Comfortable Women’s Shoes for Fall: What I Actually Wear
Finding stylish fall shoes I can wear all day isn’t as simple as it used to be. My feet have changed, and I know from your comments that many of yours have, too. Bunions, orthotics, narrow heels, wide feet, and toes that need more room can make an otherwise lovely shoe impossible to wear.
Price alone doesn’t guarantee comfort. When I’m looking for the best comfortable women’s shoes for fall, I pay attention to fit, support, and how they feel after I’ve been walking for a while. Here are the styles I’m wearing, the brands I’ve had luck with, and the details I check before buying.
My Favorite Comfortable Women’s Shoes for Fall
There are lots of options for women’s shoes for fall, and comfort varies tremendously. Here’s what I’m personally gravitating to. I’m willing to spend more on comfy shoes because I will keep and wear them for many years. In fact, I’ve got shoes that are over 25 years old, which I store in their original boxes… yes, I am that person.
Slip-On Sneakers
Ilse Jacobsen Tulip slip-ons run true to size for me. Their flexible, perforated upper has some give for bunions and wider feet, and they’re machine washable. The cushioned insole has light arch support but isn’t removable, so keep that in mind if you wear orthotics. One reader found the soft soles lacked support on cobblestones. I’d save them for everyday wear.
I have these Ecco Slip-on sneakers in several colors. They’re easy to step into and the high vamp keeps them secure on my foot.
Booties and Ankle Boots
Boot season is easily one of my favorites! I find boots and booties to be some of the comfiest footwear options for fall and winter. They hug your ankle for added support and keep your feet warm and dry when the weather gets messy.
If you have tricky feet like mine, pay attention to the width, arch support, heel height, and whether the insole can be removed for your orthotics.
Ballet Flats
Ballet flats are a timeless staple you can always count on. Mary Jane and slingback variations are also popping up everywhere, adding a twist to the classic ballet flat.
These Rothy Square Toe Ballet Flats come in 5 colors, sizes 5-11.5. The upper is knit from recycled polyester yarns, which give you a flexible, comfortable fit.
Clogs
Clogs are a great fall shoe option that’s easy on the feet. I started wearing them back in the ’70s, and it’s fun to see the same classic brands still going strong today. One of my all-time favorite brands is Dansko.
They have a low platform that offers height without feeling precarious. If you’re considering a pair, check the current sizing and width options carefully since Dansko fit can vary quite a bit from one style to another.
Loafers
For tricky feet, a reader recommends Vionic’s leather loafers. She says they don’t squeeze the widest part of her foot, and the soft leather heel feels comfortable while still offering support. Many Vionic styles have built-in arch support, and some come in wide widths.
These Vionic Willa Loafers have been a bestseller for the brand for years. They come in lots of colors and prints, in sizes 5-13 and medium and wide widths.
Driving Mocs
I’m also a huge fan of driving mocs because the leather is super soft and the soles are very flexible. They frequently have rubber pebbles on the bottom of the shoe to grip the pedals, which makes them extra cushiony to walk in.
Rothy’s Drivers are very popular. They’re a soft, flexible driving moc that comes in several colors. My daughter has a pair and loves them, though I haven’t tried them myself. Their flexible construction may not provide enough structure for feet that need more arch support.
Casual Sneakers
I only started wearing sneakers outside the gym a few years ago, and I’m so happy they’re in style. I now have a large collection that I reach for more often than not.
Platform Sneakers
Platform sneakers continue to be super popular for fall and are a great way to add some height, especially if you’re petite like I am. The insoles also often have extra cushioning, which my tired feet appreciate.
Tall and Knee-High Boots
Tall boots and knee-high boots deserve a spot on the list too. They’re a classic with skirts and dresses, and I still like them with slim or skinny jeans tucked inside. They also give you more coverage and warmth than an ankle boot once the temperatures drop.
Comfort with tall boots is more about than what’s happening under your foot. Pay attention to the shaft circumference and height because a boot that pinches your calf or hits your leg in the wrong place will never be comfortable. I also look for a manageable heel height, good arch support, and enough room in the toe box. Bonus points if they have a side zipper that makes them easier to get on and off.
