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When it comes to shoes, I am a sneakers and boots girl through and through. But, as much as I love a stylish and chic pair of boots, I refuse to wear anything that won’t provide comfort and support to my high arches — after all, I live in a city and walk a ton. If you’re like me and only want the most comfortable boots, you’re in the right place.
I scoured my closet — plus my lengthy shopping wishlist — for the most comfortable boots for women. From a pair of cowboy boots that I have literally owned for over 20 years and still love dearly to rainboots that are actually cute and comfortable enough to walk for miles, here are the most comfortable boots ever.
Most Comfortable Boots at a Glance
- Best Overall: Revitalign Orthotic Water Repellent Suede Mid Boots, $100 (was $121)
- Best Budget: Athlefit Women’s Chelsea Boots
, $50 - Best Winter Boots: Engtoy Women Snow Boots, $57
- Best Ankle Boots: Vionic Sibley Boots, $124 (was $180)
- Best Knee-High: Frye Campus Knee High Boot ($498)
- Best Cowboy Boots: Ariat Heritage Western Performance Boots, $140 (was $160)
- Best Rain Boots: Merry People Tully Boots, $140
- Best Chelsea Boots: La Canadienne Braydon Waterproof Chelsea Boot, $535
- Best Combat Boots: Dr. Martens Jadon Platform Boot, $200
- Best Dressy: COACH Prestyn Bootie, $275
- Best Clogs: Swedish Hasbeens Plain Boot, $490
What to Look for in Comfortable Boots, According to Podiatrists
No matter what the shoe style is, if you’re shopping for comfort, Dr. Elizabeth Daughtry, DPM, says adequate arch support, stability, and good shock absorption are important factors to consider. “A deep, supportive heel cup along with a reasonable heel height are also important for stability,” she notes. Dr. Daughtry also recommends looking at the material and choosing an option that most suits your needs and comfort level, as well as the activity that you plan to perform in the boot.
Whether you’re trying on in-store or at home, Dr. Daughtry says it’s best to try on a pair of boots with the socks you plan to wear with them, so that you can get a better idea of the fit. She also recommends trying them on later in the day since feet can swell by the end of the day.
What to Avoid in Boots if You’re Looking for Comfort, According to Podiatrists
If you’re shopping with comfort in mind, Dr. Daughtry says to avoid ill-fitting boots and look for options that don’t press on bony portions of the ankle joint. “They should offer enough room in the toe box to allow for your toes to move freely,” she adds.
To get the best idea of comfort, Dr. Daughtry says to always check the customer reviews to get an idea of how they fit and the comfort they provide a variety of foot shapes and sizes. She also recommends avoiding pointed-toe silhouettes and boots with tall heel heights over 1.5 inches (unless accompanied by a platform sole) to ensure long-lasting comfort.
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The Most Comfortable Boots for Women
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Revitalign Orthotic Water Repellent Suede Mid Boots
Revitalign Orthotic Water Repellent Suede Mid BootsOn Sale 17% offNothing beats a super comfy boot that is both stylish and functional — and the Revitalign Orthotic Water Repellent Suede Mid Boots from QVC are exactly that. These boots are constructed from a water-repellent suede material, so they have that soft, leathery, lived-in look but won’t get ruined when faced with the chance of showers. They also boast plenty of durable traction to keep you sturdy on your soles in rain or shine.From a functional front, these boots also feature a side zipper that makes them easier to pull on and off. Plus, they come in medium and wide fits and are constructed with proper arch and metatarsal support. With all of these features considered, the boots received the APMA Seal of Acceptance.
Sizes Available: 5-12 (medium and wide fits available)
Colors: 6
Materials: LeatherPros
- Size zipper makes them easier to pull on and off
- Available in medium and wide fits
- APMA Seal of Acceptance
- Arch and metatarsal support
- Water-resistant suede material
Cons
- Honestly, nothing!
