Categories: Shoes

Would you wear it? The Cole Haan Henry Medallion

Cole Haan Henry Medallion Saddle Oxford – $139.95 (reg. $188.00)

Thanks to Nathan Q. for sending in the style tip.

More proof that you don’t need to turn to only sneakers or boots when you’re on your down time.  Part of living within your means when it comes to style is picking pieces that can work in more than one scenario.  These have range.  Jeans, chinos, whatever, but are they a little too… y’know… odd?

There’s a lot going on here.  The can’t miss medallion on the toe, the stand out sole, the stitching and perforations (they are saddle shoes after all) the reinforced eyelets… these aren’t your standard casual lace up.

At first glance, all those pieces and parts seem to work well together.  At second glance, something about the C.H. Henry says “bowling shoe.”  But maybe that’s just the thick ivory laces, and that’d be a quick and cheap fix.

So would you wear them?  Leave your take in the comments section…

.

Three color options and almost all sizes available.
Joe

Recent Posts

Steal Alert: Spier & Mackay’s Up to 20% off October Sale

It's a smaller select items event, but it's a good selection. True wheelhouse/bestsellers. Shoes, suits,…

1 day ago

Newness News: Orient Kamasu GMT automatic dive watch

Orient's toothy diver just got a GMT addition. 

3 days ago

The Dappered Essentials Shop

Updated for Fall/Winter 2026. Cost-conscious building blocks of a well dressed wardrobe.

3 days ago

Style Scenario: The Football Tailgate/BBQ/Pub Watch (nothing over $100 edition)

Supporting your team without looking like the fan shop barfed on you. (And saving a…

4 days ago

In Review: Nordstrom Henrik Italian Wool Sportcoat (navy blazer)

In person with Nordstrom's foundation blazer from their own tailoring line. Ships and returns for…

4 days ago