Comfy Shoes For Feet Over 50

Comfy Shoes For Feet Over 50

I shop all over the place and like you, I’m more likely to have better success at some retailers than others.  Some women my age find treasures at Forever 21 but I’m not one of them. Now if there were a Forever 51… I might have better luck.

I hate to sacrifice style for comfort in my shoes so today I’m sharing a few brands who combine them well.


They have been in business since 1825! I bought my first pair of Clarks last spring and they won’t be my last. These have a lightweight cushioned wedge that gives me a bit of height but is only equivalent to 1/2″ heel. They close around the ankle with a Velcro closure in back so I can adjust how snug I want them.

Clarks has innovative underfoot cushioning and is constantly working to make shoes which keep feet healthy and feeling comfy.


They make super comfy boots, shoes, and sandals. I have a pair of their classic Sheepskin Shearling Lined Short Boot and love them. I wore these sandals in silver all summer and they were as comfortable as slippers.

Jennifer Connolly of A Well Styled Life wearing UGGS from Macy'sThey run wide which works for me because I have a wide foot. These driving moccasins look great for spring and come in seven colors.

Gentle Souls

I started buying this brand many years ago. Their website says “they care for your feet while combining fashion and comfort”. Most have rubberized outsoles, cork midsoles, flaxseed footbeds, and Poron® performance urethane padding. All that is to say, they are very comfortable. This was my first pair of Gentle Souls which I wore to death! I love the arch support, soft leather and their ergonomic fit which redistributes pressure for ultimate comfort. I have the earlier version of this flat which is the perfect all day shoe. And how pretty are these for summer?


I have several pairs of their booties and wear them often. Munro shoes and boots are available in 19 sizes and 5 widths to guarantee you can get the correct fit for your foot. I should have bought two pairs of these because they’re no longer available and I love them!Jennifer Connolly of A Well Styled Life wearing Bee Hoodie from Artful Home

Their heel heights measure the elevation of the heel above the ball of the foot, not from the floor which indicates the podiatric impact of a shoe on the foot. Amazon has a large selection of Munro here, as does Zappos here,  and of course, Nordstrom…where most of mine are from.

Eileen Fisher

I need to pick and choose which garments flatter me at Eileen Fisher because many of their silhouettes are too voluminous on me. But their shoes are a different story. They fit my foot, lifestyle and are super comfy. I bought my first pair several years ago during a marathon shopping day. Jennifer Connolly of A Well Styled Life wearing Eileen Fisher BootiesMy sore tootsies couldn’t walk one more step and blisters were forming. I passed the Eileen Fisher table shoe table and left wearing a pair. They’re soft leather, roomy and have lots of cushioning. These aren’t budget shoes but they aren’t astronomically priced either and you can usually find them discounted throughout the year.

Jennifer Connolly of A Well Styled Life wearing Eileen Fisher shoes

I have since added several pair of booties and sandals which I can rely on to always be comfortable.


This is a Danish shoe company who has been making shoes for over 50 years. They make shoes for work and play. So far I’ve only tried their sneakers. Wearing sneakers outside of the gym is a very new concept for me. I always felt they were cumbersome and unattractive but this pair sold me on the concept. They have a removable insole which gives you room to add your orthotics.

I now have these sneakers in black, white and recently added this rose dust color for spring. I also spotted a gorgeous blue pair and anticipate owning more of this shoe in my future. Fashion sneakers are all the rage this spring and they fit my casual lifestyle.

When I was working retail and standing all day, I invested in Beautifeel, Thierry Rabotin, Taryn Rose, Arche which I still wear to this day. Shoes can often make or break my day, so comfort is key but I still want them to be stylish.

Do you have brands you recommend?

Thanks for reading and have a great day.





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  1. March 6, 2019 / 3:59 am

    This is so helpful and just at the right moment. Thank you! Now to find them here. Online is out of the question–I can try on 50 pair and not find any that fit. Wide feet and bunions.

    • Kelly Foth
      March 6, 2019 / 6:32 am

      Likewise here on foot issues, so some time ago I took Jennifer’s advice on the Ecco sneakers. They are a buttery leather which adjusts for bunions. I now have three pairs of Ecco sneakers and wear them ALL the time. Try to find these!

    • Jennifer
      March 6, 2019 / 7:18 am

      Good luck! Once I find a brand and size I like I have better luck online.

