Comfortable Women’s Dress Shoes

Our recommendations in comfortable women’s dress shoes include mid and high-heel dress shoes and dressy flats.

All shoes are ideal for both business and after-work entertaining. All women’s dress shoes offer anatomical support, incredible inner comfort and outer style.

All shoes are available in various colors and sizes and can be purchased online with free shipping and the best prices through our partner sites, Zappos and ShoeBuy.

May your work days and nights be filled with comfort!

Free Shipping on all Comfortable Women’s Dress Shoes
comfortable women's dress shoes by cole haan
Cole Haan Air Talia

Classic style meets all day comfort in this lovely pump from Cole Haan. Leather upper. Leather lining. Concealed NIKE AIR technology offers ultimate cushioning. Mini platform, 2 inch heel. Leather sole. Various colors and wide and narrow widths available.
Comfortable Women's Dress Shoes by Ros Hommerson
Ros Hommerson Cabernet

These stylish 2 1/2 inch heels get rave comfort reviews. Classically styled upper is composed of the finest leather. Cushioned footbed with forefront and heel padding to reduce stress for all-day comfort. Durable rubber outsole provides secure, sure footing with each step. Available in various classic colors.
comfortable women's dress shoes by Dansko shoes
Dansko Bett

A gorgeous low-profile dress shoe from Dansko. Full-grain leather with adjustable buckle closure for easy on/off wear and a secure fit. Cushioned footbed with additional arch support and shock absorption for the ultimate in comfort. Also in Brown.
comfortable women's dress shoes by Naot
Naot Select

A premium leather comfort Mary Jane, elegantly tailored and graced with a soft leather footbed – perfect for work or with jeans! Also in Brown and Green.
comfortable women's dress shoes
Cole Haan Air Bacara Ballet Flat

Stylish and extremely comfortable slip ons. Made with premium leather. Padded leather sole gives all day comfort. NIKE AIR technology cushions the heel. Also in Patent, Silver Metallic and Berry.
comfortable women's dress shoes by Naot
Naot Trendy

The beautiful ‘Trendy’ Pump is a great shoe for professional women who value comfort. An exquisitely comfortable vintage leather career shoe with a patent leather upper and nubuck collar. Padded insoles cushion and support the foot for all day comfort. Cute color options available.
comfortable women's dress shoes by Clarks
Clarks Sugar Dust

An ultra-comfortable career shoe by Clarks. Superior arch support and padded footbed evenly distributes your body weight to prevent stress and offer all-day support. Ortholite footbed is removable allowing the use of personal orthotics. 2 inch heel. Also in Brown and Navy. Wide and Narrow sizing available.
comfortable women's dress shoes by aravon
Aravon Maya

A comfort dress shoe classic from Aravon. A rocker sole reduces pressure on the foot, ankle, toes and metatarsals and saves energy by eliminating thousands of small compensations the foot would otherwise make in each step. Also in Black.
women's dress shoes
Naot Pleasure

Functional yet feminine mary jane is the perfect comfort career shoe. Removable bow for a versatile look. Shock-absorbing, suede-covered footbed absorbs perspiration to keep your feet dry and fresh. 2 1/4″ heel. Also in Copper. Order a size smaller for best fit.
comfortable women's dress shoes by michael kors
Michael Kors Erin

A feminine comfort Ballet Flat available in a range of cute colors will complete any outfit. Soft leather lining molds to the natural shape of the foot. Padded footbed ensures proper support and absorbs shock for all day comfort. Elasticized topline provides a secure fit.
most comfortable women’s dress shoes, most comfortable women’s high heel shoes
Copyright ©2005-2013 Most Comfortable Shoes

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Women’s Fall and Winter Boots

Comfortable Women’s Fall and Winter Boots

Our Top Picks in comfortable women’s fall and winter boots! All our recommendations offer anatomical comfort, waterproof protection, ultra style and cozy warmth. Each boot is made with quality workmanship to ensure years of comfort and durable wear.

All women’s fall and winter boots are available in a variety of colors and sizes and can be purchased online with free shipping through our recommended suppliers, Zappos and Shoebuy.
see also Women’sWide Calf Boots

Free Shipping on all Comfortable Women’s Boots!
women's winter boots
Merrell Captiva Women’s Mid Boots

Classic Merrell comfort in a modern winter boot. Supple full grain waterproof leather. Breathable, antibacterial lining wicks away moisture. Cushioned insole offers pillow-soft comfort. Also in Brown.
women's winter boots
Frye Melissa Boots

Renowned brand, Frye, offers comfort and urban cool in this inspired pull-on riding boot. Luxury grade leather provides glove-like softness. Cushioned leather footbed offers comfort and fights fatigue for all day wear. Durable leather outsole for years and years of wear. Available in a range of vintage colors.
women's winter boots
La Canadienne Passion

Inspired by the traditional riding boot. Supple Italian leather, Waterproof, with inside zipper. Breathable, antibacterial microfiber lining that wicks away moisture. Cushioned memory-foam insole for added comfort. 15 inch calf, Also in wide widths and Brown.
comfortable women's winter boots by born
Born Attila Boots

