The "Winston" - Iron Oak Apparel Co.
The "Winston" - Iron Oak Apparel Co.
The "Winston" - Iron Oak Apparel Co.
The "Winston" - Iron Oak Apparel Co.
The "Winston" - Iron Oak Apparel Co.
The "Winston" - Iron Oak Apparel Co.
The "Winston"

The "Winston"

Regular price$94.95
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Size
Sizing FAQs

FIND THE RIGHT FIT!

Our Pearl Snap Polos fit true to size with a relaxed, comfortable feel and an extra inch of length for taller guys. Prefer a slimmer fit? Size down. The Signature Cowboy Collar stays sharp with no curling, and you can choose between Western Yoked stitching for a rugged look or Classic Original stitching for a clean finish. Plus, free exchanges and returns ensure you get the perfect fit—no worries, no hassle.

 

SHIRT MEASUREMENTS 

Size

Length

Chest

Sleeve

XS

26 ¾’’

38-39’’

9 ¼’’

S

27 ¾’’

40-41’’

9 ½’’

M

28 ¾’’

41-42’’

9 ¾’’

L

29 ¾’’

44-45’’

10’’

XL

30 ¼’’

48-49’’

10 ¼’’

2XL

31’’

52-53’’

10 ¾’’

3XL

31 ¾’’

55-56’’

11 ¼’’

4XL

32 ¾’’

57-58’’

11 ½’’


WEIGHT TO SIZE FOR AVERAGE BUILD

XS

S

M

L

XL

2XL

3XL

4XL

125-

150lbs

155-

170lbs

170-

185lbs

190-

220lbs

225-

250lbs

255-

275lbs

280-

300lbs

300-

335lbs


Frequently Asked Questions – Sizing & Fit


Are your polos true to size?

Yes! Our polos are designed to fit true to size.

How do your polos fit for Big & Tall customers?

Our polos have a relaxed fit with extra room in the midsection for all-day comfort. Plus, we’ve added an extra inch of length compared to a standard polo, making them a great option for taller guys.

Do your polos have an athletic cut?

Not quite—our polos are designed with a relaxed fit. If you prefer a more athletic or slim look, we recommend sizing down.

How do your polo collars hold up?

Our Signature Cowboy Collar is engineered to stay sharp and structured—even straight out of the wash. No curling, no "baconing," just a polished look every time.

What’s the difference between Yoked and Original stitching?

  • Yoked stitching is a signature Western-inspired detail featured on our Vintage and Western Yoke Polos. It adds a classic, rugged touch.

  • Original stitching is used on our Classic Pearl Snap Polos, offering a clean and traditional polo look.

How do your polos feel?

Our polos are made from ultra-soft performance material that’s breathable and built for all-day comfort.

Do you offer free exchanges?

Yes! If you get the wrong size, no worries—we offer free exchanges to make sure you get the perfect fit.

Do you really offer free shipping?

Yes! We are currently offering free shipping on all orders.

 

  • FREE SHIPPING ON ORDERS $150+
  • FREE AND EASY EXCHANGES
  • In stock, ready to ship
  • Backordered, shipping soon

Our Pearl Snap Polo blends Western tradition with modern performance. Designed with pearl snaps, a structured cowboy collar, and ultra-soft stretch fabric, it delivers the classic look you want with the comfort you need.

Lightweight, breathable, quick-drying, and built with UPF 50+ sun protection, this polo is made for hot days, long hours, and wherever the day takes you. Wear it tucked or untucked for a clean, dependable look.

Timeless patterns, pure cowboy swagger. Built for the bunkhouse but sharp enough for the saloon.

  • ALL-NEW Pocket with Sunglasses holder
  • Pearl snaps
  • Cowboy Collar (stiff collar that keeps its shape)
  • Comfortable classic fit
  • UPF 50+ sun protection
  • Premium Ultra soft material
  • 4-way stretch 

    (88% Polyester/ 12% Spandex)

  • Wrinkle proof technology (no starch needed)
  • Dries in minutes
  • Lightweight and breathable 
  • Anti-odor technology
  • Wear it tucked or untucked  

We stand behind every Iron Oak shirt. If the fit, color, or feel isn’t quite right, we’ll help make it right.

Enjoy free shipping on orders $150+, plus free exchanges on eligible items within 90 days of purchase. We keep the exchange process simple, so finding the right shirt is easy.


Top picks for you

Performance Materials

Unlike traditional cotton, our shirts are crafted from high-quality performance fabrics that offer superior breathability, moisture-wicking properties, and durability. These materials ensure that each shirt is not only stylish but also comfortable and practical for everyday wear.

Attention to Detail

From the intricately designed pearl snap buttons to the expertly stitched yokes, every detail of our western polo shirts is meticulously crafted. We believe that the little things make a big difference, and our commitment to quality is evident in every stitch.

Authentic Style

Our designs are inspired by the rich heritage of western wear. We blend traditional elements with contemporary trends to create shirts that are both timeless and fashionable. Whether you’re looking for a classic look or something more modern, we have a polo that fits your style.

