Chelsea boots work for pretty much any occasion, but they’re especially suited to chilly fall days with a slight chance of rain
Photo: Courtesy of the retailer As the air gets nippy and the leaves start to change, one of the things we look forward to most is the chance to don our autumnal best. For many of us, that means pulling on a pair of tried-and-true Chelsea boots, a staple shoe in the wardrobes of countless sartorially inclined people. It’s easy to see why they’re so popular: They’re streamlined, easy to slip on and off, and have been classic since mods made them cool in 1960s Britain.
$228 at Nisolo Buy The Ainsley Chelsea Boot Eva Lee, content operations manager at Refinery29, loves these flat Chelsea boots for their versatility. “You can wear them with anything: cropped jeans, trousers, or with tights under a skirt,” she says. She cites the shape of the toe and the shaft height as making them “the perfect middle ground between casual but still feminine.”
$190 at Zappos Buy Daryl K Chelsea Girl Boot Jane Aldridge of the blog Sea of Shoes recommends these Chelsea boots by Daryl K. “I always wear them a lot this time of year,” she says. “They’re about as classic as it gets, and I always get compliments on them when I wear them.” Aldridge adds that they make “great travel boots, too.”
$945 at Barneys New York Buy Best Chelsea boots with a lift Dr. Martens Black 2976 Quad Platform Chelsea Boots Platform Chelsea boots seem to be the trend to try this fall, and these from Dr. Martens — arguably the favorite brand among our experts for always cool, never-go-wrong Chelseas — are one of your best bets this season.
$303 at Russell & Bromley Buy Grenson Jessie Boot Tamkin also told us she looks to the boys for her Chelsea boots. “I love men’s footwear,” she says. “Something about the toe, the details, and the width is always more pleasing to me.” Her favorite is a brogue-style pair from British heritage brand Grenson, which started with men’s boots and has since released this version for women.
$650 at Net-a-Porter Buy Rachel Comey Cove Boot in New Leopard Calf Hair Leather These leopard-print boots from Rachel Comey are the go-to Chelseas of Meredith Winfrey, the co-founder of PR firm Project MM. She says that the print makes them fun and playful but not too loud, “so they go with everything.” Winfrey adds that the shape of the toe and the calf-hair leather mean they’re “still chic.”
$395 at Labucq Buy Church’s Chunky Heel Chelsea Boots Art director Madelynn Furlong also thinks the very best Chelsea boots are old Celine. The closest dupe she’s found for that elusive pair’s chunky heel and smooth leather is this style from British heritage brand Church’s.
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