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Home » shoes » The Ultimate Guide to Rollie Shoes

The Ultimate Guide to Rollie Shoes

by Katie 1 Comment

This page may contain affiliate links. As an Amazon Associate I earn from qualifying purchases.

A Stylish Woman’s Guide to Rollie Shoes

Contents

  • 5 Reasons to Love Rollie Shoes
  • Buying Guide to the Best Rollie Shoes
    • THE BEST ROLLIE BROGUES
      • Rollie Lightweight Derby Punch Lace-Up Shoe
      • Rollie Lightweight Derby Lace-up Shoe
    • THE BEST ROLLIE BOOTS
      • Rollie Mira Chelsea Boot
      • Rollie Light Travel Chelsea Boot
      • Rollie Lightweight Chelsea Boot
      • Rollie Lightweight Chukka Bootie
    • THE BEST ROLLIE SANDALS
      • Rollie Madison Slides
      • Rollie Slingback Perforated Lace-Up Sandal
      • Rollie Derby Cage Sandal
    • THE BEST ROLLIE SNEAKERS
      • Rollie Derby Sport Sneaker
      • Rollie Derby Sport Sneaker
    • Summary

As much as I’d love to be a woman who is always “put together,” I’m just too busy, and if I’m honest, too clueless to even know where to start.

I’m also starting to wonder what my “style” is these days. Once my two boys came along, I had less time for myself than I used to. Now they’re at that age where I can start to breathe a little more again and get back to me.

Which is why I texted my fashion stylist friend Megan for help. How can I look polished and put together with little effort? A.K.A. The holy grail. She told me Rollie Shoes would do the trick and also why they’re her favorite shoes.

5 Reasons to Love Rollie Shoes

  1. They’ve got their eye on trends, but create a refined and unique version of them
  2.  All of their shoes are lightweight, regardless if they’re a boot or a sandal
  3. Their insoles are very comfy and have good arch support, but can also be replaced with your own orthotic insole if you need to
  4. The materials are exceptional and they use Premium leathers and EVA soles
  5. They are versatile and flatter everyone

Fun fact: The shoes were designed by an Australian husband for his wife, who is a flight attendant. She needed the perfect shoe that was lightweight, comfortable, and stylish to wear on her travels and at home.

Buying Guide to the Best Rollie Shoes

THE BEST ROLLIE BROGUES

Rollie Lightweight Derby Punch Lace-Up Shoe

Rollie Women's Derby Punch Rose Gold, Perforated Leather Oxfords Metallic Flat Shoes for Women with Holes Perforations, Size 8 US / 39 EU
19 Reviews
Rollie Women's Derby Punch Rose Gold, Perforated Leather Oxfords Metallic Flat Shoes for Women with Holes Perforations, Size 8 US / 39 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Pretty Rose Gold finish adds a feminine touch to any outfit
  • Perforated design gives excellent breathability
  • Soles are made of Rollie’s trademark EVA rubber design – great grip, bounce, and stability
My Complete Review:

If you’re after something a little special, but still refined then you’ll love these Punch-Up Derby Shoes from Rollie. One thing I love about Rollie’s shoes is that they often feature interesting patterns and colors. These rose-gold shoes are a great example. The rose-gold trend is still going strong, so snatch these babies up. They are even prettier in person.

Rollie Lightweight Derby Lace-up Shoe

Rollie Women's Derby Blue Dream, Polka Dot Leather Oxfords Blue Flat Shoes for Women with Laces, Size 8 US / 39 EU
33 Reviews
Rollie Women's Derby Blue Dream, Polka Dot Leather Oxfords Blue Flat Shoes for Women with Laces, Size 8 US / 39 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • The best travel shoe ever
  • Looks cute with dresses or jeans and trousers
  • Lightweight and breathable
  • Can easily fit an insole if you need extra arch support
My Complete Review:

This classic Rollie design is a traveler’s favorite shoe. It’s lightweight, can be worn without socks, and has a classic design that is versatile. Even if you aren’t looking to buy shoes for travel, the goals are the same when looking for shoes. It’s gotta be comfy above all else and have bags of style.

Like all Rollie designs, this pretty lace-up shoe has a sturdy EVA rubber sole that is made for walking. Wear these shoes with socks or without. They are very breathable. The shoes look good with casual dresses, trousers, and jeans. In the winter they look great with socks and a turtleneck.

