Top 5 Shoes for Fall

Here at Henry A. Davidsen, we’re not just custom clothiers, we’re Image Consultants. With that in mind, our advice goes beyond the suit that you wear. George Frazier, working for Esquire back in the 1960’s, is known in sartorial circles for this famous quote:

“Wanna know if a guy is well-dressed? Look down.”

Guy was talking about shoes. To that end, we’ve compiled our Top 5 Shoes that every well-dressed guy should own for the fall:

1 – Dark Chocolate Cap-toes

Simple, understated, and classic. These are the shoes you wear with that new charcoal or deep navy number you just ordered in that heavier fall weight.

Brown cap toe shoes

2 – Dark Suede Monkstraps

The monkstrap has seen resurgence in the past few years and they’re particularly smart in suede. Black and dark brown are your best bets for versatility.Dark brown single monkstrap shoes

3 – Chukka Boots

For those of you yet to be schooled, a chukka boot is any ankle-height boot with laces. In sleek leather they’re dressy enough to wear with a suit, and in suede or pebbled leather they’re rugged enough to be worn with dark denim and a nice heavy sport coat.

Chucka Boots

4 – Chelsea boots

Same as a chukka, only without the laces. They often have Gore-tex surrounding the ankles on both side for comfort and ease of getting them on and off. Find one with a wingtip pattern to give it some personality.Bark brouged chelsea boots

5 – Lug-soled bluchers

A lug sole is a great option for casual wear on fall weekends (remember that by “casual” we mean jeans, sweater and a coat, not track pants and a hoodie). They’re also rugged-looking and will complement the more casual part of your wardrobe very handsomely.


Sad as it makes us, we don’t make shoes at Henry A. Davidsen for the moment. We do, however, highly recommend Blue Sole Shoes at 18th & Chestnut. Tell the owner, Steve that we sent you. He and his staff will take excellent care of you. You’ll be blown away by his selection, so don’t be afraid to walk out with more than one pair.

Ready to schedule a consultation or just have questions? We'd love to help.

Contact Us