CELEBRATION SALE -FINAL DAY! UP TO 70% OFF
HASSLE-FREE RETURNS30-DAY MONEY BACK GUARANTEE
FREE SHIPPING ACROSS SA TODAY ONLY
Cart
Your cart is currently empty.
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston
Annelie™  |  Comfortable Men's Shoe Winston

Annelie™ | Comfortable Men's Shoe Winston

Social Proof Rating
Regular priceR 1 075 R 2 150
/
50% OFF

Only today free shipping

30-day return guarantee

2 items 10% off, 3 items 15% off

Colour
Size
Almost sold out!

UPDATE: Due to high demand, only a limited quantity remains. If “Add to Cart” is available, the item is still in stock.

FEEL RELIEF AND CONFIDENCE IN EVERY STEP!

Say goodbye to foot discomfort once and for all. Wearing these Winston Shoes is like walking on clouds, providing essential relief for your feet, knees, and hips.

They keep you comfortable and pain-free from the start to the end of the day, wherever you are.

Experience true relief with every step: lightweight, supportive, and designed for everyday elegance. Say goodbye to foot pain forever!

Waterproof and Breathable

The Winston keeps your feet perfectly dry in any weather. The waterproof layer blocks rain and moisture while allowing your feet to breathe freely. Comfort and elegance, rain or shine.

Memory Foam Insole & Ultra-Light Design

The memory foam insole gently moulds to your feet, alleviating pain and pressure while offering lasting support throughout the day. Every step is soft and effortless, with an ultra-light construction weighing only 236 grams per shoe. Comfort, balance, and freedom — just the way you like it.


Practical and Easy to Slip On

Designed for practicality and comfort. The flexible structure and elastic opening allow you to slip them on and off in seconds, while maintaining a secure and comfortable fit. Ideal for everyday wear, they easily adapt to your pace and lifestyle.

Non-Slip Sole for Maximum Stability

The Winston sole has been developed to ensure maximum grip and stability on any surface. Made from high-quality rubber, it provides firm traction even on wet or uneven floors. Walk with confidence and safety.

Easy to Clean

Keeping your Winstons spotless is simple. The surface can be easily wiped clean with a damp cloth, preserving their elegant appearance day after day.
For a deeper clean, they can be machine washed at 30°C, without losing shape or quality.

Premium Materials and Durability

Each pair is produced with high-quality waterproof PU leather, combining strength and elegant finish. Inside, thermal insulation keeps your feet at the ideal temperature in any season.
The rubber sole offers flexibility and wear resistance, while the 600 nylon fastening ensures a comfortable and secure fit. Made to last, with comfort you can feel with every step.

The main difference with other models ☁️

While other shoes may sacrifice comfort in the name of fashion, our shoe is a true revolution. 💫 Imagine: instead of pinching and compressing, the Comfortable Men's Orthopaedic Shoe - Winston gently embraces your foot, like a soft caress 👣. The Winston Shoe moulds perfectly, as if it were tailor-made for you.

Specifications:

Gender: Men
Material: PU Leather (VEGAN)
Internal Material: PU Leather (VEGAN) + Thermal Insulation
External Sole Material: Rubber
Fastening: 600 Nylon
Type of Tread: Neutral
Cushioning: 10
Anti-Static: 10

Shipping Order today, tomorrow sent. Once your payment is confirmed, we’ll begin processing your order right away. Please keep in mind that during weekends and holidays processing time can take longer.

After your order is dispatched, you'll receive a confirmation email with a tracking number, allowing you to follow your package’s journey. You can also track your order anytime on theTrack Your Orderpage.

Returns We offer simple, hassle-free returns within 30 days of receiving your order. For more details about our return policy, please click here.

If the product doesn’t meet your expectations, you may return it within 30 days of delivery for a refund.

Before sending a return, please contact our customer service team at our contact page and let us know the reason for your return so we can assist you quickly and properly.

For a polished finish, the fabric may have light creases due to packaging. Simply steam or iron the garment upon arrival to restore a smooth, elegant look.

