Trouble

Name: Trouble | Mens Chestnut Genuine Leather Western Cowboy Hat
Brand: American Hat Makers
Price: 250.00 USD
Availability: InStock

Mens Chestnut Genuine Leather Western Cowboy Hat

$250 at American Hat Makers, as of Nov 6, 2026

Size: Pick one

What's my size? 30 seconds

Sizes in stock at American Hat Makers as of Nov 6, 2026. Crossed out = sold out.

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*Per American Hat Makers, our Preferred Brand, as stated on their site Nov 6, 2026. We earn a commission if you buy, at no cost to you. How we rank

Try it on

Our take · Researched, not tested

Chestnut leather with a nail fastener. Looks like trouble, as advertised.

By Cody Hale, cowboy hats desk Pen name, fact-checked by our team

A hat called Trouble had better earn the name. This one is genuine chestnut leather, a warm reddish brown, with corded lacing on a handcrafted leather band, all held together by a nail fastener. The western crown is 3 3/4 in tall with a 2 3/4 in brim, short enough for a truck cab or a busy dance floor. Velcro sweatband inside. It comes in LG and XL and is assembled in the USA. Leather runs warm, so it's best in spring and fall.

Cody's tip: Keep it away from the truck heater. Leather and heat get along about as well as you and Monday.

What the store lists

Material: Genuine Leather
Shape: Western
Brim: 2 3/4 in (7 cm)
Crown height: 3 3/4 in
Trim: Handcrafted Leather Hat Band, Corded Lacing; Nail fastener
Sweatband: AHM Velcro
Origin: Assembled in the USA, per the store

Built from American Hat Makers' product data. We haven't worn this hat. How we rank

Specs and fit

Type: Cowboy hat (Western)
Material: Genuine Leather
Brim: 2 3/4 in (7 cm)
Crown: 3 3/4 in
Trim: Handcrafted Leather Hat Band, Corded Lacing; Nail fastener
Sweatband: AHM Velcro
Features: None listed
Sizes: MD, LG, XL
Color: Chestnut
Origin: Assembled in the USA

Side view on a 7 in head, drawn to scale. Dashed lines mean the store doesn't list that number.

Great for

Spring and fall wear in genuine leather
Truck cabs and crowded bars with a 2 3/4 in brim
Handcrafted band detail with a nail fastener

Skip it if

You need a hat that packs flat: the store doesn't list it as packable

How it compares

Swipe sideways to see every column →

Spec	Trouble This hat	Sierra Men's	Sierra Men's	Blizzard Men's
Price	$250	$250	$250	$199
Type	Cowboy hat	Cowboy hat	Cowboy hat	Cowboy hat
Material	Leather	Leather	Leather	Leather
Brim	2 3/4 in	3 in	3 in	3 1/4 in
Packs flat	Not stated	Not stated	Not stated	Not stated
UPF	Not stated	Not stated	Not stated	Not stated
Vented	Not stated	Yes	Yes	Not stated
Sizes	LG, XL	SM, MD, LG, XL	SM, MD, LG	SM, MD, LG, XL

Questions

How should it fit?

Level on your head, about a finger above your eyebrows, clearing the tops of your ears. Sizes in stock run LG to XL. LG fits heads 22 7/8 to 23 1/2 in (58 to 59 cm) on American Hat Makers' chart. Between sizes, size up and add an insert.

Where would you wear the Trouble?

Casual western days: rodeos, barbecues, rides and concerts. Take it off for the anthem and at the table, and set it down on its crown.

Does it pack flat?

The store doesn't list it as packable, so don't fold it. Folding can leave a permanent crease. Wear it when you travel, or set it crown down in the overhead bin.

How do you care for a leather hat like the Trouble?

Wipe it with a soft, barely damp cloth and let it dry away from heat, which can stiffen and crack leather. A leather conditioner keeps it supple; test it inside the crown first. Never machine-wash it.

Can you return it?

Per American Hat Makers, as stated on their site Nov 6, 2026, it offers 90-day easy returns. Policies change, so confirm on the store's page before you order.

Do you sell this hat?

No. American Hat Makers sells it. The store button opens their product page, and we earn a commission if you buy, at no cost to you.

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