Boots

If you’re a guy and you don’t get irrationally pumped about boots, you should check your pulse. Casual boots, rugged boots, dress boots, weather boots...we’ve curated only our favorites.

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Daily Style Feature

Featured favorites and staples you need most. Because smart style is a daily habit.

Sperry
Avenue Duck Boot
Now $77
$110
Color: Tan/Brown
Size: 7

Weather

Sleet, sledding, the apocalypse...

Sperry
Cold Bay Boot
$160
Color: Black/Gum
Size: 7
Camper
Peu Pista
Now $111.99
$215
Color: Multi
Size: 8
Sorel
Caribou
$150
Color: Buff
Size: 7
Timberland
Heritage 6" Warm Lined
$210
Color: Wheat Nubuck Warm Lining
Size: 7.5
Sperry
Authentic Original Lug Boot Waterproof
$155
Color: Brown
Size: 7.5
Sorel
1964 Premium T CVS
$140
Color: Peatmoss/Bright Copper
Size: 7
Sperry
Avenue Duck Boot
$110
Color: Black/Amaretto
Size: 7
Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Black
Size: 7.5
Timberland
Heritage 6" Warm Lined
$210
Color: Black Roughcut Warm Lining
Size: 7.5
Danner
Mountain Pass
Now $245
$350
Color: Rio Latigo
Size: 8
Sperry
Avenue Duck Boot
Now $77
$110
Color: Tan/Brown
Size: 7
Timberland
Heritage 6" Premium Boot
$190
Color: Burnt Orange Worn Oiled
Size: 7
The Decision Matrix: Weatherproof Boots
A straightforward, curated guide to help you make informed choices and avoid buyer's remorse. Winter weather only ruins your shoes if you let it. The best way to save yo...
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The Decision Matrix: Weatherproof Boots

A straightforward, curated guide to help you make informed choices and avoid buyer's remorse.


Winter weather only ruins your shoes if you let it. The best way to save your soles and pant hems is by investing in the proper gear. Namely, weatherproof boots. Not reserved exclusively for shoveling sidewalks and trudging through slush, today’s boots are geared toward your everyday life and year-round look. Whether for the office or the outdoors, aligned with today’s top looks or centuries-old classics, we rounded up our best winter boots so you can face Mother Nature's wrath head-on.

Find the best boots for your needs below, and keep scrolling for a more detailed look at each style.

JackThreads / Dan Saita
1. Camper Hardwood ($270): With a Vibram lug sole, sturdy leather, and a Gore-Tex lining, this wingtip boot is just as suit-friendly as it is snow-ready. It’s a classic silhouette — just not a classic snowboot silhouette.
 
2. Timberland Chestnut Ridge ($175): Between a full-grain waterproof leather upper and lug outsole lies a gusseted tongue (to keep out snow, slush, and wintery gunk), vintage-inspired stitching, and Timberland’s proprietary anti-fatigue foot comfort technology. These boots will outlast every storm you encounter this season (and the next), yet they’re streamlined enough for daily wear.
 
3. Timberland Britton Hill Moc Toe ($190): Get maximum weather resistance without sacrificing an ounce of casual, cool handsomeness. With a mesh lining for breathability and Timberland’s exclusive SensorFlex technology (for foot support and flexibility), the Britton Hill Moc Toe promises all-day comfort whether you’re shoveling driveways or sitting in front of a computer.
 
4. Sorel Cheyanne ($135): This is what we picture of when we think of classic winter boots. A duck hunting silhouette in a versatile colorway, the Sorel Cheyanne keeps out water and frigid temps thanks to a seam-sealed construction and Thinsulate lining, holding its own against temps as low as -25° Fahrenheit. Pair it with corduroys for a classic cold-weather look.
 
5. Sorel Caribou ($150): For those days when standard boots won’t cut it, the Sorel Caribou is our go-to. As Sorel’s first boot — made to hold up in Canadian winters, promising warmth in temperatures as low as -40° Fahrenheit — the Caribou put the brand on the map over 50 years ago and has kept it there ever since. Ideal in heavy snow, the Caribou’s seam-sealed, waterproof nubuck leather upper and Sherpa-lined, insulated inner boot bring you eye-catching style without sacrificing an ounce of function.
 
6. Sperry Authentic Originals Lug ($155): Ideal for autumn’s chill and moderate winters (where snowfall is light), this boot brings casual, nautical vibes to slick boat decks and slushy sidewalks alike. With a waterproof leather upper, cozy flannel lining, and lug sole featuring Sperry’s proprietary Wave Siping tread, the Authentic Originals Lug Boot allows you to indulge in classic boat shoe vibes, even when the ship’s in storage and the beach is closed for the season.
 
