Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
Gail | Side-Zip Wedge Ankle Boots
4.7/5 | Based on 4260+ Reviews

Gail | Side-Zip Wedge Ankle Boots

Free Shipping with Canada Post

30-Day Money-Back Guarantee

More than 20,000 satisfied customers

Color
Size

Gail | Side-Zip Wedge Ankle Boots

SCROLL FOR MORE ↓
Limited Stock : Only 4 items left!

UPDATE: Due to high demand during our 20th Anniversary Sale, stock is running low. Order before your favourite style sells out.

Height that never comes at the cost of comfort

The Gail | Side-Zip Wedge Ankle Boots are zip-up wedge boots designed for women who want a few extra centimetres without giving up comfort. The padded orthopaedic insole and cushioned platform absorb shock with every step, while the supple upper wraps around the ankle without ever pinching. They look just as good with dark-wash jeans as with a flowing dress, from the office to the weekend. Available in four colours.

Gail | Side-Zip Wedge Ankle Boots

Why our customers love them

  1. All-day comfort – the padded orthopaedic insole supports your feet from morning to night, even after hours on your feet.
  2. Shock absorbed with every step – the cushioned sole eases the strain on your joints on hard floors.
  3. Height without the wobble – the wedge sole spreads your weight along the whole length of the foot, making it far more stable than a thin heel.
  4. Effortless on and off – the side zip closes in one easy motion and keeps the ankle securely in place.
  5. A pair that goes everywhere – the clean design takes you from casual jeans to a dressier outfit without changing shoes.
Gail | Side-Zip Wedge Ankle Boots

Features:

  • Sole: cushioned wedge sole
  • Insole: padded orthopaedic insole
  • Closure: side zip
  • Occasions: everyday, office, evenings out

We offer free shipping across Canada on all orders, with no minimum spend. Every order is carefully packed and shipped with Canada Post. As soon as your order ships, you’ll receive an email with your tracking number, so you can follow your package every step of the way.

We want you to love every piece. If something isn’t quite right, simply contact us within 30 days of receiving your order. Our team will guide you through the return step by step. Once your return is approved, you’ll receive a full refund to your original payment method.

We accept Visa, Mastercard, American Express, Apple Pay, Google Pay and Shop Pay. Every payment is SSL encrypted and processed securely through trusted payment providers. Your card details are never stored on our website, so you can shop with complete peace of mind.

WHY WOMEN LOVE HELEN & PAIGE

Customer photo

I love how comfortable these boots are, and they look just like the pictures. They look lovely with jeans, too, and arrived sooner than I expected, which was such a nice surprise!

Emily M.
Customer photo

The fabric feels really nice, and the stitching is neat. You can tell the coat has been put together with care.

Sarah T.
Customer photo

The jacket’s colour and shape looked just like the photos when I tried it on. I’m so happy with how it looks in person!

Lauren B.
Customer photo

I can’t stand itchy knitwear, so I was really happy with how soft this cardigan feels against my skin. It’s lovely to wear over a simple top.

Amanda C.
Customer photo

I’ve had sweaters that looked lovely but felt flimsy. This one feels well made, and the finish is really nice.

Jessica R.
Customer photo

The dress was comfortable throughout a family lunch, and the waistline sat really nicely. I didn’t have to keep adjusting it, which made wearing it even better.

Nicole W.

Twenty years, two names, one promise.

Twenty years ago, Helen was tired of clothes that made her feel either too old or too young. She wanted pieces that let a woman feel confident at every age, so she started a business and named it after the two of us. Paige was just fifteen, spending every Saturday by her side, learning how a sleeve should fall and how a fabric should feel.

Helen always promised it would be Paige’s one day. This year, she’s keeping that promise and handing the business over to her daughter. To celebrate, we’re sharing our 20th Anniversary Sale with you. Thank you for being part of our story.

With love, Helen & Paige

Frequently Asked Questions

Yes! Shipping is free across Canada on all orders, with no minimum spend and no code needed.

Orders are processed within 1–3 business days and usually arrive within 5–10 business days, depending on your location.

Each product has its own size chart. Compare your measurements with the chart, and if you’re between two sizes, we recommend choosing the larger one.

You can return your order within 30 days of receiving it. Simply contact us, and our team will guide you through the return. Once your return is approved, you’ll receive a full refund.

As soon as your order ships, you’ll receive an email with your tracking number. You can use it on our Track Your Order page to follow your package every step of the way.

Email us at support@helenandpaige.com. We reply within 24 hours, Monday to Sunday.

FREE SHIPPING

Every order ships free across Canada with Canada Post, carefully packed and fully tracked all the way to your door.

30-DAY MONEY-BACK GUARANTEE

Shop with confidence. If you're not completely satisfied, return your order within 30 days for a full refund.

SECURE PAYMENT

Every payment is fully encrypted and processed securely. We accept Visa, Mastercard, Apple Pay, Google Pay and Shop Pay.