THE BEST ROLLIE BOOTS

Rollie Mira Chelsea Boot

Rollie Women's Mira Chelsea Pull-On Leather Boot with Elastic Gusset Black Nubuck Crepe Sole Ankle Boot, 39 M EU
Rollie Women's Mira Chelsea Pull-On Leather Boot with Elastic Gusset Black Nubuck Crepe Sole Ankle Boot, 39 M EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Modern and refined twist of an outdoor boot
  • The bouncy crepe rubber sole makes this the ultimate comfortable boot
  • Luxurious burnished nubuck leather feels soft and flexible
My Complete Review:

A gorgeous shoe from Rollie, the Mira Chelsea Boot is elegant and stylish. You may have seen similar styles from J Crew and Everlane, but I find this superior in comfort and craftsmanship.

The shoe is designed to follow the shape of a woman’s foot and create a flattering silhouette. Some Chelsea boots are chunky looking, but these are very pretty when worn. They can easily be worn with casual clothes or something a little dressier. They are so versatile.

They’re the type of boot that gets better with each wear and molds to your foot’s contours. But what about the comfort, you ask? I wore them on a trip to Germany in early Spring and they were amazingly comfortable. The crepe rubber sole has a way of absorbing impact while still remaining bouncy and stable. If you’ve never tried a crepe rubber sole, you are missing out!

Rollie Light Travel Chelsea Boot

Rollie Women's Chelsea Cognac, Slip On Leather Ankle Booties Brown Flat Boots for Women with Elastic Panels, Size 10 US / 41 EU…
1 Reviews
Rollie Women's Chelsea Cognac, Slip On Leather Ankle Booties Brown Flat Boots for Women with Elastic Panels, Size 10 US / 41 EU…
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Stylish boot is perfect for Fall, Winter, and cooler days
  • Cozy and comfortable to walk in
  • Materials and the craftsmanship are exceptional
My Complete Review:

I’ve been lusting over a pair of Chelsea boots, since the first time I spotted them in London. I was in the famous shopping paradise Harrods, and this incredibly-dressed woman walked by me wearing a pair of gorgeous Chelsea boots. They’re so classic and instantly make you look stylish and confident.

Rollie’s Chelsea Boots are like a one-way ticket to style-town (if it was an actual place). The boots are a beautiful cognac color and look amazing with a pair of jeans. Another great way to wear them is with tights and a dress or skirt.

They have Rollie’s signature rubber soles and lightweight construction. Most boots are heavy compared to the other shoes in your closet. You will be surprised at how lightweight and sturdy these boots are.

I walked in them on a regular day shopping and taking my kids to the playground. I was comfortable doing both things and look forward to pulling them on when the weather gets a little cold.

Rollie Lightweight Chelsea Boot

Rollie Women's Chelsea Snow Leopard, White Leopard Print Haircalf Boots White Flat Boots for Women with Elastic Panels, Size 7 US / 38 EU
1 Reviews
Rollie Women's Chelsea Snow Leopard, White Leopard Print Haircalf Boots White Flat Boots for Women with Elastic Panels, Size 7 US / 38 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Stylish Snow Leopard pattern for the fashion lover
  • They’re pretty and have the bonus of being comfortable too!
  • The perfect everyday shoe for cool weather
My Complete Review:

This is another beautiful pattern from Rollie’s design squad. If you love the classic Chelsea boot, but want something with a little more personality, I recommend trying this Snow Leopard version. I like a classic as much as anyone, but I also like when styles get a twist.

The Rollie Chelsea boots slip on easily and feel flexible and comfy once they’re on. I walked two miles in these boots to my kids’ school and they felt lightweight and easy to wear. The elastic side panels stretch with each step so they can fit anyone.

Rollie Lightweight Chukka Bootie

Rollie Women's Chukka Grey Leopard Suede Print, Suede Chukka Boots Gray Flat Boots for Women with Laces, Size 6 US / 37 EU
4 Reviews
Rollie Women's Chukka Grey Leopard Suede Print, Suede Chukka Boots Gray Flat Boots for Women with Laces, Size 6 US / 37 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 08:04 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Subtle animal pattern looks so elegant in a tone-on-tone color
  • Mid-height boot is both casual and chic
  • Lightweight and extremely comfortable – a great everyday shoe
My Complete Review:

Have you ever felt there was something missing from your wardrobe? You run through everything you have – sneakers, sandals, flats – and know there’s more out there. Well, these mid-height boots from Rollie bring a touch of uniqueness and effortless style that I love.

