Best Classic Black Boots
- Most Affordable Black Riding Boots: Sam Edelman
- Best Classic Black Riding Boots: Madewell
- Most Comfortable Black Riding Boots: Dr Scholls
- Best Simple Black Riding Boots: Larroude
- Best Leather Riding Boots: Aeyde
- Best Waterproof Black Riding Boots: Cole Haan
- Best Square Toe Black Riding Boots: Vince
- Best Knee High Black Riding Boot: Jack Rogers
- Best Tall Black Riding Boots: Jil Sander
- Best Black Riding Boots with a Chunky Sole: Loeffler Randall
- Best Black Riding Boots for Wide Calves: Free People
- Best Glossy Black Riding Boots: Anine Bing
- Best Western Style Black Riding Boot: LifeStride
- Most Sustainable Black Riding Boot: Camper
- Best Pull On Black Riding Boots: The Row
- Best Designer Black Riding Boot: Proenza Schouler
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ADVERTISEMENT I’ve been on the lookout for simple, classic black boots and surprisingly, they’ve been hard to find! So many have a chunky heel, or look a bit too trendy. I ended up pulling the trigger on these tall Jil Sander riding boots. They were eye-wateringly expensive, but I liked the tall shaft and asymmetric cuffs. For anyone else looking for simple riding boots, I rounded up my (more affordable) favorites below! All of these black riding boots are flat, comfortable to walk in and easy to pair with any fall winter outfit. Silhouette wise, they’re all very simple and timeless – made from supple, durable leather that will only soften with time. ADVERTISEMENT Simple, affordable and classic! These Sam Edelman boots are tall, pull-on style boots with a round toe. They’re made from 100% leather and hit about knee-high. Also available in wide calf options! Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTISEMENT Don’t sleep on Madewell’s shoes. They have a great range of tall riding-style boots. These are made from pigskin, with a round toe and slight stacked heel. Super comfortable and well made, supple leather.
ADVERTISEMENT If you want the look of a classic riding boot but are worried about comfort, try these Dr. Scholl’s boots. They’re knee-high riding boots with a cushioned foam footbed and very low stacked heel, making them easy to walk in. Made from a breathable PU and lined in cloth, they’re also easy to get on thanks to a side zip. Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTISEMENT These tall riding boots combine a distinctly equestrian vibe with a modern silhouette. The boots have a low 1″ heel, memory foam cushioning for comfort and slight almond shaped toe. Larroude is a Latinx owned brand, started by the former fashion director of Barney’s. All of the brand’s shoes and bags are made with high quality leather from Brazilian tanneries. Sold on Nordstrom, Revolve, Shopbop & Bloomingdales Check the latest reviews and see all color options here ADVERTISEMENT I’m a big fan of German shoe brand Aeyde. All of their shoes are well made from high quality, super soft leather and incredibly comfortable to walk in all day long. I have a pair of their classic mary janes and am eyeing these tall riding boots next! They come in lots of different colors and feature a classic riding boot silhouette with a modern slightly chunky sole. Sold on Bloomingdales, Shopbop, Nordstrom & Net A Porter Check the latest reviews and see all color options here ADVERTISEMENT These classic riding boots from Cole Haan combine style with function. They have a low block heel, handy ankle zip and pull-on tabs so they’re easy to get on and off. Best of all, they’re waterproof! These are great riding boots to wear all winter long if you live somewhere cold, snowy or rainy. Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTISEMENT These Jack Roger’s riding boots are classic… with a twist! They have a whipstitch detail at the cuffs that elevate these tall boots into something unique. Available in 3 colors, they’re made from 100% leather, come with a cushioned insole and have a statement almond toe. A zip closure makes them easy to get on and off! Sold on Zappos, Jack Rogers, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTISEMENT I saw these Jil Sander boots and immediately fell in love. They have an extra tall boot shaft and asymmetric cuffs for a little something different. I like the flat sole and minimal heel, which keeps them flat and easy to wear all day long. They’re a little pricey but I haven’t found any other riding boot that compares! Made in Italy from 100% buttery soft calfskin leather. Sold on SSENSE, My Theresa, Farfetch, Saks, The Real Real & Bergdorfs Check the latest reviews and see all color options here ADVERTISEMENT Loeffler Randall’s tall boots are the perfect combination of a riding boot and combat boot. They have a durable smooth leather upper and a chunky, stacked sole. Inside, the footbed is padded so you have all day cushion and comfort. The chunky block heel keeps these a bit more interesting than your average riding boot! 2 inch heel height Sold on Zappos, Nordstrom, Shopbop, Saks, Anthropologie, Bloomingdales, Bergdorf & Amazon Check the latest reviews and see all color options here ADVERTISEMENT Anine Bing’s riding boots are the kind of tall boot that will match any outfit. They’re made from smooth cowhide, have a pointed toe and slightly glossy, sleek finish. These are a simple pull-on style, with a slim shaft and flat heel.
