• Blog
  • Finding The Perfect Winter Hat for Older Ladies with Short Hair

Finding The Perfect Winter Hat for Older Ladies with Short Hair

Last update: 2023-11-05

As women get older and their hair gets thinner and shorter, staying warm in the winter can become more of a challenge. A good winter hat is essential for protecting their head and ears from the cold, but finding one that is flattering, comfortable and suits their style can be tricky. Here are some tips for choosing the perfect winter hat for older ladies with short hair.

Considerations for Older Women's Winter Hats

When shopping for a winter hat for an older woman with short hair, there are a few important factors to keep in mind:

Keeping Warm

The main purpose of a winter hat is to keep the head and ears warm. Look for hats made from warm materials like wool, cashmere or fleece. These will provide insulation against the cold. Avoid thinner materials like cotton or polyester blends.

Close-up of face of a happy young woman enjoying winter wearing a scarf and hat. Smiling girl in a colorful shawl looking at the camera. Latin woman with knitted bordeaux hat and wool scarf

Hats with fleece linings or fold-over cuffs help seal in warmth around the ears. Ear flaps are also great for additional coverage.


Comfort is also key. Older women often have sensitive scalps, so avoid any hats that are overly tight or scratchy.

Natural fibers like wool and cashmere tend to be softer than synthetic blends. Make sure the hat is not too heavy and has enough stretch to fit comfortably over the head.


Just because a woman has short hair doesn't mean she doesn't want to look stylish. Look for hats that have shapes and silhouettes that flatter her face shape.

Styles like berets, cloche hats and bucket hats tend to be universally flattering on most face shapes.

Consider her personal style too. Does she prefer classic and elegant pieces or fun patterns and colors? There are winter hat styles to suit every taste.


As we age, dexterity and motor skills decline. Look for winter hats that are easy to pull on and off.

Hiker in winter mountains snowshoeing

Simple flaps and strap closures are better than fussy ties and buttons. Avoid hats that require a lot of adjustment to get a proper fit.

Also consider how she will wear the hat. If it needs to accommodate a hearing aid or fit over a hairstyle, look for adjustable closures.

Ideal Winter Hat Styles for Older Ladies

Here are some of the best winter hat styles for older women with short hair:


Berets are a classic style that suits most face shapes. A wool beret provides plenty of coverage for the ears and head.

Look for versions with a soft band that sits comfortably on sensitive scalps. Stylish options include solid colors, tweeds, plaids and patterns.

They can be worn casual or dressed up. Berets pair well with coats, sweaters and scarves for a polished winter look.

Cloche Hats

Cloche hats are elegant winter hats with rounded crowns and snug brims. Usually made of felt or wool, they fit close to the head for a secure and warm fit.

The classic bell shape is universally flattering. Cloche hats cover the ears nicely.

For easy on and off, look for styles with elastic bands rather than stiff hatbands. Soft knits with ribbed texture are comfy options.

Cloche hats work well for dressy occasions with a sophisticated coat.

Bucket Hats

Bucket hats have emerged as a popular winter hat style. Made of wool or fleece, they have a casual, relaxed look.

Happy smiling fashionable woman wearing trendy total pink outfit with knitted beanie hat, woolen fringed scarf, coat, posing outdoor

The bucket shape and down-turned brim provide plenty of coverage for the head and ears. Many styles have a double layer or fleece lining for added warmth.

Look for bucket hats in fun prints and colors to complement her personal style. The casual vibe pairs perfectly with winter coats, scarves and boots.

Beanie Hats

For maximum warmth, beanie hats are a great choice. The close-fitting design provides all over coverage.

Stretchy ribbed knits move with the head and won't rub against thinning hair. Soft wool or cashmere types will be gentle on sensitive scalps.

Look for styles with a fold-over cuff or double layer to seal in warmth around the ears. Beanies can be dressed up or down.

5 Tips for Finding the Right Winter Hat

Here are my top tips for choosing a winter hat for an older lady with short hair:

1. Shop In-Person to Try On

If possible, shop in store so she can try on different styles and get a feel for fit, comfort and coverage. Bring along a favorite winter coat to test out the complete look.

2. Measure Her Head

Many hats come in size ranges. Take her head measurement so you can find options that will fit properly. A tape measure placed over the fullest part of the head above the ears works best.

Beautiful young woman feeling cold in winter

3. Look for Adjustable Options

Hats with adjustable ear flaps, strap closures or toggle cinches allow you to customize the fit. This helps accommodate varying head sizes and shapes.

4. Check Lining and Fabric

Touch and inspect the hat closely. Make sure the lining and fabric feel soft and not scratchy. Check seams and edges to ensure they won't irritate sensitive skin.

5. Consider Her Activities

Think about when and how she'll wear the hat most. For an active woman, go for a warm, water-resistant style that won't blow away easily outside. For dressier occasions, pick an elegant wool style.

stylish attractive young smiling woman walking in street in winter outfit with coffee wearing checkered coat, white knitted hat and scarf, happy mood, fashion style trend

5 Frequently Asked Questions

1. What fabric is best for winter hats for older women?

Wool and cashmere are the best because they are warm yet breathable. Alpaca is also wonderfully soft and insulating. Look for knits with some stretch for comfort.

2. What features help keep ears warm?

Flip-down earflaps, fold-over cuffs, double-layered fabric and fleece lining all help seal in warmth around ears. A snug fit around the head and neck prevents cold air from entering.

3. How do I measure head size for hats?

Use a soft tape measure placed over the fullest part of the head, just above the ears and over the forehead. Compare the measurement in inches or centimeters to the hat size chart.

4. Should winter hats for older women have chin straps?

Some do for very windy conditions to keep hats secure. But chin straps can be uncomfortable. Look for styles that fit snugly or have elastic bands to stay put in normal winter weather.

5. What age is considered an older woman?

Typically women 50+ or 60+ are considered older women in terms of styling and fit needs. But health, hair condition and personal preference play a role too. Choose hats based on her individual requirements rather than age alone.


Finding the perfect winter hat for an older woman with short hair starts with considering warmth, comfort and flattering style. Seek out soft, insulating materials with details like ear flaps, cuffs and adjustable closures to seal in heat. Styles like berets, cloche hats and bucket hats tend to suit most face shapes. Try hats on in person when possible, and look for cozy yet chic options that complement her personal style. With some thoughtful selection, she'll stay toasty and look fashionable all winter long.

Related Articles