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Athlefit Women’s Chelsea Boots
Athlefit Women’s Chelsea BootsYou don’t have to skimp on comfort for a budget-friendly price tag. Case in point: The Athlefit Women’s Chelsea Boots
are one of the most budget-friendly and comfortable styles on our list. These boots feature a classic heeled Chelsea look and come in both water-repellent suede and leather, depending on the color you choose. They also have a lug sole for added traction and protection against slipping when stomping around in wet and rainy environments. On top of that, they feature an elastic gore side panel that makes slipping them on and off easy and efficient.Sizes Available: 5.5-11
Colors: 7
Materials: Rubber, suede or leatherPros
- Budget-friendly price tag
- Available in suede and leather finishes
- Lug sole for traction
Cons
- These boots are comfy but don’t have additional orthotic insole perks
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Engtoy Women Snow Boots
Engtoy Women Snow BootsFor the best — and most comfortable — winter boots, try the Engtoy Women Snow Boots from Walmart. These boots feature a classic and durable snow boot silhouette, including excellent non-slip traction, a cozy faux fur cuff, and sturdy laces. They have a comfortable wide fit that makes them easier to slip on, even with thick winter socks, and the toe cap has additional structure to protect the toes. On top of that, they’re incredibly versatile and can be worn everyday with jeans or on a ski vacation.Sizes Available: 6.5-10
Colors: 7
Materials: PVC, cotton-blend materialPros
- Comfortable, wide fit
- Anti-slip outsole
- Water-resistant
Cons
- A lot of the colors are sold out
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Vionic Sibley Boots
Vionic Sibley BootsOn Sale 31% offOur Sr. Commerce Director, Gina Vaynshteyn, is obsessed with her Vionic Sibley Boots, so they simply had to make it on this list. The boots are constructed from a buttery soft leather material, and Vaynshteyn says they’re the ultimate everyday boot, especially if you’re looking for a shoe to wear to the office. The heeled ankle boots also have some excellent comfort features, like a cushioned EVA insole. Plus, they’re water-repellent, so you can wear them in some drizzly weather. While they’re not meant for super cold weather, you can also get away with wearing these boots in chillier seasons with a pair of plush socks for added comfort.“I wore these boots—and only these boots—on a trip to New York last winter, and they not only kept my feet comfortable, but they looked super stylish and cool. I ran to catch multiple trains in these and walked the miles and miles to and from my gate at JFK and LAX, and my feet weren’t ever sore. I highly recommend these to anyone looking for a classic pair of black boots that’ll go with everything and feel nice on your feet,” Vaynshteyn says.
Sizes Available: 6-11
Colors: 2
Materials: Leather, EVAPros
- EVA insole
- Comfortable, everyday style
- Versatile design
- Size zipper
Cons
- Not meant for cold weather
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Frye Campus Knee High Boot
Frye Campus Knee High BootFrye books are notoriously comfortable and known to get better with age. If you want a pair of comfortable knee-high boots that you can wear every day for literally decades, go with the Frye Campus Knee High Boot. These boots are constructed from a buttery soft oiled leather that gets better with age, plus features a padded insole for added comfort and support. The boots also feature a slight 1 ¾-inch heel with a ½-inch platform that allows you to easily wear them with everything from casual denim shorts and jeans to dresses and skirts.
Sizes Available: 6-11
Colors: 1
Materials: LeatherPros
- They get better with age
- Comfortable, everyday style
Cons
- These boots aren’t water-resistant
- They are expensive
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Ariat Heritage Western Performance Boots
Ariat Heritage Western Performance BootsOn Sale 13% offMy mom bought me a pair of Ariat Heritage Western Performance Boots for the first day of 7th grade, and I still wear them over 20 years later. These classic cowboy boots are functional and can be worn casually or dressed up. They are a functional style that can be worn to the barn, a country concert, or even the office. Since the boots are designed with function in mind, they’re a lot more comfortable than more fashion-forward choices and even feature a gel-cushioned footbed for added support. They’re also available in several fits — including wide — so you can grab a pair that feels as meant to be as Cinderella’s slipper. Despite a ton of wear and tear, my pair have never lost of their quality or comfortable support, and they have a versatile style that is always on trend.Sizes Available: 5.5-12 (wide fits available)
Colors: 3
Materials: LeatherPros
- They have a gel-cushioned footbed
- Designed for function and style
- Long-lasting construction.