    • March 6, 2019 / 7:37 am

      me too! I love ECCO sneakers. I have bunions, narrow heels, and of course, I have the added dilemma of having orthotics that I have to shove inito my shoes!!! Yikes. Even with ECCO, I have to be careful what I buy. I found a pair of ECCO sneakers with a white sole, and they are stylish. I liked them so much that I now have 3 colors of the same shoe! When something works, go with that style!

      • Jennifer
        March 7, 2019 / 11:23 am

        I have 3 pairs of Echo too!

  2. Yvonne
    March 6, 2019 / 3:59 am

    I’ve had good luck with both Clarks and Naturalizer for my cold weather shoes for fit, style and comfort. For summer sandals I have a few pairs by Sofft and I think the other brand is called Easy Spirit – those are the most comfortable sandals I have ever worn.

    • Jennifer
      March 6, 2019 / 7:20 am

      I’ve tried on Sofft and my daughter swears by their high heels. I’ll keep an eye out for them. Thanks

  3. Melissa R
    March 6, 2019 / 4:01 am

    I love Vionic shoes! I need arch support and these shoes have great arch support. I will check out Ecco since I really love the blush color for spring! Thank you for all of your “ research “ time.

    • Carolyn
      March 6, 2019 / 8:44 am

      This past year I ‘rediscovered ‘ Earth shoes! Great arch support, cute styles. Also a fan of Vionic. Clark’s used to be one of my ‘go to’ brands. I have a pair that I bought years ago. Bunions, need arch support, pronation, you name it – shoe shopping is a chore for me! So happy when I find something that works.

  4. JMod
    March 6, 2019 / 4:11 am

    Vionic shoes are wonderful if one has plantar fasciitis. They have many attractive and feminine styles.

    • Susan Potoczak
      March 6, 2019 / 5:48 am

      These are my absolute favorite and have at least 20 pairs. Now they have updated styles they are my go to shoe.

      • Jennifer
        March 7, 2019 / 11:25 am

        I am going to have to get some Vionics!!

  5. Susan
    March 6, 2019 / 4:21 am

    I love Rollie (Australian brand) lace up Oxfords – super light, super comfy, very trendy and worn by women of all ages. I do have to laugh about UGGS. Founded and made in Australia, UGGS had a very perjorative reputation, being beloved by people Americans would call red necks (referred to as bogans in Oz). Once they were taken up by Hollywood celebs their reputation obviously improved.

  6. Lori
    March 6, 2019 / 4:23 am

    Thank you for sharing this! Some of these brands are new to me and I’ll definitely be trying them. I also have very picky feet and my favorites are Vionic and FitFlop. Some of the Fitflop sandals are a bit clunky (but super cushy), but I just bought a pair of their loafers and they are so comfortable! I also love the Ugg low wedge espadrilles.

    • Debbie Klausing
      March 8, 2019 / 4:46 am

      Fit flops are the most comfortable that I have found for everyday bopping around. The arch support is just right for me. I bought a pair of their black sneakers last year on sale at Dillard’s and wish I had bought more. I have to have arch support, but Vionics actually have too much, which surprised me! I have two pairs of Keen boots which really work well. I can actually wear them and go shopping.

  7. Shari
    March 6, 2019 / 4:27 am

    I get a catalog from Hotter and bought some booties last year. I have LOTS of foot trouble and these are the most comfortable shoes in the world! This is not a bargain brand but they do have sales and the quality I’d amazing!

    • Jennifer
      March 7, 2019 / 11:26 am

      Some times paying higher prices are worth it. Sore feet suck the fun out of every day.

  8. Susan Gowan
    March 6, 2019 / 4:48 am

    Have worn Clark’s and Naturakizers in the past. Since foot surgery in 2015 I find I need comfort above all so Skechers is my go to brand now. I have 3 pair and luckily I was never a “shoe” person but they have a black more formal pair of sneaker. Don’t know what I’ll do if invited to a wedding but thanks for your advice!

    • Barbara Crowley
      March 6, 2019 / 11:05 am

      I also had foot surgery for a bone spur in my Achilles tendon and I have found Skechers to be my go-to shoe for comfort. I keep trying on a shoe with a wedge or small heel, but know I could not walk for long in them. I do wear dressy flats with good support.

  9. Lezlie Davis
    March 6, 2019 / 4:56 am

    I would add Born booties and Sperry’s. I would wear Sperry’s every day if I could. I love them and they are very economical.

