Brad Bennett of Well Spent Makes a Case for Plain-Toe Boots (and Shares His 6 Top Pairs)

bennett_headshot_blog.jpgI've always been a big proponent of having different boots for different situations. Duck boots for rain and snow. Hiking boots for outdoor activities. And a solid pair of plain-toe boots for just about everything else. Because of their understated design and slim dimensions, they can be easily dressed up or down, making them one of the more versatile cold-weather footwear options. Below are some of my favorite boots for the season, at a variety of price points. Every pair is made in the USA and will only get more handsome—and comfortable—with age.


Capps Shoe Co.: Welt Chukka Dress Boot



  • Genuine leather upper
  • Drilex lining
  • Goodyear welt
  • Vibram rubber sole
  • Made in Virginia
  • Police-, sheriff-, and armed-forces-approved
Best Price: $105 at Capps Shoe Co.

Chippewa: 6-Inch Chocolate Apache Lacer Boot



  • Full-grain Apache Bay leather upper
  • Drill vamp lining
  • Goodyear welt
  • Vibram Stockbridge sole
  • Made in Texas, depending on which factory
Best Price: $122 at Online Boot Store

Thorogood for Epaulet: No. 685 Boot



  • Horween vegetable-tanned-horsehide upper
  • Goodyear welt
  • Neoprene/cork/rubber sole
  • Made in Wisconsin
Best Price: $260 at Epaulet

Red Wing: 9016 Beckman Classic Round-Toe Boot



  • Premium leather upper
  • Leather lining
  • Goodyear welt
  • Steel shank
  • Leather-and-rubber sole
  • Made in Minnesota
Best Price: $300 at Revolve Clothing

Wolverine: 1,000 Mile Boot



  • Horween Chromexcel leather upper
  • Goodyear welt
  • Stacked leather heel
  • Made in Michigan
Best Price: $325 at Sherman Brothers

Alden: Plain-Toe Indy Boot



  • Horween natural Chromexcel leather upper
  • Glove-leather lining
  • Goodyear Storm welt
  • Tempered-steel shank
  • Neoprene/cork/rubber sole
  • Made in Massachusetts
Best Price: $479 at The Shoe Mart

Got something you want hunted down? Send an e-mail to and visit his blog, Well Spent.

Also on
What Well Spent's Brad Bennett Would Rather Open His Wallet for Instead of Rent
Guerreisms: Behind the Look of the Rugby Associate
Best Sellers: South Willard's Ryan Conder on Frank Leder, Quoddy Chukkas, and the Paintings He Wishes He Could Sell

Details Newsletters
I understand and agree that registration on or use of this site constitutes agreement to its User Agreement, and Privacy Policy.
Subscribe to Details
Newsletter Sign Up
  • Get the latest in men's style, grooming, diet, fitness and pop-culture trends every Wednesday. See Sample
  • Get the most popular articles, blog posts, and slideshows of the past week every Saturday. See Sample
I understand and agree that registration on or use of this site constitutes agreement to its User Agreement, and Privacy Policy.
Powered By ZergNet
Subscribe to Details

Daily Newsletter

Get the latest in men's style, grooming, health, and pop-culture news every day.
Will be in accordance with our Privacy Policy