Trouble

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

Womens Chestnut Genuine Leather Western Cowgirl 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.

Buy from American Hat Makers

Opens American Hat Makers. Final price is set by the store.

Ships in 1 dayguaranteed*

90-dayeasy returns*

50-yearcraftsmanship guarantee*

*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 cowgirl hat. Bit of an edge, all of the charm.

By Jessica Reyes, women's hats desk Pen name, fact-checked by our team

Chestnut is a rich reddish brown that makes gold jewelry glow. This cowgirl hat is genuine leather, and its handcrafted leather band is laced with cord and pinned by a nail fastener. It has a western crown at 3 3/4 in and a 2 3/4 in brim. Velcro sweatband, sizes LG and XL, assembled in the USA. Outfit formula: this hat, a black slip dress, a denim jacket and chestnut boots.

Jessica's tip: Match your boots to the chestnut leather and let the dress be the contrast.

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

Black and denim outfits with a warm brown hat
Spring and fall in genuine leather
Gold jewelry, which picks up the chestnut tone

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 Women's	Sierra Women's	Blizzard Women'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

Which size of the Trouble should I get?

Measure your head where the hat sits and match it to the chart. LG fits heads 22 7/8 to 23 1/2 in (58 to 59 cm) on American Hat Makers' chart. XL fits heads 23 5/8 to 24 1/4 in (60 to 61 cm) on American Hat Makers' chart. Between sizes, American Hat Makers says to size up and use the foam insert it includes.

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.

Can you travel with the Trouble?

Wear it on travel days. It isn't listed as packable, so it shouldn't go folded in a suitcase. On a plane, set it crown down in the overhead bin with nothing on top.

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.

What if it doesn't fit?

American Hat Makers states 90-day easy returns (per American Hat Makers, as stated on their site Nov 6, 2026). Check the store's current policy before you buy; its page is the final word.

Who sells it?

American Hat Makers, our Preferred Brand. We don't sell anything ourselves; the button takes you to the store. We earn a commission if you buy, at no cost to you.

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