    • Jennifer
      March 7, 2019 / 11:31 am

      Yes, I have heard great things about Born but haven’t tried them yet

  10. Anne
    March 6, 2019 / 4:59 am

    Jennifer, thank you for this post. For my sisters with WW wide feet, I recommend 2 comfy, stylish sandals. Munro Pisces (casual) and Munro Kristal (casual or dressy). Both expensive but highly rated. When you are difficult to fit, you will pay anything!

  11. Marcia Buczek
    March 6, 2019 / 5:02 am

    I would add Taos shoes and Vionic to the list. These brands came recommended by my foot doctor.

  12. Robin
    March 6, 2019 / 5:28 am

    Thank you for the helpful information. Another brand of shoes and boots I’ve found to be comfortable and stylish is Gabor. They’re a little pricey but the quality is great. They hold up well for years.

    • Jennifer
      March 7, 2019 / 11:33 am

      I have not seen them but will check them out, thanks

  13. Dianne
    March 6, 2019 / 5:53 am

    I also have feet issues..need a really good arch support and at least 1 1/2 inch lift since I had surgery on the top of both feet…naot has wonderful shoes,also mephisto and Clark’s ,beautifeel,arche,are my top picks. I love wonderful shoes,so it’s a bummer to see all the ones I can’t wear. Wish shoe makers would put arch support in all shoes

    • Jennifer
      March 7, 2019 / 11:35 am

      I agree but I do find some arch supports too high so I can’t wear them.

  14. Bonnie Hall
    March 6, 2019 / 5:59 am

    My foot issues include bunions, supinate (most “running” shoes mostly address pronate) and high arch, but thanks to wearing better fitting shoes I no longer have plantar facscitis. My choice for walking shoes is Brooks Ghost (glad they have less flashy colors now!) Hiking shoes of choice are Oboz. I really love Skechers and Ecco for walking shoes or even house shoes. Other brands with excellent arch support, soft leather and at least an inch heel (but no heels for me anymore) that I love for flats, boots or sandals are Naots, Clark’s, Taos. I must be very picky or suffer from sore feet and aching legs. Do not even need my prescription orthotics anymore!

    • Jennifer
      March 7, 2019 / 11:36 am

      That’s awesome! Having to get orthotics into shoes is such a challenge

  15. Eileen
    March 6, 2019 / 6:18 am

    I have had good luck with all these brands, thanks for this article! It would be nice if stores carried more shoes to try on!

  16. March 6, 2019 / 6:31 am

    Loved this post! I have several pairs of gentle souls but have not ordered any lately. I ordered the one that was 1/2 off yippee! I only hope the 7.5 fits and accomodates my bunion!

    • Jennifer
      March 7, 2019 / 11:38 am

      I do go down one size in Gentle Souls so hopefully, yours will fit.

  17. Jacqueline bucco
    March 6, 2019 / 6:38 am

    Love all this information and go to brands!right now I am in a brace for a torn tendon, so it is expensive, supportive running shoes…..and that can accommodate the brace, ughhh!! It is no joke,when you can’t walk wo pain!! Therapist said a shoe that you can bend in half, is not giving you support, soo that is the rule im going by right now, until this heals!! Love that this article gives me some suggestions to go to…..yayyy!!

    • Jennifer
      March 7, 2019 / 11:40 am

      Ouch, feel better

  18. Susan
    March 6, 2019 / 6:43 am

    I love Born for boots and booties, Vionic, Rockport Cobb Hill (some of the best!) Rockport Total Motion (dressier), Clarks, and oddly enough Sam Edelman flats. They suit my plantar fasciitis and the Cobb Hill are heels but I swear I could walk all day in them they are so comfy.

    • Jennifer
      March 7, 2019 / 11:40 am

      That’s a great recommendation!

  19. March 6, 2019 / 6:47 am

    I have Earth sneakers and also Joseph Siebel. They have been my “go to” shoes for comfort and style for a year and I love them. Nordstrom has both brands.

  20. Penny L. Luckenbaugh
    March 6, 2019 / 7:01 am

    I have worn Clark shoes for years and love them., especially the leather clogs. I recently bought my first pair of Clark Cloudsteppers, and they are super comfortable. I chose a very dark grey and they go with everything. Here I am, back in Mary Janes! But they have a velco’d strap; most convenient. Many areas have Clark outlet stores and you can get some great buys.They are also available at Macys.
    For very casual shoes that are great for walking(not so much for style) Sketchers are good and widely available.One plus, you can machine wash them safely.

