The 23 Most Comfortable Boots for All-Day Walking (2024)

The fall season kicked off with a splash and with that comes the need for a refresh of comfortable boots that you can wear daily. Here's the thing: As stylish and as chic as a pair of over-the-knee or ankle booties look, it can be hard to find a pair that doesn’t leave your feet aching. If you don’t want to compromise on style, we found the most comfortable boots to add to your fall and winter wardrobe. After all, boots are a top-tier choice for a fashion-forward look, and finding the right style can ensure your toes are kept warm, safe, and dry despite any snow or rain this cold-weather season.

What to look for in a comfortable boot

You might be wondering, what exactly makes the perfect winter boot? While the answer is subjective, there are a few nonnegotiable winter-friendly attributes that every pair of boots should have. First off, you always want to make sure that they feel flexible enough to move around in and don’t have a hard shell that feels crushing. Then, there's taking note of the size of the heel—of course, if you feel more comfortable walking on platforms opt for those instead. You should also make sure you consider the width, the arch, and the toe box. If you have flat feet, try adding an insole to support your arch. Overall, the boots you choose should feel snug but not tight.

The most comfortable boots

To help you on your quest, we’ve researched a range of durable boots from enthusiastic shopping reviewers. And we promise, these boots really are made for walking, and that’s just what they’ll do. Below, you’ll find our favorite picks from retailers like Vince Camuto, Torrid, Sorel, and Ugg that are great to step into for any occasion including a grocery store run, the office, or even for a night out.

1. Columbia Bugaboot II Snow Boot

Leave it to Columbia to make solid snow boots that will ensure nothing but the highest of quality. They’re waterproof and provide air-permeable protection that makes sure they’re still breathable. They also make great winter hiking boots thanks to their supreme traction. According to one of the 3,000 five-star Amazon reviews, one person described them as a “very light, snug fit but they slide on your foot with ease. I think that it’s the most comfortable boot I’ve ever had.”

2. Dolce Vita Silma Booties

These boots are the shorter version take on the cowboy boots trend that you're sure to see everywhere this season. Despite the heel on these, customers have shared their delight with just how comfortable they feel. One reviewer wrote, “I had been lusting after these boots and made the jump. They are worth every penny. Not only are they on trend, but they are classic enough that they will look good for years. The quality is impeccable. The suede is oh-so-soft and there is no break in time. They are extremely comfortable. I’ll wear them for years to come.”

3. Sorel Women's Out 'N About III Classic Boot

These modern winter boots have all the qualities needed to be a winter holy grail. They're equipped with traction, insulation, and waterproofing. They can tackle rain or snow while keeping your feet feeling ultra-comfy. One reviewer said, “I’m active most of the day. These boots are so comfortable and warm. And love how they’re waterproof.”

4. Teva Anaya Chelsea Tall Waterproof Boots

Stylish and efficient?! These leather boots will look lovely paired with any fall dress or skirt—or even under some jeans. With boots like these, it can be a choice between satisfying the fashionista side of your brain and the responsible side—but thanks to Teva, you won't have to choose just one. According to a shopper, they were able to walk “around the city and all day long at school” in their Tevas. They added, “These are comfortable and kept me protected from cold without making my feet sweat!”

5. JLO Jennifer Lopez Dorice Over-The-Knee Boot

Leave it to J.Lo to create boots that will steal the stage. These boots are ideal for your next date night, GNO, or brunch date outfit. These thigh-high options have just the right amount of a block heel and pointed toe that give you a dramatic edge. One reviewer noted, “When I purchased the boots and did not expect how comfortable they are and was a knock out!!!! I received plenty of compliments.”

6. Zodiac Gemma Bootie

These booties from Zodiac come with a buckle strap at the ankle providing a classic look you can't go wrong with. They have just enough of a twist to differentiate your footwear from the popular styles everyone often wears. This is a great comfy option for those with narrow feet, per one review. “I love these boots so much that I purchased them in two colors: Olive and Wine. They're well constructed, sturdy, and cute,” they said. “Most reviews of these boots stated that they run on the narrow side and I totally agree. This is a plus for me because I have narrow feet and finding boots is very difficult; however, the toe box is still a bit roomy for me, so I wear two pairs of socks with them.”

7. Merry People Bobbi Rain Boots

A sweet pair of everyday rain boots that you can bet we'll still be wearing out even when it's sunny. These are built with natural rubber and a neoprene lining to ensure comfort and style as you embrace your next adventure—rain or shine. “Bought these to replace a pair of Chelsea-styled rain boots that were a bit too narrow at the toe box. These are far more comfortable,” said one shopper. “I love the berry color. They're easy to slip on and off, thanks to the two tabs at the top and back of the foot hole (is there a word for that?). They seem pretty warm too, though I definitely have room for a thicker sock if need be on colder days.”

8. Sam Edelman Laguna Waterproof Lug Sole Chelsea Boot

These adorable Chelsea boots have a heavily lugged sole with stretchy gore insets at each side that are form-fitting. They also have a pull-on style and a leather upper. One shopper said, “Love these shoes! They fit true to size and are so comfy, I can wear them all day and no blisters or rubbing. They go with everything and are so cute! Definitely recommend!”

9. Torrid Clog Bootie

These boots are a plus-size-friendly option that can fit a wide set of feet comfortably. These come in a style that has extra wide width and extra room around your whole foot. “These will be a staple shoe in my wardrobe this fall and winter!” reads one review. “LOVE THEM!! My feet are wide and these fit perfectly and are super comfy!”

