THE "MIDNIGHT TROUBADOUR" - Iron Oak Apparel Co.
The "Midnight Troubadour" - Iron Oak Apparel Co.
THE "MIDNIGHT TROUBADOUR" - Iron Oak Apparel Co.
The "Midnight Troubadour" - Iron Oak Apparel Co.
THE "MIDNIGHT TROUBADOUR" - Iron Oak Apparel Co.
THE "MIDNIGHT TROUBADOUR" - Iron Oak Apparel Co.
THE "MIDNIGHT TROUBADOUR" - Iron Oak Apparel Co.
The "Midnight Troubadour" - Iron Oak Apparel Co.

The "Midnight Troubadour"

Regular price$89.95
/
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 STANDARD SHIPPING
  • 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.

Because nothing good happens before midnight anyway.

  • 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. So if the fit, color, or feel isn’t quite right, we’ll help make it right.

Enjoy free standard shipping on your order, plus free exchanges on eligible items within 90 days of purchase. We’ll make the exchange process simple, so finding the right shirt is easy.


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 for its "amazing quality," comfortable fit, and stylish design with pearl snaps and paisley pattern. The breathable material and collar that "stays solid all day" received acclaim. However, some noted concerns about high collar discomfort, inconsistent sizing (runs small or large), and premium pricing. Several mentioned it's "best polo I've ever owned."

  • 5 stars: 145 (93%)
  • 4 stars: 5 (3%)
  • 3 stars: 4 (3%)
  • 2 stars: 2 (1%)
  • 1 star: 0 (0%)
J
Jason F.
First time ordering from Iron Oak

First time ordering from Iron Oak, I have to say it's a well-made shirt, lightweight, and received a lot of compliments.

J
Jay P.
The most comfortable shirt

The most comfortable shirt I own

A
Anonymous
Amazing polo! I have about 8 polos plus two hoodies from Iron Oak

Amazing polo! I have about 8 polos plus two hoodies from Iron Oak, and I love every single one.

The Midnight Troubadour looks even better in person. Definitely should be on everyone’s radar!

C
Cullen B.
New favorite!

This is my new favorite shirt! I’ve worn it twice in the last four days, and I have tons of shirts. I will definitely be ordering more.

J
Juan A.
Best polos I've ever owned

Best polos I've ever owned, I'm really big into pearl snaps and now they're on Polos? I'm sold. The material is very comfortable, the collar stays solid all throughout the day. Yes they're pricy but once you wear them you'll understand the value. I'll definitely be coming back for more...

C
Chad O.
Love the style and

Love the style and comfort

N
Nicholaus G.
This shirt is a great fit and very durable!

This shirt is a great fit and very durable! The style is fantastic and I’ve received several compliments while wearing these!

K
Kenneth B.
New Polo Fan!

I’ve never been much of a fan of polos until now! The Midnight Troubadour was the third Iron Oak polo I’ve purchased, and I couldn’t be happier with it. The fit and style are perfect and I get a lot of compliments when wearing them all.

J
Jeshua S.
Great

Great shirt

G
Gordz602
Got my first one for my birthday went out to

Got my first one for my birthday went out to dinner with my family. I got so many compliments from strangers and friends and family. Love the fit so late, especially out here in the heat in Phoenix.

M
Mark H.
LOVE THIS POLO!

Beautiful design, high quality fabric, perfectly cut & an amazing fit. I will be ordering more very soon.

C
Chris C.
Great shirt! True to size and a nice stretch

Great shirt! True to size and a nice stretch.

b
brian b.
Man

Man, I love these shirts and I’m a bit of a shirt snob. Poncho is my goto but the unique designs/patterns of iron oak are impressive. Great design, quality materials, good fit.

E
Eric A.
Love the design love the fit love the

Love the design love the fit love the material

D
David D.L.M.
Shirt fits perfect

Shirt fits perfect. I do like the material and the collars. Super breathable and keeps me looking fresh and cool . Perfect for office or just going out. Won't be my last shirt I order. Also doesnt shrink when washed.

M
Michael P.
Great fit

Great fit, very comfortable material.

A
Aaron M.
Oak shirts Rock!!

Amazing shirt! 5th shirt of the oak collection. Great for any occasion!

R
Ramon D.
Shirt fits nicely

Shirt fits nicely. Wife loves how soft it feels. I will definitely be ordering more of these.

R
Ricardo
Great fit on shirts.

I really like the fit on these polo’s shirt. Definitely gonna start buying more colors!

H
Homer W.
Midnight Troubadour Western please

If you made this shirt, Midnight Troubadour, in a Western with yokes,
I would buy one in a New York minute.

b
brian m.

Collar is to high like choking even with buttons undone. Not the quality material I’d expect for the cost.

O
Omaha E.
Looks and fits great

Good looking shirt.

J
Joshua L.
Awesome

Amazing quality and appearance!

D
Douglas W.
Great shirts!

Great shirts! If you need a shirt for an upcoming event and you’re on the fence about these, don’t hesitate, buy it! They are comfortable and stylish in my opinion. The sizing guide is very accurate as long as you’re honest with yourself. You will not be disappointed.

A
Anonymous
My new favorite

My new favorite shirt