If you have wider calves, don’t assume sizing up will solve the problem… look for a boot that’s actually offered in wide-calf. The same goes for your feet. A wide-calf boot doesn’t necessarily have a wide footbed, so check both measurements before ordering.
Best Fall Shoes for Bunions and Wide Feet
My feet are wide and fairly square, so the shape of a shoe matters as much as the size. I look for a roomy toe box or a supple upper that gives over my bunion. I love the look of a pointed toe, but if it squeezes my toes together, I leave it in the store.
For orthotics, I need a removable insole and enough depth that my toes aren’t crowded. My Ecco sneakers work well for this. Laces, buckles, and adjustable straps also let us fine-tune the fit. I’ve shared more options in Best Sneakers and Walking Shoes for Mature Feet.
How to Choose Comfortable Fall Shoes
I’ve learned not to be tricked into a pair of shoes just because they look comfortable. Now I check a few things before they come home with me.
- Arch Support: Cushioning feels wonderful, but it isn’t the same thing as support. If I’m going to be on my feet for hours, I pay attention to how much structure the shoe actually gives me.
- Head Height: I still love a little height, but I want a heel I can walk in without thinking about it all day. A lower block heel or platform distributes weight better than a narrow heel and feels much more stable.
- Width: This is a big one for me. I look for brands that offer multiple widths, but I also pay attention to the toe box shape. A shoe can technically be my width and still squeeze my toe in all the wrong places.
- Removable Insoles: A removable insole gives you space to add your own orthotic without making the shoe too tight or pushing your foot higher than it should sit.
- Closure: Laces, buckles, straps, and even an adjustable bow can make a surprising difference. I like being able to customize the fit because my two feet don’t always want the exact same thing… because apparently that would be too easy.
Our feet change, so what worked beautifully ten years ago may not work today. I’d much rather adjust what I’m buying than spend the day thinking about my feet (and how bad they hurt!). The goal is to put something on that feels good, looks good, and then get on with your day.
What Fall Shoes Are You Wearing This Year?
Do you have a pair of go-to shoes for fall? What shoes are on your radar?
You have a nice selection of attractive shoes. My favorite brands are Spring Step and Le Artiste. They offer interesting styles and fit my foot well. I often buy on line and I know they’ll fit when they arrive. I keep my shoes in clear, stackable shoe boxes that I can see inside. They have a door in the front to access the shoes. These boxes keep my shoes free of dust and neatly organized.
Those clear containers sound great. Where did you find them?
After several surgeries, orthotics, and being an avid walker (3-5 miles/day), my feet have shrunk, both in length and width. I recently sent 5+ pairs for donation. I now own Vionic loafers and tennis shoes (think Nordy’s Anniversary Sale), AGL classic flats, Sam Edelman booties and tall boots, and Cole Haan loafers for a classic look. For exercise, and what I wear most of the time – Brooks athletic shoes…the best for troubled feet!!! Both the Glycerin and Ghost Max series are great choices. I also own Rothys and they still fit!
I mourned the loss of Munro shoes, but they’re back under new ownership. I purchased a pair of their ankle boots that were supposed to be the same as the classic pair I’ve had for years, but the fit was off, so if a Munro lover, be careful.
I buy most shoes now at comfort shoe stores. There are really great European brands that are so fashionable and provide support too. Also, some of those stores still have expert trained fitters that can advise you which brands are best for YOUR feet.
I just started to develop plantar fasciitis. Turns out every woman in my walking group has been dealing with it too. It starts with a little pain at the bottom of your heel….and you better deal with it quickly before it gets worse.
The 3 top recommendations for this are: Dansko, Orthofeet, and Hokas. I am wearing my first pair of Dansko sneakers for the arch support. They take a bit of getting used to…you wear them for short periods of time and build up to longer. After my first 2 weeks, my heel feels better already.
I just ordered my first pair of Orthofeet. They are online only. Same breaking in required. They allow for orthotics. They have a huge variety of styles and colors.
