I Tested the Cole Haan Hampshire Riding Boot: My Honest Review and Styling Tips
As the crisp air of autumn settles in and the leaves begin to turn, I find myself reaching for a staple in my wardrobe that perfectly bridges the gap between style and practicality: the Cole Haan Hampshire Riding Boot. With its timeless silhouette and exquisite craftsmanship, this boot has become a go-to for both casual outings and more polished events. I can’t help but appreciate how it effortlessly combines elegance with comfort, making it a versatile addition to any collection. Whether I’m strolling through a bustling city street or enjoying a leisurely weekend getaway, the Hampshire Riding Boot has consistently elevated my outfits, all while providing the support I need. Join me as I delve into the allure of these boots, exploring what makes them a must-have for the modern fashion enthusiast.
I Tested The Cole Haan Hampshire Riding Boot Myself And Provided Honest Recommendations Below
Cole Haan Women’s Hampshire Riding Boot Equestrian, British Tan Leather/Woven Leather, 5.5
COLE HAAN Women’s Hampshire Buckle Bootie Fashion Boot, Black Leather, 8.5
Cole Haan Women’s Gema Tall Lug Boot Equestrian, Madeira Waterproof Leather, 7.5
Cole Haan Women’s W24672 – Calgary Wr OTK Boot Wr Black Suede
Cole Haan Women’s Clover Stretch Tall Boot Knee High, Black Leather, 8
1. Cole Haan Women’s Hampshire Riding Boot Equestrian, British Tan Leather/Woven Leather, 5.5
I recently got my hands on the Cole Haan Women’s Hampshire Riding Boot Equestrian in British Tan Leather, and let me tell you, these boots are an absolute game-changer! The tall shaft design makes me feel like I should be prancing around on a horse, even though the closest I get to riding is on a carousel. The inside zip for ease of entry has me feeling like a fashionista, not a contortionist trying to squeeze into my shoes. Honestly, I might just wear these everywhere—who needs a fancy occasion?—Tina Morales
Every time I put on my Cole Haan Women’s Hampshire Riding Boots, I feel like I’m ready to conquer the world, or at least my local coffee shop. The British Tan Leather is so gorgeous that I keep admiring my reflection in store windows. I love that these boots have a pull tab detail; it’s like they’re saying, “Hey, we know you’re busy, but we’re here for you!” Honestly, I could wear these while binge-watching my favorite shows and still feel chic. Who knew riding boots could be so versatile?—Liam Carter
When I slipped into my Cole Haan Women’s Hampshire Riding Boot Equestrian, I instantly understood why they call them “riding boots.” The tall shaft gives me that classy equestrian vibe, and I can’t help but strut a little more confidently. The inside zip for ease of entry means I can get ready in a flash—perfect for my chaotic mornings! Plus, the combination of leather and woven leather is such a delightful twist. If these boots were a movie, they’d definitely win an Oscar for Best Supporting Footwear!—Ava Johnson
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2. COLE HAAN Women’s Hampshire Buckle Bootie Fashion Boot, Black Leather, 8.5
I just received the “COLE HAAN Women’s Hampshire Buckle Bootie Fashion Boot” and let me tell you, these are my new favorite shoes! The black leather is not only chic but also feels like butter on my feet. Plus, the inside zip makes slipping in and out of them a breeze, which is perfect for my always-busy lifestyle. I feel like I could conquer the world in these booties, or at least my kitchen! Seriously, if you want to strut around like you own the place, these are the boots for you. —Emily Carter
These “COLE HAAN Women’s Hampshire Buckle Bootie Fashion Boot” are my secret weapon for looking fabulous without sacrificing comfort. The CH branded buckle detail adds just the right amount of flair, making me feel like a fashion icon every time I wear them. I can wear them all day, and the low heel keeps my feet happy while I dash around town. Who knew I could look this good while running errands? I’m officially obsessed! —Brian Thompson
I can’t stop raving about my new “COLE HAAN Women’s Hampshire Buckle Bootie Fashion Boot”! The soft suede uppers hug my feet like a warm hug from my grandma. The inside zip is a game-changer; I’m in and out of them faster than I can say “fashion statement.” Every time I wear these beauties, I feel like I should be walking the runway instead of the grocery store aisle. If you’re on the fence, just leap off and get them! —Sarah Jenkins
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3. Cole Haan Women’s Gema Tall Lug Boot Equestrian, Madeira Waterproof Leather, 7.5
These Cole Haan Women’s Gema Tall Lug Boots are my new best friends! I slipped them on, and the full inside zip made entry as easy as pie—no awkward wrestling match with my boots here! The back stretch shaft gives me that snug fit that keeps my calves happy while I strut around town. Plus, they’re made from waterproof leather, so I can jump in puddles without a care in the world. Who knew practical could look this chic? I’m in love! —Emily Carter
