One of the best parts about the cooler months? Boots. Sure, you can wear chukkas in the summer (with ease), but other than that, we’re talking about seriously sweaty feet when it’s north of 90 degrees. But that’s not the case this time of year. Now that it’s cooled off, plenty of us are shelving the lighter footwear in favor of sturdy, but still good looking boots. Here’s six of the most common types, and why they might be worth adding a pair to your rotation.
- Made in the UK Loake Mitchum Chelsea – $280
- Allen Edmonds Liverpool – $445 (shown at top of post)
- Nordstrom 1901 Horton – $125
- EXPRESS Leather Chelsea – $88.80 ($148)
Defined by their laceless, sleek style, Chelsea boots are dressy but not so dressy that they can’t be worn with dark denim. If you’re the type to take some risks, they can also look good with a suit (try skipping the tie). Found in suede or leather, with grip to the soles or not. Getting the right fit can sometimes be an issue, since there’s no laces to cinch up. Find a pair you love though, and you’ll make excuses to wear them.
- Allen Edmonds x Massdrop Chukka – $239.99 FINAL (currently unavailable, shown above and at top of post)
- Meermin Mallorca Chukka – $200 + $35 Shipping
- Nordstrom 1901 Suede Chukkas – $125
- DSW Aston Grey Chukkas – $79.99 w/ OCTOBER2017 ($99)
An ankle high boot with either two or three pairs of laces. Like the chelsea, found in suede and leather and can have smooth leather soles, or, a bit of traction down below. Super versatile. Easy to dress up or down.
- Carmina Mottled Museum Burgundy Calf Boots (currently unavailable, review here)
- Allen Edmonds Fifth Street Boots – $395 (at top of post)
- Meermin Dress Boots – $245 + $35 Shipping
- Allen Edmonds Dalton – $295 ($445)
- Banana Republic Maddox Lace-Up Dress Boot – $112.80 ($188)
A category that can cover a wide range of styles. Some might argue that chelseas belong in here, and even some chukkas can go in here too. Whatever the case, they’re sleek and anything but bulbous, share many details with regular dress shoes, and can look great with a suit made from flannel or tweed.
The Heritage Work Boot
- Allen Edmonds Higgins Mill Boot – $250 ($350) (shown above in natural cxl)
- J. Crew Goodyear Welted Kenton Cap Toe Boots – $248
- Wolverine 1,000 Mile Adrian Cap Toe Boot – $415
- Red Wing Beckman Round Boot in Cherry – $350
- Woolrich Unlined Yankee – $227.99 ($325)
Hefty leathers, good support, solid construction, and the designs are based in the styles of work boots from a bygone era. Can’t say enough about the Higgins Mill (shown above). Love mine. I have not taken good care of them, but the Chromexcel uppers and subtly studded sole walk the line between utility and style, and can handle what I dish out for sure.
- Clarks Bushacre 2 – $59.95
- Clarks Original Desert Boot – $93.82
- J. Crew Macallister Boots in Oiled Leather – $158
- Made in Italy Astorflex Desert Boots – $145
Sure, there’s some overlap here, but y’know how all squares are rectangles, yet not all rectangles are squares? Right. All desert boots are chukkas, yet not all chukkas are desert boots. Desert boots are noticeably more casual, often with a thicker profile and always with a crepe (or crepe-like) sole.
- Woolrich Packer – $200ish
- Danner Mountain Light Overton – $253
- Vasque Sundowner in Suede – $165
- Danner Vertigo 917 -$220
Just because a boot is waterproof, breathable, and supportive on the trail, doesn’t mean it has to look like it was designed for hopping about the sea of tranquility. If you’re not the outdoors type, yet live in a semi-mild climate, these can double as winter boots for when the snow starts to (sorta) fly.
BONUS: Heavy Winter/Snow Boots or Galoshes/Overshoes
- Sorel Caribou – $170.00
- Made in the USA L.L. Bean Boots – $149
- Swims “Mobster Boot” Overshoes – $149
- Hunter Original Chelsea – $149.99
For those that live in seriously wet climates, warm or cold. Sometimes, Mother Nature wins out and you gotta go with what’ll keep you dry. Whether it’s clearing the walk of snow, or making your way to work in a downpour, save your good kicks for times when you’re not seriously considering building an ark (or, an Igloo).