Fall and Winter Boots & Shoes 2017

In this article and video, I wanted to show you some of my favorite boots and shoes for this Fall & Winter. If you missed my big men’s Fall & Winter Essentials series, you should definitely check that out first, since this is more of a supplement to that instead of the other way around.

Suede Boots

Although you can certainly go with leather boots, I am a huge fan of these suede ones by Allen Edmonds. Everything from the superior construction, to the neutral taupe grey color, which I’ll often use in place of black or brown, easily makes this boot a winner in my eyes.

$350 – Allen Edmonds taupe suede boots
$620 – AllSaints bomber jacket
$24 – J.Crew t-shirt
$118 – Banana Republic slim-fit jeans

Alternate Suede Boots

$285 – AllSaints suede boot

Suede Chukka/Desert Boots

Another favorite of mine are these suede chukkas (aka desert boots) which lend a very Autumn feel to any outfit. Again, just like with the boots I mentioned before, you can certainly go with regular leather Chukka boots, as well. But I love these, specifically because they have a slim profile and a comfortable crepe sole which will feel like you’re wearing sneakers. Pair them with jeans or chinos for a put-together casual look.

$295 – Allen Edmonds chukka boots
$230 – Allsaints denim jacket – One of my favorite denim jackets currently available. I love the lighter wash and distressed touches and the slim fit is incredibly flattering, which is really hard to find in denim jackets.
$20 – Topman striped t-shirt
$68 – J.Crew slim-fit stretch chino pant in green and brown (click here for their straight leg chinos) – I’m shocked at how spot on the fits and materials are.
$128 – Brooks Brothers suede belt in brown
$318 – John Varvatos sunglasses
$10 – Perlon Watch Strap

Alternate Chukka Boots

$168 – Banana Republic suede chukkas

Double Monk Strap Dress Shoes

Dress them up with a suit of down with jeans and a blazer. Double monk straps are timeless and will forever be a Fall (and Spring!) favorite of mine.

$120 – Johnston & Murphy double monk straps
$62 – J.Crew merino wool cardigan (currently on sale for 30% off)
$49 – Brooks Brothers navy plaid shirt
$358 – Brooks Brothers green sportcoat
$168 – Diesel slim fit jeans

Alternate Double Monk Straps

$150 – Aldo double monk straps

Grey Sneakers

Outside of white sneakers, grey is a Fall favorite of mine because it’s another neutral color that compliments the darker, more jewel-toned colors you’ll be wearing this season. You can go with suede, leather, or a fabric material, but just make sure to keep the design simple like these ones.

$215 – AllSaints Low Top Sneakers
$80 – J.Crew cardigan bomber (currently on sale for 30% off)
$24 – J.Crew white t-shirt
$118 – Banana Republic slim fit jeans

Alternate Sneakers

$80 – Converse Jack Purcell suede sneakers (or fabric option here) – I also like these suede sneakers as well.

Top 4 Shoes For Spring Men

Top 4 Men’s Shoes for Spring

These are the top 4 men’s shoes for Spring that I really love. You’re probably not going to wear these with your Fall and Winter wardrobe, so it’s time to pull these shoes out of your closet and let them shine! Footwear is a great way to inject new life in your existing wardrobe, and these 4 shoes will make a stylish statement during Spring and Summer. 

Here are my top 4 favorite shoes for Spring:

4. Suede Double Monk Straps

I included these in my Top 10 Essential Items for Spring as well. Suede Monkstraps, whether you get a dark brown, grey, or navy pair, can just take an outfit to another level. It’s such a stylish touch to any outfit and can be worn with a suit, chinos, or jeans. Make sure to Scotch Guard them before you wear them for the first time – always gotta protect your suede items!

 

$685 – Crockett & Jones Lowndes Espresso Calf Suede
$398 – Brooks Brothers Suede Double Monk Strap
$275 – Crosby Square Conley Double Monk Strap (Espresso and Navy)
$80 – H&M Suede Monkstrap Shoes

3. Penny Loafers

I absolutely love penny loafers. They look so good when worn with no-show socks and a little bit of ankle exposed. Whether you cuff your jeans or chinos, or hem your pants so there’s no break or a little ankle showing. A leather loafer looks so chic and luxurious. I love Ferragamo’s loafers (I got a pair for my fiancé Dorian 2 or 3 years ago) and they’re totally worth the price because they definitely hold up and still look great after years and years of wear.

Penny Loafers

$760 – Ferragamo Penny Loafer Shoe
$185 – Johnston & Murphy Stratton Penny

2. Suede Driving Shoes

Think of them as the middle ground between sneakers and penny loafers. They’re just as comfortable as sneakers, yet dressier like a penny loafer. I also included these in my Men’s Summer Essentials ebook because they work during the warmer months in general.

My hands down, favorite suede driving shoe is from Tod’s. Everything about that shoe – construction, design, and color choice – is so damn sexy and incredible. It’s worth every penny, and there is no close second for me.

 

$475 – Tod’s Gommino Driving Shoe (in brown, navy, and grey)
$115 – Jack Erwin Parker Driving Loafer (in navy, chocolate, caramel)

1. Navy or Grey Sneakers (Canvas or Leather)

Outside of your white sneakers, I love a great navy or grey low top sneaker. They’re neutral colors so you can wear them with everything you have and they definitely won’t get dirty quickly.

If you want to splurge, Common Projects makes my favorite sneakers and a close second are by Lanvin.

 

$570 – Lanvin Shiny Cap Toe Sneaker (in navy or grey)
$509 – Common Projects Achilles Low Premium in Grey (or navy suede)
$75 – Converse JP Jack Sneaker (leather)
$65 – Converse Jack Purcell Ox Sneaker (canvas)