Men's Hats & Scarves

The best buy-it-for-life men's hats and scarves use tough natural fibres like merino wool or alpaca and are built to go the distance. Look for pieces backed by a lifetime guarantee or a solid repair offering - some brands will gladly fix yours for free. Dense knits, strong seams, and timeless designs all help them stand up to years of wear. Choosing better quality now often means buying less later. Pop over to our Buy Me Once research process page to learn how we shortlist these standouts.

To care for wool hats and scarves and keep them looking smart, wash gently by hand in cool water with a wool-safe detergent. Reshape while damp and dry them flat - no twisting, wringing, or pegs, ta. Store laid flat or gently rolled when it’s warm out to avoid moths and crease marks. Done right, good wool stays soft for years - and many brands even offer a care guarantee. For more tips, see our blog on how to make your clothes last longer.

The best way to wear a winter hat with glasses or long hair is to pick one that fits snugly but not too tight. Soft wool beanies are a top choice - they won’t squash your specs or tug your tresses. If you’ve got long hair, try a low ponytail or bun under a slouchy hat for extra room. A ribbed edge or fleece lining helps it stay put too, even in a blustery breeze.

The warmest and most comfortable winter hats are made from insulating natural fibres like merino or alpaca wool. These trap warmth while letting your head breathe. Chunky knits and fleece-lined options offer added snugness, while styles with a snug fit over the ears can banish the chill. Bonus points for double-layer designs or brands that offer a 10-year guarantee - it’s like a warm hug, built to last.

You can definitely wear a bucket hat during winter - just make sure it’s made from warm, weather-ready materials. Wool, felt, or lined cotton buckets offer surprising insulation and keep the wind off your ears. Some even have water-resistant finishes for frosty, drizzly days. It’s a clever way to stay cosy and still look sharp (or at least like you’ve made an effort).

To choose a winter hat that suits your face shape, go for balance. Round faces often pair well with more structured styles, like a flat cap or fisherman beanie. Slouchy hats suit longer faces, while square jaws soften with rounded crowns or beanies in looser knits. The best trick? Try a few and trust the mirror - comfort and confidence usually signal you’ve nailed it.

If you're looking for men's hats and scarves that double as stylish gifts, our handpicked collection has you sorted. These are timeless, well-made pieces that feel thoughtful but not try-hard. Whether it’s pure lambswool or a lifetime-guaranteed beanie, each one’s built to be used (and loved) for years. See our full edit of long-lasting gift ideas for more present-worthy picks.

To wash a winter hat with a pom pom or delicate wool, gently hand wash in cool water using a wool-friendly detergent. Don’t soak it too long or wring it out - press out water with a towel, then reshape and dry flat. Faux fur pom poms are often detachable, and it’s wise to remove them first. Many items also come with care advice or even repair help if needed - find extra guidance at our Product Care and Repair hub.