Care:

• Hand wash in cold water

• Lay flat to dry

• Iron on low heat

• Do not dry clean

Sophie I. and 3,000+ South African women love Emma & Rose Cape Town
Celebrate 20 years with us

Up to 70% off for a limited time

Every year for just a few days, we mark the month when Emma & Rose first began. What started as a shared dream between two sisters twenty years ago has grown slowly over time, shaped by the women who choose to wear our dresses.

This limited sale isn’t about clearing stock. It’s simply our way of celebrating where we started and saying thank you for being part of our story.

Free Shipping Today Only

To celebrate Autumn with our customers, we’re offering free shipping today. All orders ship with UPS and include full tracking from our door to yours.

30-Day Money-Back Guarantee

At Emma & Rose, we want you to feel confident in your purchase. If something isn’t right, you may return your item within 30 days for a full refund.

Secure payment

Your payment information is processed securely. We accept American Express, Apple Pay, Google Pay, Mastercard, Shop Pay, and Visa.

Here's what our customers say

These pieces make me feel put‑together without trying too hard. Warm, elegant and so comfortable. Worth every penny.

Emma T. | Knysna, South Africa

It feels like my order was packed just for me. The handwritten note made my day, and the scarf is absolutely gorgeous.

Isabelle A. | Pretoria, South Africa

I’m so happy I found this brand. The story behind it touched my heart, and the quality of my boots is even better than I hoped for.

Lisa S. | Bloemfontein, South Africa

As a busy mom, I don’t have time to shop around. Emma & Rose makes it easy to look polished and feel cozy at the same time.

Natalie B. | Plettenberg Bay, South Africa

Supporting a single mom and her daughter feels good, but what surprised me most is how luxurious everything feels. I’ll definitely be back.

Anna O. | Port Elizabeth, South Africa

These pieces make me feel put‑together without trying too hard. Warm, elegant and so comfortable. Worth every penny.

Emma T. | Knysna, South Africa

It feels like my order was packed just for me. The handwritten note made my day, and the scarf is absolutely gorgeous.

Isabelle A. | Pretoria, South Africa

I’m so happy I found this brand. The story behind it touched my heart, and the quality of my boots is even better than I hoped for.

Lisa S. | Bloemfontein, South Africa

As a busy mom, I don’t have time to shop around. Emma & Rose makes it easy to look polished and feel cozy at the same time.

Natalie B. | Plettenberg Bay, South Africa

Supporting a single mom and her daughter feels good, but what surprised me most is how luxurious everything feels. I’ll definitely be back.

Anna O. | Port Elizabeth, South Africa

These pieces make me feel put‑together without trying too hard. Warm, elegant and so comfortable. Worth every penny.

Emma T. | Knysna, South Africa

It feels like my order was packed just for me. The handwritten note made my day, and the scarf is absolutely gorgeous.

Isabelle A. | Pretoria, South Africa

I’m so happy I found this brand. The story behind it touched my heart, and the quality of my boots is even better than I hoped for.

Lisa S. | Bloemfontein, South Africa

As a busy mom, I don’t have time to shop around. Emma & Rose makes it easy to look polished and feel cozy at the same time.

Natalie B. | Plettenberg Bay, South Africa

Supporting a single mom and her daughter feels good, but what surprised me most is how luxurious everything feels. I’ll definitely be back.

Anna O. | Port Elizabeth, South Africa

These pieces make me feel put‑together without trying too hard. Warm, elegant and so comfortable. Worth every penny.

Emma T. | Knysna, South Africa

It feels like my order was packed just for me. The handwritten note made my day, and the scarf is absolutely gorgeous.

Isabelle A. | Pretoria, South Africa

I’m so happy I found this brand. The story behind it touched my heart, and the quality of my boots is even better than I hoped for.

Lisa S. | Bloemfontein, South Africa

As a busy mom, I don’t have time to shop around. Emma & Rose makes it easy to look polished and feel cozy at the same time.

Natalie B. | Plettenberg Bay, South Africa

Supporting a single mom and her daughter feels good, but what surprised me most is how luxurious everything feels. I’ll definitely be back.

Anna O. | Port Elizabeth, South Africa

Annelie™ | Comfortable Men's Shoe Winston
63028589-405d-488d-a0de-7b61bc9c8cc0.html