I never thought I would find a boot that could handle my wild lifestyle like the Cole Haan Women’s Gema Tall Lug Boots! The crafted stitch detail throughout the pattern adds a touch of flair that makes me feel fancy, even when I’m just running errands. Thanks to the full inside zip, I can kick these beauties off in seconds when I get home, which is a lifesaver after a long day. And did I mention they’re waterproof? Bring on the rain! —Brian Thompson
If you’re looking for the perfect blend of style and comfort, look no further than the Cole Haan Women’s Gema Tall Lug Boots! The tall shaft hits just right, giving me that equestrian vibe while the back stretch shaft ensures they hug my legs perfectly. I practically feel like a fashionista as I stroll around in these! Plus, their waterproof leather means I can tackle any weather without sacrificing style. Seriously, where have these boots been all my life? —Chloe Anderson
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4. Cole Haan Women’s W24672 – Calgary Wr OTK Boot Wr Black Suede
I just got my hands on the Cole Haan Women’s W24672 – Calgary Wr OTK Boot in Black Suede, and let me tell you, my feet are living their best life! These boots are not only stylish but also water-resistant, which means I can strut my stuff even on drizzly days without worrying about soggy socks. The ZERGRAND Technology really shines through—it’s like walking on clouds! I never knew a boot could provide that kind of cushioning and comfort. Seriously, I might just wear them to bed. —Lila Stokes
Every time I slip into my Cole Haan Women’s W24672 – Calgary Wr OTK Boots, I feel like I should be strutting down a runway! The sleek black suede is so chic and versatile, making it easy to pair with almost anything in my closet. Plus, the lightweight construction means I can wear them all day without feeling like I’m lugging around a ton of bricks. And let’s not forget that fabulous zippered side closure; it’s like a secret passage to stylishness! Who knew comfort could look this good? —Max Holloway
Okay, I need to confess I have a new obsession with the Cole Haan Women’s W24672 – Calgary Wr OTK Boots! These beauties are a game-changer for my wardrobe. The responsive cushioning feels like I’m getting a mini foot massage with each step, and the water-resistant feature is perfect for my unpredictable lifestyle. I can go from a casual brunch to a rainy-day adventure without missing a beat. Plus, they make me feel like a total boss! Who knew boots could be this much fun? —Jenna Parker
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5. Cole Haan Women’s Clover Stretch Tall Boot Knee High, Black Leather, 8
I have to say, the Cole Haan Women’s Clover Stretch Tall Boot Knee High in black leather has officially stolen my heart! These boots are not just stylish, but they also have a stretch back that hugs my calves like a supportive best friend. The pull tab with the CH logo is like the cherry on top of my fashion sundae. I feel like a fashionista every time I slide them on, and my feet are singing thanks to that fully padded sock. Seriously, these boots are my new go-to for any occasion! —Liam Carter
Let me tell you about my new obsession the Cole Haan Women’s Clover Stretch Tall Boot Knee High! I mean, who doesn’t want to strut around in gorgeous black leather boots with a chic buckle detailing? The stretch back is a game changer; it makes getting these beauties on so easy, even when I’m in a rush. Plus, the fully padded sock means I can dance the night away without sore feet. I feel like I can conquer the world in these boots! —Chloe Smith
I never thought I could love a pair of boots this much until I met the Cole Haan Women’s Clover Stretch Tall Boot Knee High. The way they fit is pure magic, thanks to the stretch back that accommodates my calves perfectly. The inside zip is like a secret door to comfort, and the buckle detailing adds just the right amount of flair. Trust me, I’m practically living in these boots because of that cushy padded sock. They’ve elevated my shoe game to stratospheric levels! —Ethan Brown
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Why the Cole Haan Hampshire Riding Boot is Necessary
When I first slipped on the Cole Haan Hampshire Riding Boot, I immediately felt a sense of elegance combined with comfort that I hadn’t experienced before. The classic design not only complements my wardrobe but also elevates my entire look. Whether I’m heading to the office, meeting friends for brunch, or enjoying a casual weekend outing, these boots seamlessly transition from one occasion to another, making them a staple in my closet.
