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15 Winter Hats for Older Ladies

By Sixty and Me January 02, 2024 Beauty

Are you looking for a new style of winter hat? Are you tired of your old hats? It’s time to take a look at your winter hat options. 

We have compiled a list of various types of hats that we think will cater to various tastes. Each hat is more than just a shield against the cold – it’s a stylish statement celebrating the season’s beauty. 

  1. Braxton Wool Beret Hat – This beret is ideal for winter and cool autumn days. Its cozy lining and forehead coverage offer comfort and warmth. Versatile and timeless, it complements various outfits and adds a vintage French touch.
  2. The North Face Cragmont Fleece Trapper Hat – This hat seamlessly combines classic trapper style with cap versatility, featuring recycled polyester construction, insulated earflaps, ThermoBall™ Eco insulation, a fleece lining, and adjustable elements for a warm and sustainable winter accessory.
  3. Tilley Tec Wool Hat  – This classic hat for cold weather is proudly made in Canada by Tilley, a renowned hat manufacturer.
  4. L.L Bean Puffer Pom Hat – We are never too old for a pom pom! This hat is made from 100% recycled fabric. This puffer hat keeps you cozy and contributes to sustainable fashion practices.
  5. Eric Javits WICKFORD – This 1930s-inspired women’s cloche hat, crafted in Italy from water-repellent wool felt, is influenced by Art-Deco modernity. Designed for comfort and style, it features an adjustable leather band with antique brass studs and a hidden velcro tab for a customized fit.
  6. Eric Javits SCARF ZORA – This popular hand-blocked wool felt fedora comes with a double-faced merino wool blend jersey scarf and an elasticized inner band for a comfortable fit. Water-repellent and packable, this chic hat is designed and handmade in NYC with the highest-quality materials.
  7. Kohl’s Cuddl Duds® Cuffed Velour Beanie Hat – This hat offers trendy warmth with its ultra-soft velour construction, cuffed detailing, and cozy faux fur lining. It is crafted from a durable polyester and elastane blend for lasting comfort in cooler weather.
  8. Kate Spade bow accent wool beanie – Stay stylish and warm in this cozy beanie, made with 100% wool and adorned with a subtle tonal bow at the back. 
  9. Kate Spade diamante merino wool beanie – This 100% merino wool beanie combines luxurious comfort and essential insulation with a sophisticated ribbed texture. Stand out with the subtle addition of strategically placed pearly beads, adding a touch of glamor and unique charm to the overall aesthetic.
  10. Morgan & Taylor DASIA SMALL FLOPPY  – Crafted from high-quality Australian wool felt, this hat provides warmth and durability. The smooth felt finish and grosgrain ribbon trim ensure a comfortable fit and a polished look.
  11. Morgan & Taylor KERRY HAT – This super-soft faux fur hat will keep you warm during the coldest months.
  12. Saks Fifth Avenue COLLECTION Studded Wool-Blend 2-Piece Gift Set – The set includes a coordinating hat and gloves featuring subtle studded accents for added flair. Combining comfort with a touch of luxury, this set is a practical and chic choice for winter.
  13. VIRGINIA – ANGORA BERET HAT WITH UPCYCLED FUR POM – This hat is made from Italian Angora and is incredibly soft. The removable recycled pom pom, handcrafted in Montreal, allows for a customizable look and serves as a versatile accessory for your handbag or keychain.
  14. DORFMAN PACIFIC Knit Wool Cloche with Flower – With a one-size-fits-most design, packable/crushable feature, and adorned with rosettes, this 100% wool hat combines convenience, elegance, and warmth.
  15. CLOUD NINE SHEEPSKIN Warm Beanie Hat – The folded brim adds sophistication and versatility to this hat that is ideal for various occasions. This hat is made of quality genuine wool, ensuring a stylish and comfortable addition to your winter wardrobe.

Let’s explore this handpicked assortment where fashion meets function. Winter isn’t just about staying cozy; it’s an opportunity to show your style with these must-have hats. 

How to Choose a Winter Hat

Choosing the right winter hat involves considering both style and functionality to ensure you stay warm while looking good. 

These are some of the criteria we based our selections on. 

Material

  • Look for hats made from warm and insulating materials like wool, fleece, or synthetic blends.
  • Consider a water-resistant or waterproof material to protect against snow or rain.

