The 10 Best Spring Boots for Men, From Chukkas to Chelseas
If you purchase an independently reviewed product or service through a link on our website, Robb Report may receive an affiliate commission.
Is there anything more frustrating than putting on a new pair of boots in the colder months, and then, inadvertently, stepping into an ankle-deep sidewalk puddle of sludge? Well, dear reader, with warmer climes on the horizon, the horrors of winter will (hopefully) soon be a distant memory. This means it’s time for spring cleaning, closet purges, closet upgrades, and introducing new footwear to your shoe rack. For sure, few styles work better this time of year than a reliable spring boot—and fortunately, there’s a variety.
More from Robb Report
Jay-Z Rocked an Ultra-Rare Patek Philippe Annual Calendar at the Lakers Game
The 35 Best Office Gifts to Add a Dose of Style to the Workspace
Robb Recommends: The Relaxing Pillow Spray Designed to Help You Fall Asleep Faster
When it comes to spring boots, you don’t need to worry about the heavy-duty stuff that bogs you down during the cold months. They don’t require the added weight and heft of insulation; the clunkiness of overly sturdy, grippy soles; or the lack of breathability that often defines waterproof shoes.
Personally, I find myself gravitating toward Chelsea boots and chukkas for spring. They work with chinos and jeans for both on- and off-duty situations, and they are comfortable enough to walk around all day in. So, if you’re looking to add some new boots for spring into your rotation, here’s where to start. But first, some invaluable information.
What to Consider Before Buying the Best Spring Boots
Not all boots are created equal. Some are designed for withstanding tough conditions, while others are created exclusively for wearing from your front door to the office and not much further. If you’re looking for new boots this spring, here’s what to consider.
Material: The good thing about boots for spring is that their uppers tend to be pretty straightforward—they’re not made of Gore-Tex or feature other anti-weather membranes that might affect breathability or the temperature of your feet. Suede is a fantastic choice for spring, as it tends to be more breathable than other exteriors—just keep in mind it may not fare well during those errant spring showers (this, of course, depends on where you live). Refined leather is also a reliable choice.
Style: Boots run the gamut in terms of style. For spring, the best options are going to be chukkas and Chelseas–two styles that can skew either formal or casual and will protect your feet during unexpected spring showers. A given boot’s degree or formality is largely going to come down to the material (polished leathers feel more elevated, whereas suedes and broken-in leathers feel more casual), so just consider where and when you plan on wearing these boots before making your purchase.
BEST WORK BOOTS FOR SPRING
Red Wing 1907 Classic Moc Boots
A vintage-inspired take on an all-American classic, the 1907 Classic Moc is the quintessential Red Wing style, made of burnished leather for that “had these forever” look. Note: There is a bit of a breaking-in period with Red Wings—but once these babies start molding to your foot, you’ll be hooked on their comfort, versatility, and timeless appeal.
Material: Leather.
Style: Work boot.
Colors Available: 4.
BEST CHELSEA BOOTS FOR SPRING
R.M. Williams Craftsman Leather Chelsea Boots
The classic Chelsea boot can be worn year-round, of course, but it is perhaps best suited for the in-between seasons. The length, the material (usually refined leather), the elasticized sides, and the overall silhouette are ideal for weather that’s not too cold and not too hot. Indeed, it is the most versatile of boot styles, able to be paired with jeans and cardigan or a spiffy two-piece effortlessly. And the best options are made by R.M. Williams, an Australian label that consistently offers designs that are equal parts rugged and rakish.
Material: Leather.
Style: Chelsea boot.
Colors Available: 2.
BEST CHUKKA BOOTS FOR SPRING
Drake’s Crosby Suede Chukka Boots
Every man needs an elevated chukka boot in his closet, and this Drake’s style is a refined, distinctive option. The upper is crafted from fine suede, and the buttery soft crepe soles are supportive, yet flexible for all-day comfort.
