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Styling hats with glasses
Lydia model
As the cold nights draw in and the temperatures drop, there is nothing better than keeping warm in a cosy coat and hat, while going for a winter stroll in the beautiful countryside, to blow all of those isolation cobwebs away.

Hats can be a real style statement and there’s a huge variety of different types to suit any fashionista. For those who prefer the boho look, berets, fedoras and floppy oversized hats with a wide brim are perfect. While if you prefer to go for the preppy, geeky look, a boater or Breton hat are cool and quirky choices. If, like many Retropeepers’ customers, you love the vintage look, a hat is an essential part of the look: cloches, pill boxes and tilt hats in earthy tones or faux fur fabric are just perfect.

But styling your glasses with your hat can be a tricky business and sometimes a glasses and hat combo can look a bit like overkill. There are, however, some easy ways you can pull of this awesome look. Here are our trendsetting tips for making hats and glasses your go to winter fashion look!

Beautiful bobble hats and beanies

Retropeepers Knebworth

Bobbles and beanies are very versatile and whether you are into modern or vintage style, everyone has one in their wardrobe! The good thing about these types of hats are that they suit almost any type of frame shape but they do look particularly fantastic with a pair of oversized frames such as our Anglo American Optical 'Knebworth' Rectangular Glasses in Light Amber.

Retropeepers Brody

For that amazing ‘Stranger Things’ esque 80s look which is currently experiencing a retro revival, you can make a statement in a pair of Brody Aviator Glasses in Bronze.

Retropeepers Beau 

Of course, oversized glasses aren’t just for the sunshine drenched beach; they are just as important in the winter snow. The Beau Aviator Sunglasses in Tortoiseshell give that cool 80s look again.


 The Dominique Cat Eye Sunglasses in Black will have paparazzi flooding round you thinking you are a celeb! The beauty of oversized frames is that they can block out the glare from the snow and protect your eyes from the frost, while also making you look fabulous.

Groucho Red

The beanie however, is a little more grunge but just like the bobble hat, they look best with a stand out retro, hipster frame. It doesn’t get more hipster and stand out than the Anglo American Optical Groucho Round Glasses. They come in a range of different colours, but the vibrant red shade is perfect for the festive period and would like divine with a slick of red lipstick to match.

Fabulous fedoras

Cooper Green

Fedoras give such an elegant look that make the wearer look so chic. Wearing them in a vibrant colour with a monochrome outfit and matching bright frames makes a massive style statement. The Cooper Round Glasses in Green or Red would look totally perfect and will balance out the bold look of the hat. Pop and rock stars like Demi Lovato have also teamed their fedoras with strong shaped sunglasses, which gives an edgy look and balances out the brim of the hat.

Fun fur hats

Fur or faux fur hats are the cross over style that bridges the gap between runway and vintage; they suit forward thinking fashionistas and vintage babes alike and are a huge hit in any blustery city street. Not only will it keep you warm, but they are also fantastically fun too. To match this style, your choice of specs need to be fun too!


So, a dramatic bold full frame in a vintage cat eye shape without embellishments will compliment your hat perfectly. Cat eyes are one of our best sellers and we have a huge range on our website to suit every budget: the Amelie Cat Eye Glasses in Ready for Red would give a funky festive cheer, or the elegant Anglo American Optical 'Scatz' Cateye Glasses, in Amber would suit any style of fur hat. Both of these will give that authentic vintage look and Anna Karenina vibes.


Nothing says ooh lala like a bit of French chic in your winter wardrobe: the beret is the perfect style statement for those looking to add a bit of sophistication to their wardrobe. When pairing glasses with a beret, it is all about femininity and trying to recreate that delicate Parisian look.

Bardot Indigo / Lime

Our Bardot Cat Eye Glasses were made for this combination and come in a range of fabulous colours that you could mix and match with your outfit.

 Whatever style you choose, just go for it and wear your glasses and hats with confidence! We hope you keep warm and stylish this winter.

Image credit: Belle Prive Photography, model Lydia Ross

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