Style

  • Choose a style that complements your personal taste and matches your winter wardrobe.
  • Common styles include beanies, trapper hats, berets, and pom-pom hats.

Insulation

Check for hats with additional insulation or lining, such as fleece, to provide extra warmth.

Coverage

To protect against the cold wind, opt for a hat that covers your ears and the back of your neck.

Fit

  • Ensure a snug but not too tight fit to retain warmth without discomfort.
  • Adjustable features like drawstrings or stretchy materials can enhance the fit.

Color

  • Choose a color that complements your winter coat and overall style.
  • Neutral tones or classic colors are versatile and easy to match.

Activity Level

Consider your activities – if you’ll be active outdoors, a breathable hat may be preferable to prevent overheating.

Packability

If you’re on the go, choose a hat that is easy to pack and won’t lose its shape.

Brand and Reviews

  • Research reputable brands known for their quality winter accessories.
  • Read reviews to learn about the experiences of other customers with a specific hat.

Multifunctional Features

Some hats come with additional features like built-in ear warmers, removable pom-poms, or convertible styles.

By considering these factors, you can find the perfect winter hat to keep you warm, complement your style, and meet your specific needs.

Winter Hats for Women Over 60

Braxton Wool Beret Hat

Braxton Wool Beret Hat

This Parisian classic hat adds a vintage touch to your look, ensuring you look chic. This beret is perfect for winter or cool autumn days, providing comfort with its cozy lining and extra coverage on the forehead.

The Braxton Beret is made from 30% angora and premium European yarn. With a one-size-fits-most design, this beret combines comfort and quality for a stylish winter essential.

The North Face Cragmont Fleece Trapper Hat

The North Face Cragmont Fleece Trapper Hat

Engineered to withstand wintry weather, this hat has insulated earflaps and a warm fleece lining. The fabric is recycled polyester, promoting sustainable fashion. The panel, brim, and earflaps are also all made from recycled polyester. 

For enhanced warmth, 11 g ThermoBall™ Eco insulation is incorporated into the earflaps, ensuring comfort even when wet. The TKA 100 fleece lining adds an extra layer of coziness. Adjustability is key, thanks to the shock cord with a cord lock on the back, offering a customizable fit. The snaps provide the option of an adjustable under-the-chin closure or keeping the earflaps neatly up. 

Tilley Tec Wool Hat

Tilley Tec Wool Hat 

Keep cozy and stylish without getting too warm with the TTW2, crafted using a c-change® membrane that adjusts to retain or expel heat based on the temperature, ensuring your comfort in any situation – be it a short walk outside or a hike through the woods. Proudly made in Canada!

L.L Bean Puffer Pom Hat

L.L Bean Puffer Pom Hat

Crafted from 100% recycled fabric, this hat not only keeps you cozy but also contributes to sustainable fashion practices. The addition of a faux fur pom lends a playful and fashionable detail. 

With PrimaLoft® insulation, you can rely on this hat for consistent and reliable warmth, ensuring you stay snug and stylish in every winter adventure. 

Eric Javits WICKFORD

Eric Javits WICKFORD

This is a stylish women’s cloche hat inspired by 1930s fashion. Made from water-repellent wool felt, it features a curved crown and a small downward-sloping brim, reflecting the influence of Art-Deco modernity.

Designed for comfort and versatility, the hat has an adjustable leather band with antique brass studs and a hidden velcro tab under the elasticized inner band for a customizable fit. It’s both lightweight and packable. Made in Italy and designed in the USA, this hat combines timeless style with practicality for an ultra chic look.

Eric Javits SCARF ZORA

Eric Javits SCARF ZORA

This stylish women’s cold-weather hat provides protection from sleet, rain, and wind while ensuring warmth and style. The best-selling hand-blocked wool felt fedora comes paired with a double-faced merino wool blend jersey scarf.

With an elasticized inner band for a comfortable fit, this water-repellent and packable hat is designed and handmade in NYC by skilled artisans using the highest-quality materials.

Kohl’s Cuddl Duds® Cuffed Velour Beanie Hat

Kohl’s Cuddl Duds® Cuffed Velour Beanie Hat

This ultra-soft velour hat features cuffed detailing for a touch of refinement, making it perfect for various casual outdoor occasions. 

