Fall will be here before you know. Soon you’ll be swapping mojitos on the beach for whiskey in the wilderness, gearing up for your first tailgate with the guys, and, of course, breaking out your trusty boots to show off your rugged style. If you’re quickly realizing your go-to pair from last year looks like it’s seen better days, now’s the best time to refresh your footwear arsenal with fall boots for every occasion. From the most durable work boots that can take on any rough terrain, to stylish Chelsea boots that can easily be donned for both office hours and happy hour, here are the eight best fall boots for men to upgrade their style for the upcoming season.
Red Wing Heritage Men’s Roughneck Lace-Up Boots
The Roughneck boot style has developed a cult-like following for its durability and comfort. These top-rated fall boots have rave reviews on Amazon for their leather upper, rugged lug sole, and unbeatable welt and cement construction.
Santoni Suede Chelsea Boots
“You simply can’t go wrong with this major footwear trend for fall 2019. Whether you’re dressing up your denim jeans for a hot date or giving your tapered trousers an edgy accent, you can easily slip on these Santoni boots to elevate your everyday style this fall.” – Adam Mansuroglu, Senior Style & Gear Editor
Vionic Weather-Resistant Chase Chukka Boots
This supple-leather Chukka will only get better with more wear. The worn-in leather gives these fall boots a vintage vibe, while the durable rubber outsole is built to last for multiple seasons to come.
Timberland Classic Waterproof Boots Series Premium Waterproof Boot
“Timberlands iconic boots in a cool gray leather offer comfort and function with top-notch style.” – Ted Stafford, Fashion Director
Sorel Madson Sport Hiker Waterproof Boots
These rugged boots are made for walking in any fall weather, thanks their reliable waterproofing. Breathable mesh upper paneling, along with dual EVA midsoles, offer superior comfort with a stylish color pops of red and blue.
Tecovas The Townes Boots
“Want to jump on the Western wear train but not feeling the elevation that comes with a traditional pair of cowboy boots? Hit the trail this fall with this roper instead, which has the same profile without the high angled heel. If you can afford the splurge, go with this gator leather option for maximum cool.” – Brett Williams, Fitness Editor
L.L. Bean Men’s Bean Boots
A classic choice for enduring style, the L.L. Bean boot is still the most reliable, quality-crafted fall footwear option to conquering both rain and snow comfortably.
Aquaitalia Renzo Water Resistant Waterproof Boot
The rich pebbled leather take the utilitarian boots to stylish new heights, making them equally desirable for both casual and cocktails occasions.
ADAM MANSUROGLU Senior Style and Gear Editor
Adam is the Senior Style and Gear Editor, overseeing grooming, gear, and fashion content on menshealth.com.