    • Jennifer
      March 7, 2019 / 11:41 am

      Machine washable shoes are awesome

  21. Theresa
    March 6, 2019 / 8:07 am

    I have a high arch, high instep and need a D width. Vionic (sandals), Rockport Cobb Hill (boots & heels), Bella Vita (sandals/current styles), Tieks (flats) and Trotters (sandals) are my go to brands.

  22. Laurel
    March 6, 2019 / 8:38 am

    Discovered those EF shoes via your blog and love them! These are all great brands, and I have all but Munro. My feet are not getting better with age (????), and these shoes are all on the list of best ideas from our podiatrist. I haven’t tried Vionic, but I do hear a lot of good things about them. I bought a pair of Clarks Arlo boots this fall and cannot recommend them highly enough. Love the Chelsea style, they’re comfortable, cute, and have a removable insole to accomodate an orthotic.

    Keep up the great reviews. I always learn something from your blog! ????????????

    • Jennifer
      March 7, 2019 / 11:42 am

      My feet are getting worse too Laurel. This getting older process isn’t seamless;)

  23. Alison
    March 6, 2019 / 9:04 am

    I’ve had good experiences with most of these as well – a couple are new to me. I saw another poster commented that Rockport Cobb Hill and Vionic are sometimes good, same for me.
    I have a question, though – does no one else get cold ankles? I am struggling with the current ‘fashion’ of wearing shoes with no socks (dresses/skirts without stockings, etc.). I love ankle pants & loafers or ballet flats as much as the next girl, but even here in California my ankles get cold in the winter. What do other people do? Wear boots for 5 months?

    • Barbara
      March 6, 2019 / 11:37 pm

      Hi Alison,
      The current “fashion” of wearing shoes with no socks in the winter is crazy. I, too, live in California, and get cold feet/ankles if I don’t have socks on. Even wearing little peds doesn’t cut it because my ankles get cold! I don’t understand why women are so averse to wearing socks because there are so many really cute ones out there. I look at it like it’s another accessory! Don’t know where you live in California, but there is my favorite sock shop in Santa Cruz which I always visit when I’m there. Plus, you can find some fun socks online. If you know any knitters, you’d be thrilled to see the beautiful socks they turn out!

    • Jennifer
      March 7, 2019 / 11:44 am

      I seldom get cold ankles but if I did I would wear booties with socks. If I need to wear socks in my flats I’d have to size up

  24. Carla
    March 6, 2019 / 10:24 am

    I was always a Dansko fan until I discovered Ecco, I was on a trip and my feet hurt so I went to Nordstrom’s and Ecco were suggested. I wore them out of the store and have been wonderful with no break in. The leather is so soft. My bunion is happy , since then I have bought 4 more pairs. The side zip booties are great. Look like boots but fit like sneakers. I ordered the black on black so they don’t look like sneakers. They won me over.

  25. Holly Rigby
    March 6, 2019 / 11:11 am

    Jennifer, I always love and shop your recommendations. Sad story, lost 25ish pairs of shoes in Harvey flood, (we were out of town) including my first pair of oh so wonderful Taryn Rose. (Worn twice!) I also like Born… cute, and Easy Spirit, Merrill, both not so cute, but comfy. Will try your other recommendations.. Have so many foot and knee issues. Thanks!

    • Anne
      March 6, 2019 / 12:25 pm

      Holly, sorry to hear this, since it takes a long time and a lot of money to build a great shoe wardrobe. Thankfully you are okay!

    • Jennifer
      March 7, 2019 / 11:50 am

      That is a sad story, I have so many I have invested in, it would break my heart. I’m sorry

  26. Sheila
    March 6, 2019 / 11:22 am

    Thanks for sharing these great suggestions!

  27. Jill
    March 6, 2019 / 11:53 am

    I agree with Shari. Hotters shoes are comfortable and attractive and they do have good sales.
    I bought a pair of their short boots and love they way they fit and look. This post was really excellent and I love hearing what others suggest.

