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Ankle Boots

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Women's Loafers

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Women's Sneakers

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Men's Winter

Men's Winter

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Women's Winter

heel boy
Female-founded Canadian boutique est. 1998

Curated Style, Trusted for 25+ Years

Discover carefully selected pieces from premium brands, chosen with the expertise that comes from over two decades in fashion.

 Shop Pre-Spring Edit

Explore Our Favourites

Handpicked styles our customers can't get enough of

 Shop now
Frye & Co Women's Miranda14 In Dusty Rose M

Frye & Co Women's Miranda14 In Dusty Rose M

€154,95 EUR
€154,95 EUR
Frye & Co Women's Miranda Br In Banana M

Frye & Co Women's Miranda Br In Banana M

€167,95 EUR
€167,95 EUR
Frye & Co Women's Miranda14 In Taupe Cortez M

Frye & Co Women's Miranda14 In Taupe Cortez M

€141,95 EUR
€141,95 EUR
Frye & Co Women's Miranda14 In Dusty Blue M

Frye & Co Women's Miranda14 In Dusty Blue M

€154,95 EUR
€154,95 EUR
Floof Unisex Irish Goodbye Slogan Cap in Beige

Floof Unisex Irish Goodbye Slogan Cap in Beige

€22,95 EUR
€22,95 EUR
Floof Unisex Clover Icon Cap in Beige

Floof Unisex Clover Icon Cap in Beige

€22,95 EUR
€22,95 EUR
Floof Unisex Clover Icon Cap in Black

Floof Unisex Clover Icon Cap in Black

€22,95 EUR
€22,95 EUR
Floof Unisex Clover Icon Cap in White

Floof Unisex Clover Icon Cap in White

€22,95 EUR
€22,95 EUR
New Balance Unisex 204L in Timberwolf

New Balance Unisex 204L in Timberwolf

€100,95 EUR
€100,95 EUR
Reebok Women's Ultra Lo In Black/White M

Reebok Women's Ultra Lo In Black/White M

€71,95 EUR
€71,95 EUR
Reebok Women's Ultra Lo In Playful Pink M

Reebok Women's Ultra Lo In Playful Pink M

€71,95 EUR
€71,95 EUR
Reebok Women's Ultra Lo In Pure Pink M

Reebok Women's Ultra Lo In Pure Pink M

€71,95 EUR
€71,95 EUR

Free Shipping Options

Shipping Policy

Easy 14 Day Returns

Return Policy

Free In-Store Pick Ups

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Canadian-Owned for Over 25 Years

Our Story

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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

€242,95 EUR
€242,95 EUR
UGG Women's Adirondack III Tall Boot in Black Black

UGG Women's Adirondack III Tall Boot in Black Black

€242,95 EUR
€242,95 EUR
Ugg Women's Adirondack Boot Iii in Black/Black

Ugg Women's Adirondack Boot Iii in Black/Black

€194,95 EUR
€194,95 EUR
UGG Women's Adirondack III in Chestnut

UGG Women's Adirondack III in Chestnut

€194,95 EUR
€194,95 EUR
Pajar Women's Harrow in Sand

Pajar Women's Harrow in Sand

€213,95 EUR
€213,95 EUR
Pajar Women's Galaxy in Rose Gold

Pajar Women's Galaxy in Rose Gold

€129,95 EUR
€129,95 EUR
Pajar Women's Galaxy Lama in Beige

Pajar Women's Galaxy Lama in Beige

€145,95 EUR
€145,95 EUR

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.

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Customer Service

Mon-Fri, 9am-5pm EST.

Call Us

+1 (416) 367-4335

Get in Touch

info@heelboy.com
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