As it becomes more evident that fall is here with the temperate dropping, it’s time to rethink the footwear collection. While some year-round footwear options such as leather sneakers are still good, there are some new (and classics) styles out there to consider getting to keep warm and dry, but looking stylish:

Timberland Men’s Groveton Chukka Shoes ($69)
These high-tops feature premium leather and CORDURA nylon for a textured look, making them perfect for casual styling for day and night. Offering maximum traction and durability, they can handle the rain.

UGG Hendrickson Leather Chukka ($140)
With a rich leather and moc-toe style, this chukka hybrid has been designed for all day comfort. Offering exceptional cushioning and support via UGG’s innovative ENERG insole and Treadlite by UGG sole.

JackThreads Kimbo Chelsea ($110)
JT’s take on a classic Chelsea boot, the style is made from high-quality leather with a sturdy rubber sole. A Chelsea boot is always great for airport travel in case you need to slip them off at security.

TOMS Grey Herringbone Brown Leather Men’s Searcher Boots ($139)
A favorite boot style from TOMS, it now features a weatherized outsole and stronger tread for more dependable traction. The herringbone pattern will bring you right through fall into winter.

Geox Nebula10 Waterproof Slip-On Sneaker ($150)
This slip-on, waterproof sneaker features treated suede and a tonal saddle leather. A grippy cloverleaf tread provides added comfort and traction on wet or dry surfaces.

Steve Madden Siftt Boot ($155)
For a different mixed material boot, the handsome burnished leather of this boot adds vintage color to the updated silhouette with classic broguing and woven panels.

Timberland Men’s Willoughby 6-inch Waterproof Boots ($190)
Inspired by the classic Timberland Yellow Boot, this new boot makes the classic color modern. The body is made of handpicked, expertly treated waterbuck leather, and there’s comfy footbeds.

UGG Men’s Messner ($210)
Constructed from rich waterproof leather and suede, the stylish boot is finished with antiqued metal hardware. Boasting sealed seams, a heat-trapping Thinsulate lining, and the traction of a White Spider Rubber sole.

Sperry Men’s Gold Cup Lug Oxford ($225)
Sperry’s luxury Gold Cup features and classic style are in this on-trend wedge oxford with a wingtip pattern. Genuine lambskin linings surround the foot for ultra-soft and enduring comfort.

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