ADVERTISEMENT Want a riding boot that has just a hint of western flair? Then check out these boots from LifeStride! They have a slight stacked heel and almond shaped toe. Inside, there’s tons of cushion, support and flexibility so you can comfortably wear these riding boots all day long. Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTISEMENT Camper is a family-owned brand based out of Mallorca, Spain. They make classic shoes with a twist and their black riding boots are no exception! These leather boots are made from 30% sustainably sourced materials. They have a flared block heel, streamlined shaft and durable rubber sole. If you’re looking for classic riding boots with a slightly playful silhouette, you’ll love these! ADVERTISEMENT ADVERTISEMENT Read More in my favorite Comfy Shoe series: Most Comfortable Shoes The Most Comfortable Flats EVER The Most Comfortable Sandals for Summer The Most Comfortable Boots for Winter The Most Comfortable Heels (you can actually walk in) Best Sneakers The Best White Sneakers that Go with EVERYTHING Cute Casual Sneakers to Wear Anywhere Best Boots The Best Chelsea Boots to Wear All Year Round The Best Lace Up Boots for Military Inspired Chic The Best Over the Knee Boots that Make a Statement! The Best Shearling Boots to Stay Cozy this Winter The Best Black Combat Boots That Go with Everything Cozy At Home Shoes The Best Mules for Easy Slip on Style The Best Loafers to Look Polished but Stay Comfy Shoe Reviews The Best Travel Shoes in Every Style - Sneakers, Slip Ons, Flats & Sandals Everlane Flats - These 5 Pairs are Extra Comfortable OluKai Shoes: Sneaker & Sandal Review Where to Get Stuart Weitzman Boots on Sale Designer Inspired The Best Cap Toe Ballet Flats to Get the Chanel Look, for Less Classic Chanel Inspired Slingbacks (Two Toned) The Best Chanel Inspired Espadrilles to Rock All Summer The Best Manolo Blahnik Lookalikes The Best Over the Knee Boots that Rival Stuart Weitzman Lowlands! Follow me @Sher She Goes on
Black Riding Boots
Best Riding Boots (2023)
Most Affordable Black Riding Boots: Sam Edelman
Sam Edelman Riding Boots
Best Classic Black Riding Boots: Madewell
Most Comfortable Black Riding Boots: Dr Scholls
Dr Scholl’s Riding Boots
Best Simple Black Riding Boots: Larroude
Larroude Riding Boots
Softest Leather Riding Boots: Aeyde
Aeyde Riding Boots
Best Waterproof Black Riding Boots: Cole Haan
Cole Haan Riding Boots
Best Knee High Black Riding Boot: Jack Rogers
Jack Rogers Riding Boots
Best Tall Black Riding Boots: Jil Sander
Jil Sander Riding Boots
Best Black Riding Boots with a Chunky Sole: Loeffler Randall
Loeffler Randall Riding Boots
Best Glossy Black Riding Boots: Anine Bing
Best Western Style Black Riding Boot: LifeStride
LifeStride Riding Boots
Most Sustainable Black Riding Boot: Camper
Shop Riding Boots