The Most Comfortable (And Stylish) Shoes For Spring/Summer

I am a believer in shoes with personality. After years in the corporate world, wearing mid-height black pumps, I adore shoes that have flair. And, as age is making all the parts ache more, I insist on super-comfortable shoes. It’s so gratifying that comfortable shoes are, like us baby boomers, making a big impression.

Today we’ve got loads of “comfort” brands that include styles beyond what our mothers could have imagined. Clarks, Gentle Souls, Rockport, Born, Earthies, Jambu, Naot, Vionic, Taos, Sofft, Naturalizer, and more, in mostly affordable price ranges. Here are my picks for smart, stylish shoes for the upcoming warm weather; I hope you’ll see something that tickles your feet:
Go with a lush print. Naturalizer is not an old-lady brand. They’ve got some fresh looks, like these floral brocade flats that will add joy to your Spring/Summer looks. Great arch support too; that’s so important with flats.

Samantha Half D’Orsay Flat by Naturalizer

Choose an unexpected color, and wear it with everything. I love it that shoes have become more colorful in recent years. If you don’t have to dress too formally, these low-wedge strap sandals are perfect for work. They have an “anatomically molded footbed”, which sounds a little frightening, but it’s super comfortable.

Rockport Hollywood Sandal


The classics, re-imagined with comfort. If you need to/like to wear the timeless black heel, there are modern and comfortable options. Loving the stacked heel and mini platform on this Comfortiva pair. And for feeling good all day: a memory foam footbed with mesh-lined cover.

The Amora by Comfortiva

A wedge sandal in a subtle print is a great neutral. You can get height without pain with these ankle-wrap 2.75″ wedges. The insole has deep cushioning. Lots of color choices too.

Naturalizer Cami Wedge Sandal

Back to basics, but in living color. I love sneakers! When I’m not posing for anything, I wear them almost daily. These low-profile slip-ons  have a removable footbed with flexible arch support. They come in a dozen colors, including this sassy red.

TAOS Star sneaker

Stay fabulous, keep those feet happy, and see you at the new “Easy does it” Visible Monday,


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Here’s some chic and comfortable goodies to browse:

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  1. I ordered the Rockport Cobb hill Hollywood sandals after seeing them on your site. They are comfortable, colorful and stylish. Thanks for a great recommendation. Shoe shopping is my least favorite thing to do but you made my sandal choice easy.

  2. I find a lot of the brands you listed don’t work well if you have bunions, so I end up wearing sneakers a lot in the spring and fall (in fact, I’m wearing a fancy pair of Nike’s today). It’s a good thing I don’t have to dress formally for work.

  3. Great post Patti! Se really do have a nice variety of healthy choices! The piwer of Baby Boomers in the marketplace remains strong.

  4. My favorites” the woof, woofs. I wonder if they make them with other dog breeds-that I need to research…as far as comfort, I have a pair of Pikolinos that I’ve worn for a dozen years that feel like I’m walking on a cloud.

  5. Dansko, Keen, also offer comfortable, stylish shoes ( especially if you’re still working and tromping around all day!) I can’t wear open toed shoes to work and need non slip. For a long time choices were nil or less than stylish so happy there are really cool looking yet comfortable shoes now. Just bought a pair of NineWest 40th anniversary pumps ( Kendra)..very retro but very comfortable in bright red!! No need for the traditional on this lady’s size 9’s!!

    • Dansko is super comfortable. I looked up those retro pumps and they are the bomb – I have to get them in the polka dot. xo

  6. I’m all for comfort! Do you have a link to the adorable border collie high top sneaker under your heading? Thanks, Patti. 🙂

  7. Personally, I am in love with Ecco sneakers. I also like and wear aerosoles and Merrell in addition to many of the brands you listed.

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