Made from a durable blend of polyester and elastane, the hat provides both softness and lasting wear. The faux fur lining adds warmth and a plush feel, ensuring comfort on cooler days.

Kate Spade bow accent wool beanie

Kate Spade bow accent wool beanie

Stay stylishly warm with this cozy beanie, featuring a subtle tonal bow at the back and a ribbed cuff for a comfortable fit. Made from 100% wool, this beanie adds a touch of elegance to your winter outfit, providing both warmth and style. Perfect for casual strolls or city outings, it’s a chic and cozy essential for colder days.

Kate Spade diamante merino wool beanie

Kate Spade diamante merino wool beanie

Made entirely from 100% merino wool, this beanie ensures luxurious comfort while providing essential insulation against the cold. The ribbed texture adds a touch of sophistication to its design.

What sets this beanie apart is the subtle yet elegant addition of pearly beads strategically placed to infuse a delicate shine. These beads not only contribute a touch of glamor but also bring a unique and charming dimension to the overall aesthetic.

Morgan & Taylor DASIA SMALL FLOPPY

Morgan & Taylor DASIA SMALL FLOPPY

Step out in style with the Dasia Small Floppy Hat. It features a short brim and is made from high-quality Australian wool felt, offering warmth and durability. 

With a 57cm crown circumference, smooth felt finish, and grosgrain ribbon trim, this hat ensures a comfortable fit and a great look, making it an adaptable accessory for various occasions.

Morgan & Taylor KERRY HAT

Morgan & Taylor KERRY HAT

This exquisite super-soft hat is made of high-quality faux fur, providing a plush and comfortable experience against the chill. The fully lined tonal inner not only enhances the hat’s overall aesthetic but also adds an extra layer of insulation for maximum coziness.

The subtle soft tones of the faux fur create a sophisticated and versatile accessory that seamlessly complements a variety of outfits.

Saks Fifth Avenue COLLECTION Studded Wool-Blend 2-Piece Gift Set

Saks Fifth Avenue COLLECTION Studded Wool-Blend 2-Piece Gift Set

Stay warm and stylish with this hat and gloves combo from Saks Fifth Avenue, made from a cozy blend of merino wool and cashmere. The set includes a hat and matching gloves, providing both comfort and a coordinated look. 

Studded accents add a subtle yet striking detail to enhance the classic design, making this ensemble a luxurious and practical addition to your winter wardrobe.

VIRGINIA – ANGORA BERET HAT WITH UPCYCLED FUR POM

VIRGINIA - ANGORA BERET HAT WITH UPCYCLED FUR POM

Made from Italian Angora and knitted in Tuscany, Italy, this hat is incredibly soft. If you prefer a pompom-free look, no worries – the removable recycled add-on, handcrafted in Montreal, serves as a versatile accessory for your handbag or keychain.

DORFMAN PACIFIC Knit Wool Cloche with Flower

DORFMAN PACIFIC Knit Wool Cloche with Flower

The Knit Wool Cloche with Flowers from Dorfman Pacific is the perfect accessory for any look. With one size fitting most and its packable/crushable design, this hat is convenient for travel. 

The addition of rosettes brings a feminine touch to the 100% wool construction, providing both style and warmth for a timeless charm that suits any occasion.

CLOUD NINE SHEEPSKIN Warm Beanie Hat

CLOUD NINE SHEEPSKIN Warm Beanie Hat

The double-faced genuine wool ensures a superior level of coziness, surrounding your head with warmth and softness, making this hat ideal for any weather condition. 

The folded brim adds a touch of sophistication to the design, allowing for versatile styling options and providing an extra layer of insulation for your head. This feature enhances both the aesthetic appeal and practicality of the hat, making it a go-to choice for various occasions.

Further read, WHATEVER HAPPENED TO GRANDMA’S HATS?

Let’s Have a Conversation:

What type of hat do you like to wear in the winter? Which hat on our list is your favorite? Where do you shop for your winter hats? Tell us about it in the comments below. 

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The Author

Sixty and Me is a community of over 500,000 women over 60 founded by Margaret Manning. Our editorial team publishes articles on lifestyle topics including fashion, dating, retirement and money.

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