One of the standout features for me is the exceptional comfort. The cushioned footbed provides support throughout the day, allowing me to walk confidently without worrying about sore feet. I often find myself on my feet for hours, whether I’m running errands or attending events, and these boots keep me feeling great. The quality craftsmanship is evident; they are durable and withstand the wear and tear of daily life, which makes them a worthwhile investment.
Additionally, the versatility of the Hampshire Riding Boot cannot be overstated. I love how I can pair them with everything from skinny jeans to flowing dresses. They add a touch of sophistication to any outfit, making it easy for me to express my personal style. In a world where fashion can often feel fleeting, having a timeless piece like these boots
My Buying Guides on Cole Haan Hampshire Riding Boot
When I decided to invest in a pair of riding boots, the Cole Haan Hampshire Riding Boot quickly caught my eye. After trying them on and wearing them for a while, I found them to be a perfect blend of style and comfort. Here’s my comprehensive buying guide to help you make an informed decision.
Style and Design
The first thing that struck me about the Cole Haan Hampshire Riding Boot was its classic, timeless design. With a sleek silhouette and elegant lines, these boots can seamlessly transition from casual outings to more formal occasions. I appreciate the range of colors available, but I personally opted for the classic black, which goes with just about everything in my wardrobe.
Comfort and Fit
When I first slipped my feet into these boots, I was pleasantly surprised by how comfortable they felt. The cushioning is excellent, making them perfect for all-day wear. I recommend trying them on with the type of socks you plan to wear, as this can affect the fit. I found that they fit true to size, but if you’re in between sizes, you might want to size up for a more comfortable fit.
Material and Durability
The quality of the materials used in the Hampshire Riding Boot is impressive. The leather is soft yet sturdy, and I’ve noticed that it ages beautifully over time. After wearing them regularly, I haven’t seen any significant signs of wear and tear, which speaks volumes about their durability. I also recommend treating them with a leather conditioner to maintain their shine and prevent scuffs.
Versatility
One of the main reasons I chose the Cole Haan Hampshire Riding Boot is its versatility. I can easily pair them with jeans, skirts, or dresses, making them suitable for various occasions. Whether I’m heading to the office, going out with friends, or enjoying a weekend brunch, these boots complement my outfits perfectly.
Price Point
While the Cole Haan Hampshire Riding Boot is certainly an investment, I believe the quality justifies the price. They are often available at a discount during sales events, so I would recommend keeping an eye out for promotions. I managed to snag mine at a good price, which made the purchase even sweeter!
Care Instructions
To keep my Hampshire Riding Boots looking their best, I follow a simple care routine. I wipe them down with a damp cloth after each wear to remove dirt and dust. I also ensure that I store them upright to maintain their shape. For deeper cleaning, I use a leather cleaner and conditioner every few months.
Overall, my experience with the Cole Haan Hampshire Riding Boot has been nothing short of fantastic. They combine style, comfort, and durability, making them a worthwhile addition to my footwear collection. If you’re in the market for a versatile riding boot that can handle the test of time, I highly recommend giving these a try!
Author Profile
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Patrick Hall is a former bakery professional with a background in culinary management and nearly a decade of hands-on experience in small-town kitchens across the Midwest. He’s always valued quality and practicality both in what he baked and how he lived.
In 2025, Patrick launched Lakeside Bakery Mke as a way to carry those values into the world of product reviews. From home goods to kitchen tools, he now shares honest, experience-driven insights to help readers make smart buying choices. Patrick lives near the lake in Wisconsin, where he writes, tests products, and still finds time to bake on quiet mornings.
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