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

1 Sale 4 Outfits – Brooks Brothers 25% off + addit. 10% off for members

Stacks on clearance too. 4 style scenarios mined from the BB F&F Sale.

2 hours ago

Style News: Orient is discontinuing the Bambino Automatic OG

A tip of the cap to a real home run of a watch.

3 hours ago

Allen Edmonds Rediscover America Sale 2026 – Top 10 Picks

New releases + timeless icons which rarely go on significant sale. One of their biggest…

2 days ago

Win it: The VAER R1 Oceanracer II Chronograph

USA Assembled. "Speedy" good looks. Sold out, but yours to (possibly) win.

4 days ago

Most Wanted Affordable Style – September 2026

New diver color combos, waxed & quilted jackets, and another alternative to wearing a hoodie.

5 days ago