THE ALL-OCCASION POLO

Iron Oak western polo shirts are designed to be versatile enough for any occasion. Whether you’re heading to a rodeo, a golf course, or a dinner date, our shirts offer the perfect blend of style and functionality.

SHOP THE COLLECTIONS

Customers praised this polo shirt for its exceptional quality, comfort, and fit. Many noted it "fits great true to size" with a slimmer cut. The pearl snap collar and versatile design earned compliments. Shoppers appreciated the soft, breathable fabric ideal for warm weather. Though "pricey," customers consistently said it's "worth every penny."

  • 5 stars: 46 (100%)
  • 4 stars: 0 (0%)
  • 3 stars: 0 (0%)
  • 2 stars: 0 (0%)
  • 1 star: 0 (0%)
S
Steve M.
It instantly became one of my favorite shirts fits great true to size and I ordered another one

It instantly became one of my favorite shirts fits great true to size and I ordered another one. I’m waiting right now for the Billy. I’m a big fan of the Poncho brand but I like your polos better.

J
James C.
Very nicely made shirt

Very nicely made shirt. Love it so far!

j
javier
Love my shirts

I have nine of these fabulous shirts great colors never wrinkle made tough and I can dress them up or go causual

D
Donna S.
Excellent shirts with pockets!!!

The bottom line, my husband has to like this shirt!! He does!!! I searched high and low for great shirts with a pocket, he won’t wear it if there’s no pocket!! Thank you!

D
DAVID

Pricey but worth every penny.

M
Mark D.
Nice Shirt

Nice Shirt. Very comfortable. I really like the four pearl snap collar.

V
Vandy M.
great

great shirts!

N
Nic
Excellent!

Everything about this shirt is excellent. The quality, comfort, design... it's everything you want in a polo.

B
Benjamin S.
Amazing style and

Amazing style and color

A
Angel A.
Amazing shirts

Amazing shirts definitely getting more!!!

S
Stacy S.
Love these shirts! Great fit on the slimmer side

Love these shirts! Great fit on the slimmer side. I am 6 feet and 195. I wear a 15.5/34 in a dress shirt so normally a medium. In Iron Oak I wear a Large and fits great! My daily go to shirt. Love all the fabrics! Pearl snaps make the shirts. I personally love all the styles but wish they would expand the original offerings.

G
George A.
What a great looking shirt

What a great looking shirt. The online description was perfect. Material keeps me from feeling " over heated" while outside in warm weather. Compliments on the pearl buttons too..wil buy another

M
Matthew H.
Got lots of complements from the ladies at work

Got lots of complements from the ladies at work, old Rancher client came in and gave me the up and down then a head nod of approval as well.

D
Daniel

Very nice and comfortable shirt

L
Levin M.
Iron Oak Has Me Hooked

I absolutely love this polo and the Iron Oak brand. It fits my style perfectly, and I’m genuinely in love with it. The quality, look, and feel are outstanding, and it has quickly become one of my favorite pieces. I’ll definitely be coming back for more and stocking my closet full of them.

m
matthew l.
Great fit nice material

Great fit nice material. My wife loves when I wear it.

D
Dave

Awesome

R
Robert B.
Awesome shirt…

Awesome shirt…. I absolutely love everything about it!

J
Jeffrey W.
Looks great fits great and my wife likes it

Looks great fits great and my wife likes it, so that’s a home run!

B
Ben T.
Nice fit

Nice fit, and love the look. I have 7 of them and like the versatility!!

T
Troy F.
Love this

Love this shirt!

A
Anonymous
Awesome shirt

Awesome shirt. Looks and feels great.

P
Phillip J.
Best shirts on the market right now

Best shirts on the market right now. Little more is cost so worth it.

S
Santos P.
Great shirt loved it

Great shirt loved it 👍

J
Joey M.
Great fit many

Great fit many compliments

J
Johnny G.
So Slick

The pattern on the Winston is awesome! Super rugged and refined looking!

J
JUDITH

Great shirt, great fit!

R
Renee
Husband's favorite shirt

My husband loves these shirts. He hates short sleeve button-ups so prefers a polo style and these are next level. The fabric is super nice too, especially in this TX heat. And he loves bright, colorful clothes so the print options are great. The quality is awesome. I bought him 1 shirt, just to see, around Christmas time and it's his favorite so he wears the heck out of it and it's still in great shape. I just bought him 4 more pairs and one for our 5 year old son too...who also dislikes a button up...but he loved it when it came in the mail because it was so soft. Shipping was crazy fast too which was nice. I will definitely continue to buy from here.

K
Kevin

Added this, my 6th Iron Oak shirt to the rotation. Like the others, a peerless shirt in style and structure. The difference is the autumnal, earth tone brown. Perfect for celebrating the new season while clinging to summer. As always, I highly recommend Iron Oak!

J
Joanne

These are well worth the price! Wash up well, soft material, no wrinkles, great for traveling

A
A.W.

Awesome shirts

J
Jaime

Love it.