Cons
- Nothing!
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Merry People Tully Boots
Merry People Tully BootsI spend a lot of time in rainy Vancouver, British Columbia, which means I need a rain boot that can withstand the consistently wet weather while being comfortable and supportive enough for stomping around the city for miles. These Merry People Tully Boots have become my tried-and-true for their functional design, comfortable fit, and cute style. The boots are constructed from a waterproof PU material and feature flexible neoprene material at the ankles for added comfort. They also have a heavy rubber lug sole that keeps you sturdy on your toes while providing plenty of traction, even when the ground gets slippery. In addition to keeping your soles dry and grounded, the boots also have arch support for added comfort.Sizes Available: 5-12
Colors: 6
Materials: Rubber, PUPros
- Cute rain boots style
- Comfortable and supportive
- Lots of traction
- 12-month warranty
Cons
- They are a little heavy
- Not available in half sizes
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La Canadienne Braydon Waterproof Chelsea Boot
La Canadienne Braydon Waterproof Chelsea BootLa Canadienne is one of my favorite shoe companies for gorgeous, everyday leather boots that can actually withstand weather. I have a pair of the brand’s combat boots that are now sold out but, if you prefer a Chelsea boot style, the Braydon Waterproof Chelsea Boot is another excellent choice. These boots are constructed from the brand’s City Dry leather material, which means they are leather boots that can actually get wet in the rain without ruin. They also have flexible elastic side panels that make pulling them on and off a lot easier, and have a durable lug sole for plenty of traction.Sizes Available: 4.5-11.5
Colors: 1
Materials: Thermoplastic rubber, leatherPros
- Completely waterproof leather
- Durable lug sole
Cons
- Expensive
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Dr. Martens Jadon Platform Boot
Dr. Martens Jadon Platform BootWhen I think of comfort, I instantly think of Dr. Martens. I have owned a few pairs over the years, and the Jadon Platform Boots are next on my shopping list. These boots come in both a matte and glossy leather finish and feature the classic Dr. Martens rubber sole with lots of traction and flexibility for a comfortable fit. They also have a comfortable a stylish platform silhouette with a built-in cushioned footbed for added support, plus a side zipper that makes them easier to pull on and off (which is a must when it comes to combat boots). While it can take time to break in a pair of fresh Docs, these are well worth it — and a pair you’ll have for years and years.Sizes Available: 5-11
Colors: 2
Materials: Leather, textile, syntheticPros
- Cushioned footbed
- Side zipper
- Platform lug sole
Cons
- Takes time to break in
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COACH Prestyn Bootie
COACH Prestyn BootieIf you’re in need of a dressier boot that is still super comfy, look no further than the COACH Prestyn Bootie. With their heel and toe silhouette, these shoes have a slightly Western feel to them but are versatile enough to wear with pantsuits, dresses, skirts, and other formal attire. They’re constructed from a silky leather material and, despite their dressy nature, feature some important practical details like a flexible back panel that makes slipping them on and off a lot easier. And, albeit a bit of an investment, they’re so timeless that you’ll wear them for years and years to come.Sizes Available: 5-11
Colors: 3
Materials: LeatherPros
- Versatile silhouette
- Sleek leather finish
- Flexible pull-on style
Cons
- Not weather-proof
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Swedish Hasbeens Plain Boot
Swedish Hasbeens Plain BootSwedish Hasbeens are my all-time favorites for comfortable clogs, and you can get a similar look in boot form with the Plain Boot. I have these boots with a fur lining and they’re one of the most comfortable and stylish shoes I own. The boots are constructed from a buttery soft leather that is designed to get better with age, so they’re well worth the investment. Plus the wooden heel adds a chic clog-like touch and the added rubber lug sole provide plenty of traction.Sizes Available: 35-40
Colors: 1
Materials: Leather, lime tree, rubberPros
- They have a lug sole
- They feature a clog-like design in boot form
- They wear in beautifully
Cons
- They’re expensive