  28. March 6, 2019 / 12:08 pm

    Hi Jennifer, great article! The older I get the more important shoes have become to me. Of always loved shoes, and the challenge now is to find something that is comfortable and still has style! Ecco has some really lovely sandals. And have you tried Earth shoes? Great arch support. You listed some brands I hadn’t heard of before. And one of these days I am going to bite the bullet and get me a pair of Eileen Fisher shoes! Lynn

    • Jennifer
      March 7, 2019 / 11:51 am

      Check for EF shoes on Nordstrom Rack, Saks Off 5th etc and they often go on sale at department stores

  29. Edna Bailey
    March 6, 2019 / 12:41 pm

    I have worn Clarks for years, they use to have a very good arch support in them. Wish they still made them that way

  30. Kay
    March 6, 2019 / 2:13 pm

    I have been wearing Gentle Souls for years. I wore out a pair and then bought one just like it! I like Eileen Fisher shoe styles, but they just don’t fit me right. I have gotten more picky about fit in my old age. LOL.

  31. Joan
    March 6, 2019 / 4:05 pm

    I wear SAS shoes also. They have really turned their styling around. Their shoes are comfortable and last a long time. Great for men’s shoes also and all made in America!

  32. Patti
    March 6, 2019 / 6:25 pm

    Born are great boots and super comfortable. I saw those mentioned already in a few posts. My go-to faves for heels are Vince Camuto. Very comfortable for heels, which I still love and wear, and I always get compliments on my Vince’s. I bought my first pair of Vionics, heels recently, after a recommendation from a young teacher friend of mine. Comfortable and stylish. Will definitely purchase another from this brand. For sneakers (not the workout variety), I love Sperry.

  33. Pearl
    March 6, 2019 / 6:46 pm

    My daughter dresses more for work and loves Earth shoes. I have very special feet and a very casual lifestyle and it’s Naot or New Balance. We both like Jambu and J-41.
    Thanks for this, always need shoe ideas.

  34. Pearl
    March 6, 2019 / 6:53 pm

    Also, a lifesaver, and I’m not exaggerating, look up calf stretching at angryorthopod.com .
    The post is Calf stretching:it’s the AO way or the highway.
    If I post the link it doesn’t seem to work. It’s miraculous, just do it.

    • Jennifer
      March 7, 2019 / 11:54 am

      Stretching is so important. Physical therapists have my husband several times a day for foot pain

  35. Eileen
    March 6, 2019 / 7:29 pm

    Thanks Jennifer,
    I have been on the hunt for comfortable shoes. Following two hip surgeries and one laminectomy (with more due), I have been unable to wear my former stylish brands. The only comfortable brands I have found so far are Vionic and (gasp) Stuart Weitzman. I was so happy to have found them, because walking shoes just don’t work at a wedding reception.
    You have given me more brands to try. I may start with those cute Eileen Fisher ones.
    Thanks again for thinking of us ladies who stil want to look stylish even with our imperfections.

    • Jennifer
      March 7, 2019 / 11:55 am

      I’m glad you’re here Eileen!

  36. Sarah K. Carter
    March 6, 2019 / 8:13 pm

    80% of my shoes are from Born, and some of them are 10 years old and going strong. Boots, booties, oxfords, slip-ons, loafers, driving moccasins, sandals…you name it – it’s available in Born. Stylish, comfortable, well made, and durable. (And no, ….I have no ties to Born financially!)

  37. Susan
    March 7, 2019 / 6:30 am

    I am also thankful for your article, Jennifer. For years I struggle with hip pain and only recently discovered my uneven hips were due to my shoe choices! Who knew? I have a couple of comfy Clarks sandals and one pair of boots. My issue is wearing a size 5. Difficult to find and rarely is a pair left that’s on sale. Why are so many “ comfort” shoes so incredibly ugly? And bulky?

    • Jennifer
      March 7, 2019 / 11:21 am

      Size 5 is a tough size to find. I don’t know why so many are ugly but they needn’t be

  38. Libby
    March 7, 2019 / 7:37 am

    I have Morton’s neuroma in the ball of my foot so need lots of cushion. I use Hoka One Ones for walking (I walk 10K per day) because they are so well padded. I took them to Europe for sightseeing. The other shoe that works for me is Fly London which have a tick rubber sole that I find to be a “shock” absorber. another more feminine brand is L’Amour des Pieds.
    Thank you for all your recommendations and those of your readers. Many thanks to all.

    • Jennifer
      March 7, 2019 / 11:19 am

      I have one pair of L’Amour des Pieds and love them! I will look for Fly

  39. Cynthia
    May 8, 2019 / 4:13 pm


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