7. Native Fitzroy ($110): A waterproof sneaker boot made from ballistic nylon and a water-resistant backing, the Fitzroy is heavy on the hiking vibes, but still as airy as everything else in Native’s line. A shock-absorbent EVA outsole boosts comfort and traction, keeping you light on your feet whether in heavy snow or bone-dry city streets.
 
8. Ransom Alpine ($200): A hiking boot with sneaker appeal, the Ransom Alpine is more weather-ready than mountain-ready (but that doesn’t mean you can’t wear it on a hike). Tough, full-grain, water-resistant leather; high-shine hardware; pops of color in the laces, welt, and lining; and a Vibram wedge sole make this one of the most city-friendly, statement boots we’ve seen in a long time.
 
9. Merrell Epiction Polar ($190): A hiking-inspired boot made for city streets and icy adventures, the Epiction Polar promises stability and shock absorption thanks to Merrell’s signature air cushion heel. A jagged sharktooth sole amps up all-surface grippiness, and low-bulk insulation and a mesh lining offer breathability to keep your feet warm (but not sweaty). These aren’t the vaguely orthopedic shoes your grandpa wears, but they’re just as comfortable.
 
10. Sorel Paxson ($150): Tough nylon detailing is contrasted and made more wearable by a nubuck leather upper. Inspired by hard-wearing work boots, with amped up all-weather ruggedness, the Paxson is unmatched among outdoor utility boots (which means it’s guaranteed to hold up against daily, mucky winter weather).
Sperry
Cold Bay Boot
$160
Color: Brown/Tan
Size: 7
Sperry
Cold Bay Boot
$160
Color: Navy/Dark Brown
Size: 7.5
Sorel
Cheyanne Lace Full Grain
$135
Color: Black/Dark Brown
Size: 7
Sorel
Cheyanne Lace Full Grain
$135
Color: Madder Brown/Stout
Size: 7
Sorel
1964 Premium T CVS
$140
Color: Black/Sail Red
Size: 7
Sorel
Ankeny Mid Hiker Ripstop
$135
Color: Tobacco/Elk
Size: 7
Sorel
Paxson 6" Outdry
$150
Color: Tobacco/Stout
Size: 7
Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Boulder
Size: 7.5
Timberland
Chestnut Ridge 6" Insulated Waterproof Boot
$190
Color: Dark Brown Full-Grain With 200g Insulation
Size: 7
Danner
Mountain Pass
Now $245
$350
Color: Black
Size: 8
Sorel
Paxson 6" Outdry
$150
Color: Buff/Major
Size: 7
Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Brown Sugar
Size: 7.5
Palladium
Tactical WPN Zip
Now $112
$160
Color: Black
Size: 7.5
Timberland
Britton Hill Waterproof Moc Toe Boot
$190
Color: Black Quartz With Buttersoft
Size: 7
Timberland
West Haven 6" Waterproof Boot
$190
Color: Black Full-Grain
Size: 7.5
Timberland
Heston Mid With GORE-TEX Membrane
$170
Color: Brown
Size: 7.5
Sperry
Authentic Original Lug Boot Waterproof
$155
Color: Black
Size: 7.5

Sneaker Boots

Hanging out, anywhere/anytime joggers are worn...

Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Black
Size: 7.5
Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Brown Sugar
Size: 7.5
Merrell
Epiction Polar Waterproof
Now $133
$190
Color: Boulder
Size: 7.5

Casual

Weekends, "cool" jobs, holiday parties...

Timberland
West Haven 6" Waterproof Boot
$190
Color: Black Full-Grain
Size: 7.5

Dress

Dates, "real" jobs, holiday galas...

Rugged

Cabin getaways, hikes, special ops rescue missions...

Timberland
Heritage 6" Warm Lined
$210
Color: Wheat Nubuck Warm Lining
Size: 7.5
Timberland
Heritage 6" Warm Lined
$210
Color: Black Roughcut Warm Lining
Size: 7.5
Timberland
Heritage 6" Premium Boot
$190
Color: Burnt Orange Worn Oiled
Size: 7
Timberland
Britton Hill Waterproof Moc Toe Boot
$190
Color: Black Quartz With Buttersoft
Size: 7
Timberland
Heston Mid With GORE-TEX Membrane
$170
Color: Brown
Size: 7.5
Timberland
Chestnut Ridge 6" Insulated Waterproof Boot
$190
Color: Dark Brown Full-Grain With 200g Insulation
Size: 7
Palladium
Tactical WPN Zip
Now $112
$160
Color: Black
Size: 7.5
Danner
Mountain Pass
Now $245
$350
Color: Black
Size: 8
Danner
Mountain Pass
Now $245
$350
Color: Rio Latigo
Size: 8