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Proudly serving Canadians for over 23 years + over 50,000 shoe lovers worldwide. From beloved brands to unique finds shop over 100 brands!

GET MOVING

Everyday essentials designed to move with you

women's sneakers>

Dear, Kingston:

Our boutique has officially moved to 244 Princess St. Stop by & say hi!

Questions? Let Us Help

📧 info@heelboy.com 📞 (416) 367 4335

Potential Shipping Delays

Order shipping times may be affected as many delivery couriers are experiencing delays.

SHEAR[LING] JOY

TREND ALERT: Shearling Shoes

We can't get enough of these cozy pieces.

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STRUDY & STYLISH

(the best hiking boots for women)

On the hunt for a pair of durable hikers or just a fashionable?

Hiking boot guide >

STANDING TALL

Take your boot game to new heights with a pair of sleek, knee high boots.

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Always the best selection and customer service at Heel Boy :)

Melissa G.

Unbelievable customer service... went above and beyond what I had hoped for...

Rob K.

Everything was fantastic with this transaction. Great product, great service, quick shipping!

Brianne F.

Exactly what I was looking for. Will order from heel boy again. Great Service!

Louise G.

Great selection and helpful staff

Schuster G.