Puddle Warrior: 6 Stylish Rain Boots for Men

Men’s rain boots have long deserved a style upgrade and thanks to some of your favorite boot brands (and some awesome new ones) we can finally say goodbye to the days of outdated knee high rubber boots. Avoid the trench foot on those rainy days and upgrade to one of these waterproof and stylish rain boots for men.


Duck Boots Make Some of the Best Mens Rain Boots

Best mens rain boots - Stylish rain boots for men

Sorel CHEYANNE Lace Rain Boot

The Sorel Cheyanne Lace is a completely waterproof rain boot that can be worn comfortably into the colder months. As far as stylish men’s rain boots go, the Cheyanne Lace features a timeless duck boot design that never goes out of style. The black leather and dark brown accents give it a mature and sophisticated look that’s perfect for rainy nights out on the town. 

Details at a glance:

  • Waterproof Leather Upper
  • Seam-sealed Waterproof Construction
  • Temperature Rated -25° fahrenheit
Cool rain boots for men - best mens rain boots

Frye Warren Duck Boot

Designed as an all season boot, the Frye Warren takes the classic duck boot design up a notch with it’s handcrafted construction and close attention to every detail. The high quality leather and rubber outsole allows the Warren duck boot to be weatherproof and perfect for rainy days. Details like a shearling lined interior and leather laces makes the Frye Warren one of the most stylish rain boots for men available this season.

Details at a glance:

  • Weatherproof uppers and rubber outsole
  • Raw hide leather laces
  • Goodyear welt construction

Mens Chelsea Rain Boots For Year Round Style

Mens chelsea rain boots - stylish rain boots for men

Hunter Men’s Refined Chelsea Boot

Hunter has crafted city-ready men’s chelsea rain boots with their new Refined Chelsea Boot. With this design Hunter has taken the rugged waterproof elements of the original Hunter Chelsea Boot and created a more polished look that can be worn every day with style.

Details at a glance:

  • Waterproof
  • Elasticated gusset and pull tab
  • Slim fit design
Mens waterproof chelsea boots - mens ankle rain boots

Cole Haan Grantland Waterproof Chelsea Boot

Cole Haan offers a refined chelsea boot for those who do not want to compromise between functional rain boots and tasteful style. These men’s waterproof chelsea boots are made of a high quality oil-tanned leather and feature lug outsoles for superior traction during the rainiest of days. 

Details at a glance:

  • Waterproof Oil-Tanned Leather Uppers
  • Rugged lug outsoles
  • EVA Footbed for comfort

Casual ankle rain boots for men

Cool rain boots for men - mens ankle rain boots

Palladium Pampa Cuff Waterproof Lux Rain Boot

When it comes to cool rain boots for men these Palladium waterproof boots takes the prize! Features we love include oiled nubuck leather uppers, waterproof stitching and a microfiber collar for all day comfort. 

Details at a glance:

  • Waterproof Oiled nubuck leather 
  • EVA footbed for comfort
  • One-piece molded rubber outsole
Stylish rain boots for men - mens ankle rain boots

Converse Chuck Taylor All Star Tekoa Boot

Converse has upgraded the classic Chuck Taylor to an all-weather powerhouse with their Tekoa boot. These stylish men’s rain boots are perfect for colder climates thanks to features like a neoprene collar for warmth and rugged outsoles for great traction. Pair these features with a completely water repellent uppers and you have the perfect men’s ankle rain boot.

Details at a glance:

  • Waterproof
  • Leather and rubber uppers
  • Lugged rubber outsole