7 Ways to Style a Black Hat: Elevate Your Style with Henri Henri

The black hat is more than just an accessory—it’s a bold fashion statement. A timeless staple in style, it transcends trends and eras depending on how it’s worn. Versatile and elegant, it suits any occasion, from casual outings to formal events. Want tips on how to match your black hat or explore other hat colors? Visit our blog: Guide to Choosing the Right HatColor.

At Henri Henri, Canada’s oldest hat shop since 1932, we celebrate the art of hat-wearing. Every hat tells a unique story, and we’re here to help you write yours. Discover 7 stylish and practical ways to incorporate a black hat into your wardrobe—whether your style is bold, minimalist, chic, or bohemian.

1. The Black Fedora: Timeless Elegance for Every Season

Looking for an effortlessly stylish hat? The classic shape of a black Fedora is a must-have for your everyday outfits. Its pinched crown and medium brim exude casual sophistication, making it a perfect choice year-round.

Pair a black Fedora with a camel winter coat, leather boots, and a structured bag for a casual street style outfit look. The deep black contrasts beautifully with warm camel tones, creating a harmonious outfit. Add a lightweight scarf in fall or a turtleneck in winter for added flair. Tilt your Fedora slightly for a touch of mystery—ideal for a romantic date or a day out in the city.

Explore our Fedora hats collection or discover the ultimate in luxury with the Beaver by Borsalino, crafted from premium beaver felt.

Photos: The Beaver by Borsalino

2. The Black Trilby: Casual Chic Made Easy

For an effortlessly chic look, the black Trilby is your go-to hat. Compact, modern, and versatile, it’s perfect for any wardrobe.

Pair it with raw denim jeans, a classic white t-shirt, and a leather jacket for a stylish casual outfit. For a polished touch, wear it with a blazer, slim-fit jean and outfit colors such as burgundy or forest green.
Browse our Trilby collection for more inspiration.

Photos: The Alessandria Rasato by Borsalino and the Wynn by Bailey

3. The Black Cloche: Feminine Retro Elegance

Step back into the elegance of the Roaring Twenties with a black cloche hat. Its rounded design highlights your facial features, adding a feminine and sophisticated touch to your outfit.

Pair it with a contemporary outfit such as a pleated skirt and a silk blouse for a vintage-inspired look. Accessorize with pearl earrings or bold red lipstick to complete your ensemble.
Explore our collection of cloche hats for a timeless retro vibe.

Photos: Furgora Casual by Kangol and the Cloche by Christy’s of London

4. The Bowler Hat & Top Hat: Classic Formality

Looking to stand out at a formal event? The black bowler hat and top hat are iconic symbols of timeless elegance.

Pair a bowler or top hat with a three-piece suit or a long black gown for a striking formal look. Add leather gloves or a sleek tie to elevate your outfit further.
Shop our bowler hats and top hats to find the perfect fit.

Photos: The Derby by Bailey and the Mad Hatter by Scala

5. The Black Porkpie: A Bold, Modern Choice

For a contemporary twist, the black Porkpie hat is a standout option. Its flat crown and short brim give it an avant-garde, artistic vibe.

Wear it with an all-black ensemble or a creative outfit for trendy events like rooftop parties or art exhibitions. The Porkpie, with its wide brim, is often associated with jazz and blues musicians.
Discover our Porkpie collection, including summer and winter options.

Photos: The Waits by Bailey (summer) and the XL Porkpie by Henri Henri (winter)

6. The Newsboy Cap: Casual and Comfortable

The black newsboy cap is a timeless choice that combines practicality with laid-back style. Inspired by 19th-century workers, this cap is now a favorite in modern fashion.

Pair it with chino pants, a knit sweater, and slip on sneakers for a weekend-ready outfit. For a bold statement, opt for a total black outfit with oversized sweatshirts and contemporary high-top sneakers.
Browse our winter newsboy caps and summer newsboy caps to find your perfect match.

Photos: The Kingston KG by Gottmann and the Gatsby Donegal by City Sport

7. Express Your Unique Style with Decorative Black Hats

While black hats are neutral, you can make them your own with unique designs and details. A cowboy hat, for instance, never fails to make a statement, while flat-brim hats provide a modern frame for your face.

Photo: El Patron By Stetson

Opt for hats with eye-catching features like the Night Sky by Stetson, which boasts star-perforated brims, or the Helix, adorned with a hand-beaded ribbon. These styles offer a more relaxed, modern, and bohemian vibe.

Photos: Night Sky by Stetson

Photo: The Helix by Stetson

Make It Personal: Mix & Match Your Black Hat

Customize your black hat to reflect your personality:

• Add colorful ribbons: Swap them out to match your outfits for a fresh, bold look. Learn more about our Workshop and customization services.
• Incorporate feathers: Add subtle or bold feathers for special occasions or everyday flair. Feathers are easy to attach and switch out. Check out our feathers in-store and online.

Why Buy a Black Hat at Henri Henri?

At Henri Henri, every black hat is a masterpiece. Our curated selection and expert advice ensure you’ll find the perfect hat to elevate your style. Explore our collection online or visit our store to experience Canada’s oldest hat shop, serving style enthusiasts since 1932!