Hokas are more for dealing with the symptoms once you have plantar faciitis and the pain isn’t going away. They provide cushioning for a softer landing.
Btw, I have worn mostly sketchers and the ilse jacobsen tulip shoes for years. They were incredibly comfortable but they do not provide support.
I hope my danskos and orthofeet will keep me pain free. TBD!
These boots are perfect in every way: https://www.nordstrom.com/s/agora-platform-chelsea-boots/8149992. Right out of the box they were perfect and comfortable. In my older age, my feet have become wide. I have been searching for platform Chelsea boots in a wide for a long time for my tiny feet (EU35) and my laundry list of feet problems. These are light weight on my feet, the material is soft against my shins and I wore them multiple days in a row with no issues. I even added in my old lady orthotics with no issues! I believe they run true to size in both foot length and width since I did order in a “wide”.
Thanks Melissa! I will try a pair.
Shoes have become hard for me after multiple ankle and foot surgeries in the last 5 years. I can’t wear Ecco any longer but used to love their shoes. I actually can wear low profile Keds sneakers. Just ordered a pair of brown suede ones. Hope they will work!!! And the price is in my budget.
Sorry to say that I have tried most of the brands recommended for comfort but my all day, cobblestones or sidewalks, brand is Skechers…both walking slip-ons and slightly dressier flats. I also like L’Amour des Pieds.
As someone who fell in love with shoes at 5, I hate to be limited like this but such is life….
I love L’Amour des Pieds. They have such unique styles! I can’t wear many shoes that used to be comfortable and it is sad. But as you say…life
We all have different foot issues. Mine is balance. You’ve given a great range for women with foot issues like yours, but virtually all of them (except driving mocs) would not work for me. It would be very helpful to see a roundup of shoes for balance and traction — even when lug soles are not trending. I find sneakers / trainers are my best bet but am hoping to find boots that work. M
I can check into those Maeve. I just got a pair of socks that were supposed to help with balance and they were worthless.
I was pleasantly surprised to see you have Dansko on the list. I developed plantar fasciitis about 12 years ago and my podiatrist recommended them. I’ve never looked back. Any time I have a foot issue, or my back is acting up I am wearing these around the house for the added support. I’ve recommended them to people at the gym too with foot issues. Bionic is my other go-to for arch support. Thanks for a very informative piece 😊
This article is so important for those of us with wide toe bridges, narrow ankles, high arches and bunions! Yes, I have them all from years of wearing the wrong shoes. I have found Vionic wide shoes (especially the Pismo sneakers) to be heaven for my feet. Also, Propet wide and extra wide width booties are fantastic and stylish. I own 10 pair in the Waverly and Delaney styles. Both the Vionic and Propet run true to size, so I purchase 7.5 wide instead of 8 (which I only purchased to attempt to get more width for my bunions). I no longer worry about being stylish in the Fall/Winter, and my feet thank me. In the Spring/Summer months, I find Clark’s sandals to be very stylish and bunion friendly. Also true to size and come in wide width.
Wow, they must be very comfortable. I like Clarks too…very comfy
Always been a loafer girl. San Edelman Lorraine are my favorite for style (Gucci style!) and comfort. Now that socks are back in style I found last year I hardly reached for my boots as I find loafers more comfortable, but Blondo and Gentle Souls are my go tos. Finally, if anyone is looking for low profile sneakers that are in this fall, I do well with Gola Elan and just got the Adidas Handball Speziale which are more comfortable than Sambas. Wouldn’t walk miles in them but fine for every day. Now if I could just find a cordovan true penny loafer like I had in high school that isn’t plastic…I have been searching for years. Wide foot, narrow heel here. 🦆
I assume you’ve tried the original Bass Weeguns. I can’t wear plastic shoes so I feel your pain there. I’m on the hunt for some fun socks. Where do you find yours?
Yes, in addition to bunions, I find I cannot find any slip on shoes. Of, that doesn’t mean I haven’t bought any!! But I end up “walking out” of them, especially if they are fabric . The heel doesn’t stay in and they puff out at the sides. I am a medium foot, not narrow. I’ve purchased heel pads, put in other insoles, including my orthotics. My shoe repair man has evaluated AND HE SAYS HE COULD ONLY ADD A CROSS FOOT STRAP WHICH I DO NOT FIND ATTRACTIVE. ANY ADVICE GALS?
