The 15 Most Comfortable Boots to Wear All Day, Every Day This Fall

Feel free to walk all day long in these Catherine 70 boots, because Marion Parke’s collection is heavily influenced by her expertise as a podiatric surgeon. Each shoe is equipped with a supportive insole that relieves pressure on the foot.

Sizes: 35-42 (5-10)

Colors: Brown, black, grey

Heel Height: 2.8″

Perhaps one of the most versatile boot styles of all is the classic black boot. With an uncomplicated silhouette, these Dolce Vita boots can easily match with a luxe satin slip dress and a structured blazer or a pair of jeans and a knit sweater. Not to mention, they’re lined with breathable linen and the interior is detailed with elastic to offer more movement in the calf area.

Sizes: 5-12

Colors: Black (leather), black (suede), ivory, brown, multi-colored

Heel Height: 3″

What reviewers are saying: “The real benefit is the perfect heal, toe combo. The toe is just wide enough to accommodate my foot issue without looking frumpy and the heel is in the sweet spot of being high enough to still be stylish but low enough to be comfortable.”

Slip into these pull-on boots with ease, as there’s no need to fiddle around with a zipper. Stuart Weitzman’s Yuliana Boots also feature a block heel, which yields ample stability and support in comparison to stilettos.

Sizes: 5-11

Colors: Cream

Heel Height: 2.25″

Each year when fall rolls around, I like to take my cherished croc-embossed boots out for a spin. Whether I’m walking to my favorite coffee shop, which is 25 minutes away from my apartment, or I’m spending an entire night out on the town, I can count on these sumptuous boots to get me through without any discomfort.

Sizes: 5-11

Colors: Dark brown (croco), black, cream, snake print, black snake embossed

Heel Height: 3 1/4″

What reviewers are saying: “I love these boots so much I never went to take them off. So comfy and so stylish.”

Ganni’s cowboy boots are Western-inspired works of art. Adorned with geometric embroidery and intricate stitching, these boots will capture the attention of any aesthete. And as for comfort, the low heel will make you feel like you’re practically wearing flats.

Sizes: 36-41 (6-9.5)

Colors: Black/ brown, black/ cream

Heel Height: 1.5″

A square-toe is an excellent choice for those seeking comfort, as the wide shape provides plenty of room for the tip of your foot. We’re certain you’ll want to wear these Franco Sarto boots on repeat—not only because of the forgiving shape, but also due to the warm mahogany hue suited to a fall palette.

Sizes: 5-11

Colors: Mahogany, black, grey, brown, dark brown, cream

Heel Height: 3.5″

Have you heard the news? Biker boots are autumn’s most coveted style and we’ve got just the right pair for you to stroll around in. Reformation’s Francesca boots are constructed with waxed calf leather for a durable yet smooth feel, and the buckles are fastened loosely around the ankle so there’s no need to worry about a tight fit.

Sizes: 5-11

Colors: Brown, black

Heel Height: 2”

Although you might not spend any time riding horses, you’ll still appreciate the soft leather lining, low heel, and structured fit of Vince Camuto’s equestrian-inspired boots. I especially love how the pebbled leather exterior displays a touch of texture and dimension.

Sizes: 5-11 (medium and wide calf)

Colors: Black, brown

Heel Height: 1″

Proenza Schouler’s lace-up boots have a unique zip fastening along the side, which makes putting on these shoes extremely convenient. Once these plush velvet boots are secured, you can then adjust the laces for a tighter fit if needed.

Sizes: 36-42

Colors: Black

Heel Height: 0.5″

When I initially heard that red would be fall 2023’s trending color, I wasn’t fully on board. But I must admit, vibrant hues of rose, crimson, and burgundy are gradually piquing my interest, and I believe these Bottega Veneta booties might have just convinced me to fall for this fiery color.

Aside from the enticing shade, I also noticed the slip-resistant tread on the bottom of the shoe, which provides stability and support.

Sizes: 5-11

Colors: Red

Heel Height: 3″

Madewell’s Chelsea boots boast the brand’s signature MWL Cloudlift Lite padding, a cushioned insole which works especially well for those who spend a lot of time on their feet. If you’re in the market for an everyday shoe, this pair fits the bill with a classic design that will certainly compliment a variety of casual outfits.

Sizes: 5-12

Colors: Black, brown

Heel Height: N/A

Wide-calf boots have been shining under the spotlight for quite some time now, and I don’t think this style is going anywhere soon. Why would anyone want to forgo such comfort? The generous diameter of the shaft creates plenty of space for a fit that doesn’t feel restrictive.

Sizes: 36-42 (6-10)

Colors: Black, olive green, pine green, plum, yellow, mahogany,

Heel Height: 0.5″

I can’t tell you the amount of times I’ve seen pointed boots on nearly every street corner of New York City, and I fully understand the appeal. There’s something about an angular shape that instantly elevates any shoe while adding a dash of elegance. Case in point: L’AGENCE’s Gaston 75MM Suede Booties, which convey a strong sense of sophistication while prioritizing comfort through a buttery leather lining and a padded insole.

Sizes: 5-12

Colors: Brown

Heel Height: 3″

With several pairs of Sam Edelman shoes in my closet, I can attest to the brand’s ability to manufacture comfortable boots that last season after season. These knee-high boots are designed with a supple suede lining that offers an undeniable sense of flexibility.

Sizes: 5-11

Colors: Ivory, black, beige

Heel Height: 3″

If you’re on the hunt for a comfortable pair of winter boots, we’ve got you covered. La Canadienne’s Abba boots are crafted with a fuzzy shearling lining to keep your feet warm all winter long. Pair them with a jeans, a turtleneck, and an oversized leather jacket for an effortlessly cool look.

Sizes: 5-11

Colors: Brown/ shearling

Heel Height: 1.5″