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Two Roads – Old City Fedora [Brown]

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2 items left

If you need an exchange to get the right fit or hat, we'll cover the shipping!*

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Note: This hat is one of our most popular styles, but it tends to fit more shallow than some of our others. If you have a larger head, or like your hats to fit further down on your head, you might prefer the Waterloo. It's a similar shape, but fits a bit deeper.

You might see "Old City" and think that this fine felt fedora hat is about playing checkers in the park, reading the newspaper and catching an early dinner at the Sizzler. While we enjoy a good board game with chums, sports page and steak-'n-shrimp special as much as the next guy, the Old City isn't about that at all.

As a matter of fact, this hat's namesake has more culture, history and depth per square inch than probably any other place on US soil. Like the man that places the Old City on his head, the real magic is behind what you see, told in the stories and etched in the volumes. Can't be faked. Can't be bought on its own. It has to be earned.

No, this hat ain't Vegas. It's Old Town Philly.


The Old City quarter of Philadelphia hasn't stuck around this long just because. It was built to last, built to mean something. Old City, the hat, was built in a similar way. Made almost entirely by hand with 100% Australian wool, this hat knows that details matter and that what matters most isn't its creation, purchase or even unboxing — it's what comes in the months, years and decades after.

This Old City features a 1 1/4" golden brown grosgrain band, but we also have an Old City that rocks a thin 3/8" black band.


Brim: 2 1/2"
Crown: 4 1/2"
Band: 1 1/4" nylon grosgrain with bow


Side note: This hat fits true to size.

All sizes are measured in centimeters circumference.

55 57 59 61 63
Inches 21 1/2" 22 1/4" 23 23 7/8" 24 5/8"
Fitted Size 6 7/8 7 1/4 7 1/2 7 5/8 7 7/8
Product Details
Size + Fit