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Edward Berthelot//Getty ImagesFor Work and Weekends
Aeyde Leandra 75 Boot
For Work and Weekends
Aeyde Leandra 75 Boot
Credit: MatchesfashionThese sleek boots feature a square toe box and a side zip that makes it easy to pull them on. The dark brown hue and stacked heel are a sleek combo for wearing to the office.
Materials: Leather
Sizes: 36–41 IT
Widths: One width
Whatever the Weather
Sam Edelman Laguna Waterproof Lug-Sole Chelsea Boot
Whatever the Weather
Sam Edelman Laguna Waterproof Lug-Sole Chelsea Boot
Credit: NordstromThese lug-sole Chelsea boots are the perfect option if you’re looking for a style that can handle some walking in the rain. Wear the sleek black silhouette on your way to weekend coffee or for a casual afternoon shopping excursion.
Materials: Leather
Sizes: 5–14
Widths: Medium, wide
What reviewers are saying: “These boots are super comfortable and very stylish. Honestly I feel like a million bucks when I wear them. I will agree that sizing up a half size is a good idea if you have wider feet, deal with bunion issues, or would like to wear thicker socks.”
Fresh Take
Lemaire Brown Piped Zipped Boot
Fresh Take
Lemaire Brown Piped Zipped Boot
Credit: SsenseThe combination of a back zipper and a wide ankle opening is a win for those who prefer not to feel constricted in their footwear. A low heel and contrast stitching make these boots feel like a modern update to a classic style.
Materials: Leather
Sizes: 34–40 IT
Widths: One width
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Keep It Classic
Lane Bryant Dream Cloud Slouchy Tall Boot
Keep It Classic
Lane Bryant Dream Cloud Slouchy Tall Boot
Now 70% Off
Credit: Lane BryantSkinny jeans and floaty dresses are stylish outfit ideas for pairing with these slouchy black boots. The silhouette is minimal and understated, so feel free to punch up the patterns and colors in the rest of your look.
Materials: Faux suede
Sizes: 7–12.5
Widths: Wide
Add Some Edge
Stuart Weitzman 5050 Bold Zip Bootie
Add Some Edge
Stuart Weitzman 5050 Bold Zip Bootie
Credit: ShopbopA cropped version of Stuart Weitzman’s signature 5050 boots, these zip-up boots have a moto-inspired silhouette and a comfortable rubber sole.
Materials: Leather
Sizes: 5–12
Widths: One width
Dress It Up
Franco Sarto Waxton Chelsea Boot
Dress It Up
Franco Sarto Waxton Chelsea Boot
Credit: NordstromThese classic block-heel boots come in both medium and wide width options so that you can find the size best suited to your needs. With a 2.5-inch heel, these add a subtle lift, ideal for dressier outfits.
Materials: Leather
Sizes: 5–11
Widths: Medium and wide
What reviewers are saying: “These boots look better in person than online. The fit is perfect, they’re comfortable and fashionable. I appreciate the block heel and perfect height.”
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Chunky Chic
The Row Suede Platform Boot
Chunky Chic
The Row Suede Platform Boot
Credit: Net-a-PorterIf you’re looking for a boot that’s a bit out of the box, this front-zip platform style from the Row is it. The chunky silhouette is a cool, casual update on classic boots for fall.
Materials: Suede
Sizes: 35–42 IT
Widths: One width
You’ve Got Options
Each x Every Parade Boot
You’ve Got Options
Each x Every Parade Boot
Credit: Each and EveryNgu said it’s time to eliminate the misperception that wide-fitting shoes lack fashion appeal. These sculptural leather boots marrying streamlined style with comfort are a start.
Materials: Leather
Sizes: 4–7 UK
Widths: Narrow, regular, and wide
A Forever Classic
Dr. Martens 1460 Smooth Leather Boot
A Forever Classic
Dr. Martens 1460 Smooth Leather Boot
Now 38% Off
Credit: ZapposA classic comfortable boot, Doc Martens’s 1460 is a silhouette that won’t squeeze your feet or make walking painful. The lace-up silhouette allows you to loosen the boot to your needs, and a chunky toe means optimum comfort.
Materials: Leather
Sizes: 5–12
Widths: Medium
What reviewers are saying: “I’ve worn Doc Martens for more than 15 years now, and each time I get close to wearing out one pair, I immediately start shopping for my next.”
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Up to Your Knees
Naturalizer Kyrie Boot
Up to Your Knees
Naturalizer Kyrie Boot
Now 38% Off
Credit: NaturalizerSlide your feet into a pair of knee-high boots designed to fit both medium and wide feet. A zip at the ankle makes them easier to take on and off, and an almond-shaped toe provides wiggle room.
Materials: Water-repellent suede
Sizes: 7–12
Widths: Medium and wide
What reviewers are saying: “The heel height is perfect for everyday wear to date night. The sizing runs a bit snug in the foot, maybe go half size up, while the calf is generously proportioned and a great fit. A zipper low on the inside ankle makes slipping the boot on and off easier.”
Take a Hike
Legres 16 Suede Lace-Up Ankle Boot
Take a Hike
Legres 16 Suede Lace-Up Ankle Boot
Credit: MatchesfashionChunky boots remain a top trend for fall 2023, and these suede boots have the perfect autumnal touch. The hiking-boot-adjacent design works for the city and country alike.
Materials: Suede
Sizes: 36–41 IT
Widths: One width
White-Hot Footwear
A New Day Pippa Stretch Boot
White-Hot Footwear
A New Day Pippa Stretch Boot
Credit: TargetFor a more affordable option, these $40 boots come in both medium and wide versions. A white boot offers a retro touch to modern suiting or flouncy dresses.
Materials: Faux leather
Sizes: 5–12
Widths: Medium, wide
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For the Forever Horse Girl
Walking Cradles Meadow Boot
For the Forever Horse Girl
Walking Cradles Meadow Boot
Credit: ZapposSleek equestrian-inspired boots are a building block for modern minimal wardrobes. This comfortable pair has both a zipper and stretchy elastic at the calf, to keep you from feeling uncomfortable as you go about your day.
Materials: Leather
Sizes: 5–7
Widths: Medium, wide, extra-wide
What reviewers are saying: “Finally a truly wide width without a wide shaft. Fit is amazing. Bought both black and brown — and I’d bought and returned at least a dozen boots searching.”
Night-Out Booties
Souliers Martinez Lola Boot
Night-Out Booties
Souliers Martinez Lola Boot
Credit: Souliers MartinezSpanish label Souliers Martinez combines clever details like a boxy toe and sculpted heel with a stretchy upper. The final product is comfortable and statement making.
Materials: Faux leather
Sizes: 35–41 EU
Widths: One width
Winter-Walk Friendly
Brunello Cucinelli Suede-Trimmed Knit Boot
Winter-Walk Friendly
Brunello Cucinelli Suede-Trimmed Knit Boot
Credit: Net-a-PorterIt’s almost like leaving the house in slippers. Except these durable boots feature a rubber sole that will protect you from the cold and wet.
Materials: Suede, knit
Sizes: 36–41 IT
Widths: One width
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