It’s safe to say that animal prints will never go out of fashion. This “giraffe” version is a tasteful and subtle version of the iconic animal prints. With a pale-colored sole, these boots are a perfect contrast of textures and colors.

I found them easy to slip on and comfortable to walk in all day. My husband was really intrigued by them and said they looked expensive and unique. He rarely comments on my clothes, so I was thrilled he noticed.

THE BEST ROLLIE SANDALS

Rollie Madison Slides

Rollie Women's Madison Mule Camel Leopard Pony, Leopard Print Haircalf Mules Brown Flat Shoes for Women with Open Back, Size 9 US / 40 EU
16 Reviews
Rollie Women's Madison Mule Camel Leopard Pony, Leopard Print Haircalf Mules Brown Flat Shoes for Women with Open Back, Size 9 US / 40 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 13:42 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Universally loved leopard print design, will never go out of style
  • Mule design is easy to wear
  • No socks needed, which makes it so comfy in warm weather
My Complete Review:

My stylist friend Megan told me, “when in doubt, wear a pair of mule slides.” When my most stylish friend gives me a tip, I take it. I’m not going to lie, I was on the fence before I tried these leopard mules. But I’m here to tell you, I’m a mule fan for life now.

They somehow manage to not only make me look taller, but also like that cool woman I know was still there somewhere. I wore these beauties with an above-the-knee dress and I felt like a style queen. And they are so comfy. I just slide these on and off I go.

My only tip: make sure you have gorgeously smooth feet. I use this pedicure treatment once a year and it is quick and easy to use.

Rollie Slingback Perforated Lace-Up Sandal

Rollie Women's Lightweight Slingback Punch Perforated Lace-Up Flat Sandal Shoe Lightest Weight in Premium Leathers Perfect for Travel and Walking with Comfort Memory Foam Footbeds in Soft Calfskin
7 Reviews
Rollie Women's Lightweight Slingback Punch Perforated Lace-Up Flat Sandal Shoe Lightest Weight in Premium Leathers Perfect for Travel and Walking with Comfort Memory Foam Footbeds in Soft Calfskin
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 13:42 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Unbelievably lightweight – lighter than the average flip-flop
  • Breathable perforated design is great for warm weather
  • Rollie’s trademark rubber soles have excellent grip and stability
  • Exquisite craftsmanship in the shoe’s design
My Complete Review:

As much as I enjoy a pretty sandal or hanging out in my flip-flops, there’s times I want something else. Something with a cool attitude that shows I can be stylish and put together. I found that these slingback shoes dressed up my everyday jeans look. At the same time, I could wear these with floaty dresses and I still looked polished.

Walking in them is a dream and I was able to walk in them for a full day out with my family. When Rollie say these shoes are lightweight, they really mean it. I wear flip flops to the grocery store quite often, but these felt even lighter than them.

Rollie Derby Cage Sandal

Rollie Women's Derby Cage White, Combination Leather Sandals White Flat Sandals for Women, Size 9 US / 40 EU
Rollie Women's Derby Cage White, Combination Leather Sandals White Flat Sandals for Women, Size 9 US / 40 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 13:42 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • The traditional “fisherman” sandal gets a feminine makeover
  • Attracts compliments and curiosity due to their unique design
  • Great alternative to a sandal and more stable and safe to wear
My Complete Review:

This is another winner for me.  I get tons of compliments from everywhere, from my postman to my son’s pre-school teacher. They seem to go with everything in my closet and are really fun to wear.

There’s something both familiar and new to me in this design. The blend of the classic derby shoe and of a sandal strikes a perfect balance.

I feel safer wearing these than open-toe sandals in the summer. Sometimes when I’m out, I’m literally scanning for low-lying threats that my foot might run into. It’s a leftover fear from the time I stubbed one of my toes in a well-known toy store. These Derby Cage shoes surround your foot while allowing lots of air through.