Must I now only wear tie shoes?
If all else fails I’d try one cross strap and see how it goes. I also think different brands use a different pattern so they may not poof out as much. Any ideas ladies?
Jennifer, I am wondering if you’ve tried the Rothy’s Drivers yet. If yes, what do you think? I’ve got them in my cart but still on the fence.
I have not yet, but my daughter has them in olvie and she loves them.
Alas, I cannot wear most of the styles you show here. I use orthotics in my shoes and most of these shoes don’t come up far enough on my foot to be able to walk in. I do love the styles though. However, I found a pair of ECCO sneakers a few years ago that are so comfortable that I bought 3 pairs. I’m glad I did, because I have not found another pair even by ECCO that fit me well. Did i fail to mention I am also Narrow width? Very few shoes are now made to fit me.
Hi Linda, I share your narrow foot woes. I recently tried SAS shoes and am a convert. They even have narrow width sandals! And not all look like orthotics!
I feel your pain. I have a narrow foot and they don’t seem to be making narrow anymore. Not big enough market I was told. It’s really disappointing when you see a pair of darling shoes but you walk right out of them. I have found some European brands are narrow. They are pricey but hey, it’s our feet and we need to feel secure and comfortable.
I never had luck with Sketchers until I tried on their new slip in shoes. Wonderful for my painful, arthritic, post surgery feet. Thanks for the great ideas, Jennifer!
I am always looking for recommendations for comfortable shoes and sneakers. I bought my first Vionics. Uptown slip on leather loafers recently and have been loving them. I purchased my regular size in medium width. These do not squeeze the wide part of the foot unlike some loafers after wearing awhile. The leather in the back of the shoe is soft and unstructured which does not compromise the support of the shoe. I intend to try other Vionics in the future.
That’s great to know, thanks Linda
I try to only buy natural fibers. I just think they look more expensive. Having said that, I found some cute, fabric, leopard flats at TJMaxx. $25, btw. Worth it to have some fun with leopard. Super comfy, but to my surprise, by the end of the day the fabric had stretched so much they were falling off. I love loafers. No platforms or chunky soles. I wear my shoes for years and want them to look timeless. I ordered a pair online last week. I will never order shoes online again. I must have difficult to fit feet.
Have been a HUGE Rothy’s fan for a decade. For my 75 yo bunions they are the softest, easiest and most attractive shoes ever. The round toe and the loafers are the most comfy on my feet. Tried the tennis shoe but the edge where the top and rubber bottom meet rubbed my baby toe.
Anyway….try them! I have 11 pairs
Amazing! Thanks for letting us know. I only have 2 pairs and will add more now.
I am also a fan of Rothy’s & have several pairs. One thing not mentioned is that Rothy’s are washable! Their sizing can be a little tricky, I suggest ordering 2 different sizes & return the size that doesn’t work. Returns are free!
I agree about the size suggestion. I always like to wear shoes around the house to be sure they actually comfortable.
I really need to think about shoes for fall. Since having foot problems I’ve just kind of been living in tennis shoes. I really like the boots and loafers you posted. This was a much appreciated post. Thanks 🌺
Just for the benefit of others…tulip slip-ons are not great for cobble stone streets.
I bought a pair of Ilse Jacobsen tulip slip-ons (black with black soles) for a trip to Europe thinking they would be as comfortable as sneakers but a little less casual. And yes, they are very comfortable. However, I did not find them suitable for cobble stone streets. The soles are cushiony soft, but as a result I could feel the uneven cobble stones with every step. I ended up wearing sneakers after all as they provided more stability.
Wow, that’s good to know. I never thought of that issue
Yes, I had the same problem on my last trip to Italy. When shopping, I found these Hey Dud Austin slide. They are amazing! Once I put them on, I stopped feeling cobblestone. I wore them the rest of the trip and now at home when I get home from work.