10. Merrell Ontario 2 Mid Waterproof Hiking Boots

Calling all hikers! If you’re looking for waterproof hiking boots, look no further than Merrell. These are for all those who regularly love to venture outdoors. One shopper raved, “THESE ARE THE MOST COMFY HIKING BOOTS I HAVE EVER WORN!! I’ve been hiking in them daily for a month & never had any ‘break-in’ soreness or chafing. I highly recommend this boot, especially if you need ankle support and a comfy, roomy toe box.”

11. Betsey Johnson Women's Cady Ankle Boot

*Cue Taylor Swift music* You can make the whole place shimmer when you walk into a room wearing these boots. These Betsey Johnson ankle boots will make you feel like a total diamond no matter what you wear. Among the satisfied shoppers—most of which noted it’s best to shop a half size up—one person said, “The rhinestones are absolutely stunning and even though I don't wear heels often I was able to comfortably wear these for several hours."

12. Ugg Classic Mini II Genuine Shearling Lined Boot

Fall means it's officially Ugg season. Truth be told, if you don’t already know and swear by the brand, Uggs really are worth the hype. Every time you step into a pair of Uggs, it feels like you're stepping on a cloud. Their comfort levels skyrocket thanks to their warm genuine shearlings and Treadlite soles, which provides increased cushioning.

13. Vince Camuto Parnela Boot

A nice brown boot is a timeless piece you’ll wear season after season. This one from Vince Camuto serves with its classic knee-high shaft, almond toe, and block heel. “Beautiful boot and comfortable for all-day wear,” wrote one person.

14. Mou Creston Boots

As much as you might want to live in your Uggs, it's always fun to mix things up—if only ever so slightly. Practically anything you buy from Mou is guaranteed to fill your cozy shoe-style cravings, and these ensure a more non-basic fall/winter boot that will leave everyone wondering where they’re from. “These are the most comfortable boots ever,” said one reviewer. “I haven’t taken them off and want to wear them as slippers.”

15. Alohas West Ankle Boot

A little leather moment never hurt anybody. These ankle boots from Alohas are so elegant and feature a wooden-effect block heel, in a sculptured shape. “The fit is perfect. They are the perfect height and comfortable," wrote one shopper. "You will not regret buying these.”

16. Princess Polly Stillwater Platform Boots

For when you want trendy footwear without having to pay a high price tag, Princess Polly will always be there for you. These stunning green platform boots are no different. What makes them a must-have? One person said, “I was really afraid that these boots would be uncomfortable to walk in after a while, but these are some of the most comfortable boots I've ever gotten! And super cute too."

17. Hunter Original Play Short

Rain days always call for Hunter boots. Let's face it, the brand is a staple for a reason, and these boots ensure you can walk all day without getting any water getting inside. “I was hesitant to purchase these based on price, but they are worth every penny,” one enthusiastic shopper said. “I have arthritis in both feet, but these boots provided the arch support and stability I needed to be able to wear them all day without added pain. I’ve worn them to a music fest where we stood for hours, worked in them eight to five as a teacher, and walked on a field trip with my son for hours—no troubles!”

18. Doc Martens 2976 Faux Fur Lined Platform Chelsea Boots

Another best-selling brand that is a hit year after year is Doc Martens, of course. These Chelsea boots offer a toastier version of the lace-up style that makes the rounds. “The soles are very comfortable and soft," said one shopper who noted that, unlike other Doc Martens, these already feel “broken in."

19. Jeffery Campbell Rosalee Bootie

A Western-inspired pair of suede booties that has deep notches at the sides. With their angled stacked heels, they pack a punch of cool-girl off-duty model vibes. Functionality is where the true winners of the style game are. “Ordered these booties for the upcoming fall season and was pleasantly surprised at the comfort,” one said. “They have a fair amount of padding, and the heel height is great.”

20. The North Face Women’s ThermoBall Traction Bootie

For when you want a strictly warm and comfortable shoe, the ThermoBall Traction Bootie from North Face has insulation with a high-traction outsole. The booties are also perfect for snow days, since they’re water-resistant. “Cute, lightweight and very comfortable,” wrote one shopper. “I’m very fussy about my shoes and love these. Will be great when it gets very cold. I expect to be wearing them all the time. Also easy to slip on.”

21. Italic Shearling Short Boot

A more budget-friendly version for when you want a pair of Uggs but would rather not splurge if it's not needed. These Italic boots will keep you nice and toasty during errand runs or office days. “Bought them about 2 weeks ago and have worn them every day since,” said one shopper. “I had been wanting a pair that I could wear around the house but didn't want to spend $150 on them. These are perfect, and the price is incredible.”

22. Eddie Bauer Severson Moc-Toe Boot

These boots have the holy trinity of a reliable winter pick: arch support, waterproof, and moisture-wicking capabilities. The Eddie Bauer footwear also is equipped with a pro ergonomic insole that features a stabilizing heel cup and superior forefoot support. “I have had a hard time finding boots that fit comfortably and can be worn anywhere, but the boots hit the mark,” noted one review. “They are super trendy and comfortable. I love them!”

23. Vince Camuto Saiovell Bootie

Statement bootie or statement toe? Call it what you want. These are meticulously crafted with a patchwork leather upper, and styled with a curved ankle shaft, traditional topstitching, and a V-notched cap toe. The short heels still makes them walkable for all your upcoming activities. One shopper called the boots “very comfortable with just the right heel height.”

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