In terms of the fit, they are true to size and would suit narrow to average width feet. They feature Rollie’s signature EVA sole, so they are comfy and sturdy to wear.

THE BEST ROLLIE SNEAKERS

Rollie Derby Sport Sneaker

Rollie Women's Derby Sport Snow Pink, Light Pink Leather Sneakers Pink Athletic Sole Sneakers for Women with Sport Bottom, Size 11 US / 42 EU
19 Reviews
Rollie Women's Derby Sport Snow Pink, Light Pink Leather Sneakers Pink Athletic Sole Sneakers for Women with Sport Bottom, Size 11 US / 42 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 13:42 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Feminine silhouette is refined and so stylish
  • It’s lightweight and flexible design makes it a dream to walk in
  • The padding around the ankle is memory-foam and so comfy
My Complete Review:

I’ve always liked sneakers that don’t feature many logos or fussy designs. Give me a minimal sneaker any day of the week! They’re more timeless and classic to me and are easy to wear with different outfits.

These pretty sneakers from Rollie are no exception. The clean lines and refined design make this a dressy sneaker. You’ll instantly feel more polished than wearing your typical running sneakers. The tone-on-tone shoelaces add a subtle touch of class to the overall look.

In terms of fit and comfort, they are true to size and easy to wear. Like most Rollie shoes, you can wear these with or without socks because of the breathable materials.

Rollie Derby Sport Sneaker

Rollie Women's Derby Sport Snow Leopard Print, Spots Haircalf Sneakers White Athletic Sole Sneakers for Women with Sport Bottom, Size 10 US / 41 EU
19 Reviews
Rollie Women's Derby Sport Snow Leopard Print, Spots Haircalf Sneakers White Athletic Sole Sneakers for Women with Sport Bottom, Size 10 US / 41 EU
View on Amazon
More Info Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon.com at the time of purchase will apply to the purchase of this product.

Last update on 2023-03-30 at 13:42 / Affiliate links / Images from Amazon Product Advertising API / As an Amazon Associate I earn from qualifying purchases.

Why they’re great:
  • Eye-catching “snow leopard” pattern will set you apart
  • Bouncy EVA sole will have you feeling like you’re walking on a cloud
  • Memory-foam ankle support gives you great stability and comfort
My Complete Review:

Another pretty design from Rollie’s Derby Sport collection, this new pattern is a subtle stunner. If you don’t usually wear pattern with your shoes, these are a great way of introducing a simple flash of style to your wardrobe. It’s all those extra details that make an outfit pop.

The fit is standard and would suit a narrow or average width foot. They’re so lightweight and you barely realize you’re wearing them. Have you ever had the feeling that a shoe is “wearing you,” instead of the opposite? That feeling of being aware of every clunky or uncomfortable step?

These lovely shoes solve that feeling completely and are a joy to wear. The quality has not been spared when creating this comfortable and unique pair of sneakers.

Summary

If you’re anything like me – busy, likes fashion, quality conscious – you know to pounce when you find something special. That’s how I feel about Rollie Shoes. It was love at first sight and I knew I’d found a great shoe brand I could turn to.

I can’t take credit for finding it (Thanks, Megan!), but I now tell everyone about the comfy shoe brand that has the best styles. The quality is amazing and I know I’m getting a shoe that I can use for years. I’m environmentally conscious, so getting a quality shoe that will last, is important.

So, have you bought a pair of Rollie shoes? If so, what are your favorite styles? 

-Love, Katie xx

Filed Under: insoles, sandals, shoes Tagged With: arch support, insoles, shoes, travel, womens shoes

Reader Interactions

Comments

  1. Georgina Bertoldo says

    September 12, 2020 at 2:05 am

    Love, love, love Rollie shoes. My first pair were Derby punch in silver which has got so many comments from people. Now 6 pairs later of different Rollies I’m still loving them. As we’re going into warmer weather now I’m checking out the mules, sidecut slingbacks and the Derby cage. I’m a true convert to Rollie now, so comfortable and they look great. I have a bunion one foot and closed shoes would leave my foot in agony but not Rollies. With my planned trip to Europe cancelled due to Covid I’m buying Rollies instead!😅 Thanks for your great reviews.💗

    Reply

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