comfortable dressy shoes for women

Are you looking for a new pair of dressy shoes? We should all have a pair of classic dressy shoes in our closet ready for when a special occasion or an invite to an event comes up.

The main problem with dressy shoes, if you aren’t used to wearing them, is comfort. We have all been there, crammed our toes into pointy shoes and heels too high for basic comfort and suffered blisters and achy arches.

Here are our favourite dressy shoes for older women:

  1. Hush Puppies Sofie Pump – Dressy pump with cushiony memory foam footbed.
  2. Naturalizer 27 EDIT REBECCA PUMP – Breathable lining and slip-resistant sole.
  3. Dr. Scholl’s Be Ready Wedge – Made from innovative recycled plastic bottle material.
  4. Stuart Weitzman PEARL FLAT – Luxurious shoes with pearl embellishments.
  5. Nine West Onxe Slip-On Loafers – Classic loafer with an added trendy chain.
  6. Hush Puppies Angel II – Many colors to choose from.
  7. Naturalizer DANAE WEDGE – Chic dressy wedge pumps made with snake pattern leather.
  8. Dr. Scholl’s Brooke Wedge – Comfortable wool edges.
  9. Nine West Abay Smoking Flats – Bestseller smoking flat.
  10. CLARKS Ambyr Glow Asymmetrical Comfort Pumps – Most comfortable high-heel pump.

Many women stop wearing heels as they get older because of health issues like vertigo or arthritis, for example. But cute dress shoes by no means have to have 4-inch heels to be considered dressy. Some flats and loafers are created in luxurious materials and garnished with jewels or glitter, making them elegant and dressy. See below our super chic flat with pearl details on the heel.

What to Look for in Dressy Shoes

First, if you want comfort, look for shoes made with quality materials and insoles. Cheap shoes typically mean cheap quality which affects overall comfort.

Try wedge shoes or large stack heels if you can’t wear thin heels. Wedges and stack heels are trendy right now, so it’s a win-win for us.

Specialty brands like Naturalizer and Hush Puppies, for example, specialize in creating comfortable shoes. They innovate and design quality insoles and also offer various widths in certain models.

Most Comfortable Dressy Shoes for Mature Women

Here is our list of comfortable dressy shoes on the market today. Many are best-selling classics and are top-rated for style and comfort.

Hush Puppies Sofie Pump

Hush Puppies Sofie Pump

Crafted with comfort in mind, this pump is made with a soft flexible suede and has a cushiony memory foam footbed that provides instant, out-of-the-box comfort. This comfortable, slip-on silhouette is perfect with everything from dresses to jeans.

Naturalizer 27 EDIT REBECCA PUMP

Naturalizer 27 EDIT REBECCA PUMP

This block heel pump from Naturalizer has the classic Signature Contour+ fit system for true, all-day comfortable wear. The smooth lining and cushioned insole offer natural comfort and breathability. The rubber outsole design provides enhanced flexibility, shock absorption, and slip resistance.

Dr. Scholl’s Be Ready Wedge

Dr. Scholl’s Be Ready Wedge

Dr. Scholl’s lightweight flexible wedge is made from innovative recycled plastic bottle material. It has an antimicrobial, anti-odor Susterra® foam insole that is crafted from 11% bio-based materials with soft and lightweight cushioning, built-in arch support, and a molded heel cup.

Stuart Weitzman PEARL FLAT

Stuart Weitzman PEARL FLAT

These uniquely styled shoes from Stuart Weitzman are quite a splurge. The elegant flat offers a sophisticated spin on the timeless classic ballet flat with the addition of pearl embellishments on the small block heel.

Nine West Onxe Slip-On Loafers

Nine West Onxe Slip-On Loafers

This loafer from Nine West is a classic silhouette with an added trendy chain across the upper. The square-shaped toe adds extra comfort and sophistication.

Hush Puppies Angel II

Hush Puppies Angel II

This dressy shoe from Hush Puppies is simple and stylish and built with comfort in mind. It’s crafted with a sleek round toe and a cone-stacked heel. Easily dressed up or down. Reasonably priced, this comfortable pump is available in a variety of colors.

Naturalizer DANAE WEDGE

Naturalizer DANAE WEDGE

These chic dressy wedge pumps are made with snake pattern leather.

Offers contour+ Comfort technology for a premium fit and all-day comfort. They have an adjustable buckle closure and non-slip outsole.

Dr. Scholl’s Brooke Wedge

Dr. Scholl’s Brooke Wedge

Another Dr. Scholl’s classic styled wedge. This lightweight and flexible loafer is made of wool with a strap and decorative buckle accent. It also has the signature anti-microbial, anti-odor Susterra® foam insole with soft and lightweight cushioning, built-in arch support, and a molded heel cup.

Nine West Abay Smoking Flats

Nine West Abay Smoking Flats

Best-selling smoking flat from Nine West. Often referred to as the “new ballet flats,” smoking flats are super trendy. This smoking flat features a flattering, leg-lengthening pointy-toe design lifted by a very walkable 0.25″ heel.

CLARKS Ambyr Glow Asymmetrical Comfort Pumps

CLARKS Ambyr Glow Asymmetrical Comfort Pumps

If you can still wear high heels then you will love these truly comfortable pumps from Clarks. The Ultimate Comfort foam footbeds bring all-day cushioning and the grippy sole will help with traction.

Read BEST WALKING SHOES FOR SENIOR WOMEN.

Also, 16 BEST SHOES FOR OLDER WOMEN.

Let’s Have a Conversation:

Where do you shop for your dressy shoes? Do you prefer pumps, wedges, or flats? Which dressy shoe on our list is your favorite? Tell us about it in the comments below.