Classic, yet modern comfort boots from Born. Full grain leather, hand-sewn construction. Padded footbed massages the foot with each and every step. Side full-length zip closure for easy on and off. Also in Black and Grey.
comfortable women's winter boots
Reiker Sybille

A cool looking waterproof boot from Reiker. Full grain leather upper offers weather-tight construction. Inside full-zip closure offers easy on/off. Breathable genuine wool lining keeps your feet cozy and dry. Padded footbed for all day comfort. Rubber outsole delivers durable traction in water and snow. Also in Brown.
women's winter boots
Ugg Classic Tall boots

Genuine Sheepskin from Australia. 100% Premium wool fleece for comfort and warmth. Easy on-off fit. Taller Height is cozy against bare legs. Removable sheepskin insole delivers amazing cushioning and support all day long. Molded rubber outsole for traction and slip resistance. Sweet!
women's winter boots

Delicate stitching and decorative buckles accentuate these stylish boots. Soft leather uppers with side zip entry for easy on/off. Features Ecco’s exclusive water-repellent membrane to keep feet dry, comfortable and warm. Goretex lining offers breathability. Anatomically-molded insole for all-day support. Also in Brown.
women's winter boots
Clarks Cardy

Classic lines packed with Clarks comfort will have you feeling and looking great in cold and snow. Sleek leather upper and low heel. Full-length side zipper ensures easy on-and-off wear. Soft fabric lining buffers the foot for an abrasion-free environment. Ortholite footbed offers anatomical support and all-day comfort. Genuine rubber outsole delivers long-lasting durability and traction on all surfaces. In Black and Brown.
comfortable women's winter rain boots by hunter originals
Hunter Original Rain Boots

A comfortable, sexy, slip-on rain boot. As featured in’s holiday gift guide. Cushioned footbed and orthopedic last. Offered in an array of darling colors.
comfortable women's winter snow boots
Keen Glarus

The perfect outdoor winter boots! For trail, mountain snow and city walking. 100% waterproof. Great traction sole. Padded ultra-comfort footbed.
Comfortable Women’s Fall and Winter boots,
see also women’s wide calf boots
Copyright ©2005-2013 Most Comfortable Shoes

Are you looking for comfortable men’s winter boots and shoes for your closest companion?
See our top comfort winter boots picks throughout this site.

Women’s Shoe Reviews


What are your most comfortable shoes?

Our community of readers love comfortable shoes!
We want to hear your voice too.
Tell us about your most comfortable shoes and how you found them.

Share your review below. (Go here to share Men’s Shoe Reviews)

Tell us:
1. The brand and style of your recommended shoes
2. What activity do you wear them for? Business, Travel, Walking, Work?
3. Describe what makes them so comfortable and why you recommend them.

Post your own review, and read all the latest reviews below:

Cole Haan Women’s Shoes Offer Nike Air Technology

Cole Haan Heels, Sandra Bulluck wears comfortable high heels

Sandra Bulluck wears Cole Haan Air Pumps

Good-looking, comfortable high heels that actually coddle your feet? Yes, Believe it. Cole Haan and Nike have teamed up to design a new line of comfortable dress shoes that enlists the sportswear giant’s Air technology for maximum cushioning. Zoom Air bags inserted just beneath the lining—identical to the support systems in running shoes—counterbalance the pressure of standing and walking for hours on end, and won’t lose volume over time.

Though their prices tend to run upwards of $100,  their women’s shoes range from elegant pumps and sporty slip-ons to stylish leather flats with Nike Air cushioning. Unlike other shoemakers, who seem to let their focus on comfort overshadow any attempt at style, Cole Haan shoes are classy and chic while staying easy on the foot. These are a long-lasting, worthwhile investment.

To shop the full range of Cole Haan Comfort shoes CLICK HERE

Six Secrets to Finding Comfortable Women’s Shoes

A woman looks for comfortable shoesIt’s not always easy to find that illusive, perfect pair of comfortable women’s shoes. But armed with these comfort tips, you’ll be wearing them in no time.

1. Start with a Good Fit
When it comes to comfortable shoes, our biggest base line tip is to ensure a good fit. Our feet our three dimensional, not two-dimensional. So, while size charts can be helpful, they don’t measure the girth of our feet. As a result, they can’t be relied upon for total accuracy.
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Jambu Barefoot Vegan Shoes Review

Barefoot Shoes by JambuThe trend towards barefoot or minimalist shoes is becoming ever more popular, especially amongst women’s comfort shoes enthusiasts. Here’s the rub if you haven’t heard:

Barefoot shoes, while providing protection from hard and sharp surfaces, mimic the body’s natural contact with the earth. Your feet stretch and flex naturally, actions that cushioned shoes normally absorb.

Barefoot shoes improve your body mechanics by letting your feet work the way they should and not the way they do in a shoe. The results provide a big healthy, ergonomic advantage improving balance, agility and grip.

The cute Jambu Barefoot Vegan is a new arrival to the casual women’s minimalist shoe market. It has incredibly unique styling with the criss-cross lacing and contrast stitching. It has a slight positive heel but probably no more than 3 mm. It should fit a narrow or average width foot well but may be snug on a wide foot. These are comfortable casual flats, excellent for urban walking adventures.

See the full range of Jambu Barefoot Shoes by Clicking Here!