He Spoke Style

Gray Prince Of Wales Check Flannel Suit

$1,995

or 4 interest-free payments of $498.75 with Affirm.

This is a custom made-to-measure product.

The Prince of Wales check—also known as Glen Plaid—is one of the most enduring patterns in menswear. In flannel, it becomes a true fall and winter essential: classic, versatile, and quietly authoritative.

Cut from premium cloth by Loro Piana, this suit represents the benchmark in fabric quality. The flannel offers an exceptional hand-feel and a natural, fluid drape, delivering comfort and refinement without sacrificing structure.

Key Features:

Classic gray Prince of Wales (Glen Plaid) pattern
Luxurious flannel from Loro Piana, known for softness and drape
Ideal weight for fall and winter wear
Designed to perform equally well as a full suit or as separates

A Classic Menswear Foundation:

This is one of the most reliable tailoring patterns ever produced—subtle enough for daily wear, distinctive enough to feel intentional. The flannel construction enhances its warmth and presence, making it especially well suited to cooler months.

Built for Versatility:

Wear it as a complete suit in professional or formal settings, or break it apart with ease. The jacket transitions naturally into a sport coat, while the trousers pair effortlessly with knits, solid jackets, and textured winter layers.

Why I Love It

This suit strikes the perfect balance of tradition and modern refinement. The pattern has depth without fuss, and the flannel adds a tactile warmth that feels just right for both boardrooms and evenings out.

My Try-On Size

We will use the information below to provide a suggested try-on size based on extensive data and experience.

Regrettably, we do not have a try-on garment in your size.

Height	Height (Feet) Height (Inches)
Weight	Weight (Pounds)

My Try-on Size

Based on your height and weight, we recommend sending you the following size try-on garment(s) to check your sizing. You can select a different size if you are confident the suggested size is not your preferred fit.

We recommend that you stay within 1–2 sizes of the recommended try-ons, which are based on extensive data and experience. If the fit is significantly off, you may request one additional size. Try-ons must be returned within two weeks for a refund; after three weeks, they’re considered misappropriated and the order will be canceled with payment applied to replacements.

Jacket Try-On	Jacket Try-On (Available) (Currently Unavailable) View Size Chart
Pant Try-On	Pant Try-On (Available) (Currently Unavailable) View Size Chart

Try-on garment Measurement guide

Now that you've received your try-on garment, it's time to assess the fit and make any necessary corrections -- this is the first step to achieving your personalized custom fit. I'm about to personally walk you through the entire assessment process, but first let's make sure that you have been sent the correct try-on garments for you. Watch this introductory video before beginning your fit assessment.

Customize

Jacket	Selected
Trousers	Selected

Additions

Vest $495

Extra Trouser $795

Made To Measure

How Our Process Works

Browse and select your garments

Each piece is highly considered and personally curated by HSS founder Brian Sacawa based on his own wardrobe. While shown in Brian’s suggested styling, each garment can be customized to meet your personal tastes.

Receive your try-on garment

Typically in less than two weeks you’ll receive your try-on garment and that will serve as a test where you will be able to review the fit to make any necessary adjustments.

Make Adjustments To Your Size

Once you receive your try-on garment, we will walk you through the process of how to assess the fit of your garment and make any necessary adjustments to achieve your personalized custom fit.

Receive your made-to-measure suit

In about four weeks after your test fitting, you will receive your final garment(s). Try not to gloat too much as your friends envy your new clothes.

To learn more, please read our FAQ.

Gray Prince Of Wales Check Flannel Suit

$1,995

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