Beckett Simonon Fonseca Boots

via BeckettSimonon.com

Weekly Theme: Cold Snap

When galavanting in the cold weather, you need to be able to protect your feet and your ankles. These up-scaled chukkas are styled for work and a fun night out. So pair them with some nice chinos, a button down shirt, and blazer for a timeless look that is sure to impress.

Available on BeckettSimonon.com for $229

Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receives a commission that helps keep this site running.

Johnston & Murphy Hollis Chelsea Boot Review

via johnstonmurphy.com

Weekly Theme: Pre-Spring

Pre-Spring? Yes. Pre-spring is that time when the days are starting to get noticeably longer, you don’t want to wear your coat anymore, even though you should, and there is a 55% of rain on any given day. So to prep you for this, we give you these Johnston & Murphy chelsea boots. They are waterproof to protect you from the random bouts of rain, the bottom treads are rubber and made to stick in the slick conditions of rain, sleet, and snow. Wear them with jeans and chinos, to work as well as out to the bar, and whenever you expect the rain to fall.

Available on johnstonmurphy.com for $150

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receives a commission that helps keep this site running.

Public Opinion Chelsea Boots Review

via NordstromRack.com

Weekly Theme: A Trip To New York

If New York can do anything it’s destroy shoes. So if you are headed up to the city, grabbing a throw away pair of classy boots that look great but cost cheap enough to where you can also knock them around is a great method to navigate the madness. Chelsea boots are in the middle of their trend curve meaning you won’t regret snagging a pair now, because you’ll be able to wear them for at least another two years and still be classified as “cool”.

Available on NordstromRack.com for $60

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receives a commission that helps keep this site running.

Taft Jack Boot in Brown Review

via taftclothing.com

Keeping with the leather and travel theme this week, we give you the Jack boot by Taft Clothing. Everything these guys are doing is on point. Taft is one of those stores where you would proverbially hand the menu back to the waiter and say “yes please.” These brown Jack boots are great for travel as the wool lets your foot breathe, the touches of leather on the toe and heal protect your feet, and the rubber accented sole gives you grip in almost any weather. There are a must buy for Fall in our opinion.

Available on taftclothing.com for $250

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receive a commission to help keep this site running.

L.L. Bean Alpine Waterproof Hiking Boots

via LLBean.com

Adventuring can take many forms, if your adventuring this summer takes you to the trails, make sure your feet are well supported. These Alpine hiking boots are perfect for the days you want to go hiking and end the day at a pub to wash it all down with a drink. These are designed to be waterproof, give you traction, and not look like a Dad on a walkabout. These have a more elevated aesthetic compared to your typical L.L.Bean hiking boot, making them more of a crossover boot should you need some traction during your more social adventures.

Available on LLBean.com for $139

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receive a commission to help keep this site running.

Allen Edmonds Higgins Mill Boots

via AllenEdmonds.com

Spring is usually a time of unpredictable weather and a decent dose of mud. Make sure you have the shoes that can handle what ever mother nature decides to throw at you. The Higgins Mill boots from Allen Edmonds provide great foot and ankle coverage while also being super stylish. Able to be dressed up with some chinos, or down with some denim, these boots are up to the challenge of your day to day, or your weekend warrior battles holding back a case of the Mondays. These have a small heal, adding some inches, which we could all use sometimes, a stitched sole, meaning you can have them resoled after a few years to bring them back to "like new", and they are crafter right here in the US of A. 

Available on AllenEdmonds.com for $295

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receive a commission to help keep this site running.

Cole Haan GrandExplore Waterproof Moc Toe Boots

There's something about sporting a flannel that puts one in the mood for a hike or a campfire, perhaps even both. So in support of the new-found outdoorsy interest thanks to the changing of the leaves and the presence of bearable hiking temperatures, we wanted to give you the boots to support such activities. These GrandExplore boots from Cole Haan are super lightweight and waterproof and have the millennial lumberjack aesthetic that we yearn for this time of year. So go on and explore the near by state park, street-side woods, or backyard plot in these bad boys, they can take it.

Available on colehaan.com for $250

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Taft Jack Boot in Brown

via taftclothing.com

Taft boots have become an instagram icon and for good reason. If you haven't seen their sponsored ads or one of their hundreds of post, go take a look, you'll be glad you did. Taft is a fairly new company founded in 2013 by Kory and Mallory Stevens, in their 2-bedroom apartment, that offers insanely nice shoes and boots at an incredibly low price point. Taft only does direct-to-consumer sales so you won't find them in a Nordstrom or J.crew. This means there is no middle man price hike and you can give feedback to the actual makers of the shoes about your experience. Speaking of customer experience, these Jack Boots have a 5-star rating after 181 reviews, which is wildly impressive and we think, deserving of your shoe rack. Just look at how beautiful they are! They have a wool outer layer with calfskin accents at the toe and heel, a full calfskin inner lining, a leather sole with rubber pad for grip and a tad bit of cushion, and finger tab in the back for a touch of practicality. These boots truly are worth their weight, and we can't wait to see what they come out with next. We suggest you wear them with tailored jeans and a nice button-down for any casual, semi-casual, smart-casual, semi-formal, or garden party attire selected event.

Available on Taftclothing.com for $235

Full Disclosure: We don't make any commission on these puppies, but we want to give you the best that we can find, not just what makes us money, so we selected them for today's pick. Enjoy!

Cole Haan Cranston Chukka

via Colehaan.com

A classic wardrobe staple from fall to spring, the chukka boot is a more formally-styled casual shoe that is great for work in a casual office setting, and an awesome shoe to wear going out. Chukkas provide a clean line and some character that every girl will notice, because while you're looking at her neck line, she's checking out your shoe game. Their leather construction provides some forgiveness when you inevitably spill something on them, and the harder sole gives you the support and durability you need for them to stay comfortable and last. These chukkas are also water resistant so you don't have to worry if you're stepping out in the rain. 

Available on Colehaan.com for $280