Material: Suede.
Style: Chukka boot.
Colors Available: 1.
BEST RAIN BOOTS FOR SPRING
Hunter PLAY Neoprene Rain Boots
Let’s be real: Spring weather isn’t always the greatest. When it comes to protection from the elements this time of year, leave the heavy-duty boots to winter and add something lightweight and stylish to your repertoire—like this ankle-high take on the classic Hunter Wellie. It combines the brand’s signature soft rubber with a neoprene lining for comfort and protection from the elements, perfect for dodging downpours in the city or working in the garden all day at the country estate.
Material: Rubber.
Style: Rain boot.
Colors Available: 2.
BEST HIKING BOOTS FOR SPRING
Hoka Anacapa Breeze Mid Hiking Shoes
The mountains of snow have thawed, the sun is bright and shining, and the trees are starting to regain their foliage. The Great Outdoors is beckoning, wooing to walk down trails. You’re going to need something lightweight, breathable, and durable. You’re going to need something with soles that’ll withstand gravel. You’re going to need something that’s water-repellent, allowing you to cross streams without care. You’re going to need the Anacapa Breeze Mid hiking boots from Hoka.
Material: Nubuck leather and recycled PET mesh.
Style: Hiking boot.
Colors Available: 2.
BEST COWBOY BOOTS FOR SPRING
Lucchese Sunset Roper Boots
Stay with us here: A beautiful cowboy boot belongs in every guy’s shoe rack. For the occasional trip to Big Sky or Aspen, they’re a must! But they also work for spring as we head into the summer months—they offer that all-American vibe that makes sense for a backyard barbecue or visit to a nearby polo match. The quality and prestige of a Lucchese boot is also second to none.
Material: Leather.
Style: Cowboy boot.
Colors Available: 5.
BEST LEATHER BOOTS FOR SPRING
Crockett & Jones Islay Pebbled-Leather Boots
Invest in a boot that’s built to last. This sentiment is at the core of Crockett & Jones, the pinnacle of English craftsmanship. Prime example is the elegant pair that features a polished pebbled leather upper, broguing, and Goodyear-welted Dainite rubber soles that will truly last a lifetime. If 007 were to wear a lace-up boot, it would probably be this one.
Material: Pebbled leather.
Style: Dress boot.
Colors Available: 1.
BEST SUEDE BOOTS FOR SPRING
Manolo Blahnik Nekos Suede Boots
If you thought Mr. Blahnik was known only for his prim ladies shoes, think again: His covetable men’s range includes sexy, high-quality styles such as this Nekos suede boot. No detail was overlooked here, from the proportions of the laces to the precise stitching. It’s made from the finest Italian suede, and finished with a padded collar around the ankle for comfort.
Material: Suede.
Style: Derby boot.
Colors Available: 1.
BEST LUXURY BOOTS FOR SPRING
Brunello Cucinelli Pedula City Suede Boots
Inspired by Mr. Cucinelli’s love for the mountains and all things alpine, these stunning boots are an update on classic mountaineering boots. The lug sole offers excellent traction, and while they aren’t made in the designer’s signature cashmere, they do come in a decadent suede that is no less excellent in quality.
Material: Suede.
Style: Hiking boot.
Colors Available: 1.
BEST CASUAL BOOTS FOR SPRING
Officine Creative BOSS 004 Tundra Brown Suede Chelsea Boots
A boot is the perfect upgrade for your spring wardrobe. It’s more elevated than a sneaker but can still offer comfort and versatility. Take this Officine Creative style, for instance: The rounded toe feels casual and the minimal seams showcase the natural beauty of the suede. No pretense, no discomfort—just a beautiful shoe worthy of everyday use.
Material: Suede.
Style: Chelsea boot.
Colors Available: 1.
Best of Robb Report
Sign up for Robb Report's Newsletter. For the latest news, follow us on Facebook, Twitter, and Instagram.
