✌🏼 Free Shipping on orders $200!
Ankle Boots

Ankle Boots

Tall Boots

Tall Boots

Men's Boots

Men's Boots

Women's Loafers

Women's Loafers

Men's Loafers

Men's Loafers

Women's Sneakers

Women's Sneakers

Men's Sneakers

Men's Sneakers

Men's Winter

Men's Winter

Women's Winter

Women's Winter

heel boy
Female-founded Canadian boutique with 25+ years of expertise

Premium Footwear from 100+ Beloved Brands

Discover premium footwear from over 100 beloved brands, curated with expertise and passion.

 Shop Latest Collection

Explore Our Favourites

Handpicked styles our customers can't get enough of
Pajar Women's Montreal in Black

Pajar Women's Montreal in Black

$172.00 USD
$172.00 USD
Pajar Women's Montreal in Cognac

Pajar Women's Montreal in Cognac

$172.00 USD
$172.00 USD
Grahame James Women's Soho in Black

Grahame James Women's Soho in Black

$210.00 USD
$210.00 USD
Grahame James Women's Soho in Brown

Grahame James Women's Soho in Brown

$210.00 USD
$210.00 USD
Ilse Jacobsen Women's Tulip Platform in White

Ilse Jacobsen Women's Tulip Platform in White

$96.00 USD
$96.00 USD
Ilse Jacobsen Women's Tulip Platform in Black

Ilse Jacobsen Women's Tulip Platform in Black

$96.00 USD
$96.00 USD
Ilse Jacobsen Women's Tulip139 in Black

Ilse Jacobsen Women's Tulip139 in Black

$92.00 USD
$92.00 USD

Free Shipping Options

Shipping Policy

Easy 14 Day Returns

Return Policy

Free In-Store Pick Ups

Learn More

Canadian-Owned for Over 25 Years

Our Story

Secure Checkout

heel boy
Cold-Weather Essentials WOMEN'S WINTER COLLECTION
From insulated boots to cozy scarves and gloves, find everything you need to take on winter in comfort and style.
heel boy
Gear Up for the Cold MEN'S WINTER COLLECTION
Explore men's winter boots and essentials designed for warmth, traction, and everyday versatility.
Ugg Women's Adirondack Boot Tall Iii in Chestnut

Ugg Women's Adirondack Boot Tall Iii in Chestnut

$286.00 USD
$286.00 USD
UGG Women's Adirondack III Tall Boot in Black Black

UGG Women's Adirondack III Tall Boot in Black Black

$286.00 USD
$286.00 USD
Ugg Women's Adirondack Boot Iii in Black/Black

Ugg Women's Adirondack Boot Iii in Black/Black

$229.00 USD
$229.00 USD
UGG Women's Adirondack III in Chestnut

UGG Women's Adirondack III in Chestnut

$229.00 USD
$229.00 USD
Pajar Women's Harrow in Sand

Pajar Women's Harrow in Sand

$251.00 USD
$251.00 USD
Pajar Women's Galaxy in Rose Gold

Pajar Women's Galaxy in Rose Gold

$153.00 USD
$153.00 USD
Pajar Women's Galaxy Lama in Beige

Pajar Women's Galaxy Lama in Beige

$172.00 USD
$172.00 USD

Happy Feet, Happy Customers:

"Love shopping at Heel boy

Super seamless finding exactly what I was looking for and getting to me quickly"

Rebecca K.

"Excellent customer service and easy exchange"

Hervé L.

"Easy purchase. Fast delivery and quality shoes. Glad I found Heel Boy and they are local too."

Bonnie F.

"Fabulous way to find shoes and the service was wonderful"

Jeannette B.

"Highly recommend this store!

I bought a pair of shoes for my wedding and I absolutely love them...The quality is great and the delivery was fast..."

Svitlana S.

FOLLOW US

<a href="https://www.instagram.com/heelboy/?hl=en" target="_blank" title="https://www.instagram.com/heelboy/?hl=en">@heelboy</a>

@heelboy

<a href="https://www.tiktok.com/@heelboyshoes" target="_blank" title="https://www.tiktok.com/@heelboyshoes">@heelboyshoes</a>

@heelboyshoes

Customer Service

Mon-Fri, 9am-5pm EST.

Call Us

+1 (416) 367-4335

Get in Touch

info@heelboy.com
Home Cart Products