Reese Witherspoon, Anne Hathaway, and Naomi Watts Showed Us How to Style Black Boots for Fall

If you’re still figuring out which boots deserve a spot in your fall shoedrobe, take a style cue from celebs like Reese Witherspoon, Anne Hathaway, and Naomi Watts, who recently put three very different spins on black boots.

Watts and Hathaway dressed up ankle boots and over-the-knee boots, respectively: Watts’s demure look featured pointed-toe stiletto ankle boots with a printed dress, leather jacket, and black leather handbag. Hathaway rocked a pair of heeled black over-the-knee boots that hearkened back to her covetable pair from The Devil Wears Prada, topping them with a floor-length military coat during an outing in New York City.

Meanwhile, Witherspoon opted for a more casual look while eating pizza with a friend. Her black Chelsea boots featured rugged lug soles, and she kept the easy vibe going strong with a field jacket, black tee, and wide-leg jeans.

The three celebs’ looks showcase the various ways black boots can complement multiple outfits this fall. Whether you choose Chelsea boots à la Witherspoon, sophisticated stiletto booties like Watts, or mile-high, over-the-knee boots like Hathaway, they’ll make a statement — and go with everything to boot (pun intended).

If you’re looking to add a pair of black boots to your fall closet, you’re in luck. We found the 10 best pairs of black boots on Amazon from brands like Dr. Martens, Nine West, and Vince Camuto, starting at just $24.

Celeb-Inspired Black Boots

• The Drop Sean Over-the-Knee Boots, $100
• Zgr Lug-Sole Chelsea Boots, $24 with coupon (orig. $40)
• Dr. Scholl’s Rate Ankle Boots, $42 (orig. $90)
• Dr. Martens Shriver Hi Fashion Boots, $105 with coupon (orig. $190)
• Dream Pairs Thigh-High Boots, $40 (orig. $63)
• Dream Pairs Heeled Ankle Boots, $33 (orig. $43)
• Lifestride Guild Ankle Boots, $50 (orig. $90)
• Nine West Andone Over-the-Knee Boots, $86
• Vince Camuto Elvin Platform Booties, $104 (orig. $129)
• Vepose 9607 Chelsea Boots, $48

The Drop Sean Over-the-Knee Boots

Over-the-knee boots are a surprisingly versatile fashion staple, since they go with everything from a mini dress to skinny jeans. This pair is designed in supple faux suede with a pieced design and low block heels, and it comes in sizes five through 13.

Zgr Lug-Sole Chelsea Boots

Snag inspo from Witherspoon’s rugged Chelsea boots with these black ones, which have elastic side panels, pull tabs on the heels, and durable lug soles. “These boots are really cute and so comfortable,” raved one shopper, who received them for free, adding that they’re “easy to throw on” and “match everything.”

Dr. Scholl’s Rate Ankle Boots

If you’re looking for ankle boots that are equal parts casual and stylish, not to mention versatile, this Dr. Scholl’s pair is your best bet. The low silhouette is accented by visible side zippers and subtle stacked heels.

Dr. Martens Shriver Hi Fashion Boots

It’s tough not to have at least one pair of Docs in your fashion rotation — and, luckily, this on-sale style is right on trend. The boots are designed in genuine leather with a lace-up silhouette and heeled lug soles, and they come in sizes five through 11.

Dream Pairs Thigh-High Boots

Go for a look like Hathaway’s with these over-the-knee boots, which feature slanted openings, zipper closures, and high heels. One satisfied shopper said they’re “super comfy boots that actually stay up, and [they] can walk around in them all day.”

Dream Pairs Heeled Ankle Boots

From the ankle-length shafts to the wider block heels, these black booties are a fashionable addition to your fall closet. Choose from faux leather or faux suede and sizes five through 11.

Lifestride Guild Ankle Boots

With stiletto heels and gold hardware, these black ankle boots are reminiscent of the ones Watts wore. One shopper said they’re “very versatile” and “look nice with casual, dressy, or work attire.” 

Nine West Andone Over-the-Knee Boots

Riding boots are a favorite of Jennifer Garner and Kate Middleton, which means this over-the-knee version should instantly make its way into your fall outfits. The boots have angled leg openings, wraparound buckles at the ankles, and stacked heels with gleaming gold hardware.

Vince Camuto Elvin Platform Booties

Instantly dress up any look with these platform booties, which feature a low silhouette and high, 3.75-inch stiletto heels. In addition to black, they come in colors like burgundy, navy, and camel, and sizes five through 12.

Vepose 9607 Chelsea Booties

Gywneth Paltrow and Kate Winslet wore Chelsea boots, so we need Chelsea boots — and these comfortable ones come in versatile, black faux leather with supportive lug soles. One happy shopper said they’re “impressed with the quality,” while another person, who wore them during a 10-day European vacation, said “no break-in period was necessary, and [their] feet held up walking seven miles per day, sightseeing through lots of cobblestone areas.”