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Which Hat Should You Wear Based on Your Hairstyle?

A Practical Guide to Finding the Perfect Hat for Your Hair Type and Length

Finding the right hat is more than just style – balance, comfort, and enhancing your natural look. Whether you’ve got short curls, long straight hair, or a messy bun that won’t budge, we’ve got you covered (literally). This guide will help you discover the best hat styles to complement your hairstyle and ensure you look your best, no matter the occasion.

1. Long, Straight Hair: Best Match – Fedora or Beanie

If you’ve got sleek, straight locks, you’ve got one of the easiest hair types to pair with a hat.

  • Fedora Hats add structure and shape, perfect for showing off long tresses beneath a wide brim.
  • Soft Knit Beanies offer a relaxed, effortless countryside look – just let some hair fall out at the front for that flattering frame.

🛍️ Try: Mad Hatter Fedora or the Silky-Lined MH Beanie

2. Curly or Voluminous Hair: Best Match – Beret or Wide-Brim Hat

Curly-haired? Embrace hats that don’t crush your volume.

  • A classic beret sits softly and won’t flatten curls – instead, it frames them beautifully.
  • A wide-brim fedora or Outback-style hat offers bold contrast and balance.

🛍️ Try: Mad Hatter Beret or the Wombat Distressed Aussie Hat

3. Short Hair or Pixie Cuts: Best Match – Newsboy Cap or Bobble Hat

Short styles pair wonderfully with more compact hat shapes.

  • A newsboy cap offers instant vintage vibes and perfectly suits a pixie cut.
  • A pom pom bobble hat adds playful flair for a colder day without overwhelming your look.

🛍️ Try: Classic Herringbone Tweed Newsboy Cap or Fur Bobble Black Heart Hat

4. Wavy, Medium-Length Hair: Best Match – Straw Hat or Fedora with Feather Band

Medium-length hair works with almost any style, but you’ll want to add some interest.

  • Go for a textured fedora with accessories like a feather pin.
  • In warmer weather, a festival straw hat adds breezy charm and lets your waves peek through naturally.

🛍️ Try: Festival Straw Hat or Hat Lapel Feather

5. Hair Up (Buns or Ponytails): Best Match – Beanies or Backless Caps

Wearing your hair up? You’ll want a hat that accommodates volume at the back.

  • Slouchy beanies are ideal for high or low buns.
  • Backless or adjustable caps also let ponytails thread through effortlessly – stylish and practical.

🛍️ Try: MH Beanies or Embroidered MH Cap

6. Fine or Thinning Hair: Best Match – Fleece-Lined or Faux Fur Styles

For those needing warmth or a confidence boost:

  • Fleece-lined hats offer warmth and gentle comfort.
  • Fluffy faux-fur bobble hats add volume and softness to any look.

🛍️ Try: Double Luxury Angora Pom Pom Hat or Fleece-Lined Handwarmers & Matching Hat Sets

Final Tips:

  • Balance your hat and hair volume – if your hair is big, go for structure. If it’s flat, add height or texture.
  • Let a few strands fall loose, softening the look and making styling easy.
  • Match hats to your outfit’s vibe: country walks, pub lunches, city trips – you name it.

🎩 Find Your Match at The Mad Hatter of Durham

We’ve handpicked every style with countryside comfort and timeless fashion in mind. Whether bundling up for a frosty morning walk or dressing up for a market day out, we have the perfect hat to suit your hairstyle and lifestyle.

🛒 Explore the Full Collection of Hats | Follow us on Instagram for Style Inspo

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