots in the 1800s, the style gained popularity among the equestrian community, worn by men and women alike. In the 1950s, a group of young artists, film directors and socialites from the Chelsea area of west London, incorporated the boot into their “look.” The Chelsea boot soon became an icon of the Mod subculture of London making its way onto the feet of The Beatles and The Rolling Stones.

When I began researching comfortable Chelsea boots, I came across Australian Blundstones. They’re cute, in a rural outback sort of way, but I wanted to give you readers more Blundstone bootsstreamlined, feminine options. But this is no diss to Blunnies, they’re made for all-day comfort with shock-absorbing outsoles, removable cushioned insoles and steel shanks for stability.

In general, I’d recommend the Chelsea boot for anyone with a narrow ankle due to the snug fit and fairly low instep (arched part of the top of the foot between the toes and the ankle) since there are no laces to adjust.  Here are 6 of my favorite styles for fall 2014.

timberland savin hill chelsea

1. Timberland Savin Hill Chelsea: Do you have a low volume foot? Is it narrow with a low arch and low instep? Then this boot would most likely provide a good fit. The Savin Hill Chelsea by Timberland also features a removable footbed and an accommodate some orthotics. Available in medium and wide widths, but online reviews state that the wide still feels more like a medium width. $50-140 at Amazon. A newer Timberland chelsea boot is the Somers Falls.

kork-ease velma

2. Kork-Ease Velma: Again, best for narrow to medium width feet and ankles. The Velma features a cushioned footbed with a bit of arch support. $185 at Zappos, $141-185 at Amazon.Find a deal at

rocket dog camilla

3. Rocket Dog Camilla: An affordable option with a faux-leather upper, cushioned footbed that runs a bit wider than most Chelsea styles. $69.95 at Zappos, $45-69 at Amazon.

4. Clark’s Mariella Busby: Typical Clark’s sensibility with style. An Ortholite footbed provides cushioning and a walkable one-inch rubber outsole. See the more current Clark’s Maypearl Nala chelsea boot.

clarks mariella busby

5. Ugg Bonham: Like the Chelsea look but need a warm and water-resistant version? Try the Bonham by Ugg Australia. It’s lined with natural wool with a Poron-cushioned insole and water-resistant full grain leather. Best fits a medium to slightly wide foot. $149.95 at Zappos, $119-149.95 at Amazon, free shipping and returns. ugg bonham

Do you like the Chelsea boot style? Do you have a pair of Blundstones? I’d love to hear more about how they fit and feel!

About the Author

Blogger, Wife, Mom, Dog-Lover, Coffee Drinker, Owl Watcher.

19 Responses to Comfortable Chelsea Boots

  1. cedar says:

    Oh no I love these!

    I don’t have any “Blunnies,” but have wondered about them. I do, however, have a pair of Uggs that are very similar to the ones you have highlighted today. I think they were called, “Park,” about 12 years ago. They have held up very well, but the lug sole makes my feet look a bit larger and I don’t prefer it.

    I’m pretty sure I will have to buy the Cork-Ease Velma. Deciding between gray or black.
    The Timberland is also very nice looking.

    Kirsten, I am running out of room in my closet. Oh so many shoes!

  2. Sycamore says:

    Cute boots, but I believe you mean “at last,” not “alas”!

    • Kirsten says:

      You are correct! Alas is an expression of pity and I certainly don’t feel sad about Chelsea boots. Haha. I will correct. Thank you.

  3. Theresa says:

    I love these boots. My fav here would be the Timberland. Timberland is my second favorite boot maker after Frye. But all of these are very cute!

  4. Meg says:

    I’ve had the Fly London Prep (chelsea wedge ankle boot) for over a year and I love, love, love it. Easy to slip on and off, fits really well, accommodates a half-length orthotic, just the perfect amount of height, and I can still run for the bus if I need to =)

  5. cedar says:

    Well, I’m back. I cleaned out my closet! 🙂

    My big decision revolves around the fact that I love the look of that Kork-Ease Velma, with the lighter sole, which I usually don’t like. The upper looks most “Beatle-esque,” but I’m looking at the Clarks Mariella now, too.
    Kirsten, any thoughts on which looks most Beatle-esque? I love that look.

    I notice that I used the words “revolves,” and “sole,” sort of like Revolver and Rubber Soul albums!

  6. Kim says:

    If you’re looking for a high-end, luxurious italian leather Chelsea boot you should check out Aquatalia by Marvin K “Odessa.” I ordered a pair from zappos but unfortunately it was a little big and the next half-size down was sold out. This was a super well made, comfortable and gorgeous boot!

  7. cedar says:

    Oooh the Aquatalia Fetch. Oh Dear Santa……..

  8. Sandi says:

    I love the Timberland but if I’m reading you correctly, if I have a high instep (ballerina foot) these shoes are not for me?

    So far, I can’t find pictures with the pants legs over them instead of skinnies or leggings tucked inside. I wear Gap’s cords Real straight and prefer my pants legs over boots not tucked it.

    On slim people…the pants legs tucked in fashion doesn’t look good because the boots look too big on a very slim leg. It’s adorable on everyone else tho, esp the 20 something which I am not.

    Love your site, it’s so helpful.

  9. Christine says:

    I live in my Cole Haan Daryl boots. They’re more comfortable than my favorite tennis shoes, they’re waterproof, and they still look perfect after two Michigan winters of continuous wear. Cole Haan’s were my favorite when I was teaching, too.

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