✌🏼 Free Shipping* on orders $150+ | Provincial exceptions may apply

Styles & sizes will vary in-stores

Women's Riding Boots

Stylish, weather-ready women’s boots crafted for comfort and timeless appeal.
All Boots

All Boots

Ankle Boots

Ankle Boots

Tall Boots

Tall Boots

Combat Boots

Combat Boots

Rain Boots

Rain Boots

Hiking Boots

Hiking Boots

Women's Cowboy and Western Boots

Western Boots

Wide Fit

Wide Fit

Winter

Winter

Sale

Sale

Compare (0/5)

24 products

black leather riding boot on a white background

Sam Edelman Women's Milla in Black

$265.00 CAD
$265.00 CAD
brown leather riding boot on a white background

Sam Edelman Women's Milla in Spiced Pecan

$240.00 CAD
$240.00 CAD
Sam Edelman Women's Milla in Dark Brown

Sam Edelman Women's Milla in Dark Brown

$265.00 CAD
$265.00 CAD
Sam Edelman Women's Milla in Dark Brown Stone

Sam Edelman Women's Milla in Dark Brown Stone

$265.00 CAD
$265.00 CAD
Sam Edelman Women's Milla in Desert Tan

Sam Edelman Women's Milla in Desert Tan

$265.00 CAD
$265.00 CAD
black leather tall riding boot on a white background

Vagabond Women's Freya 6006-001-20 in Black

$390.00 CAD
$390.00 CAD
black leather knee-high riding boot on a white background

Vagabond Women's Kenova 5241-701-20 in Black

$350.00 CAD
$350.00 CAD
black leather tall riding boot on a white background

Vagabond Women's Mona 6255-001-20 in Black

$365.00 CAD
$365.00 CAD
Rockport Women's Tabbyy Wc In Black/Black M
WIDE CALF

Rockport Women's Tabbyy Wc In Black/Black M

$400.00 CAD
$400.00 CAD
Rockport Women's Tabbyy Wc In Black/Black W
WIDE CALF

Rockport Women's Tabbyy Wc In Black/Black W

$400.00 CAD
$400.00 CAD
Rockport Women's Tabbyy Wc In Brown M
WIDE CALF

Rockport Women's Tabbyy Wc In Brown M

$400.00 CAD
$400.00 CAD
Rockport Women's Tabbyy Wc In Brown W
WIDE CALF

Rockport Women's Tabbyy Wc In Brown W

$400.00 CAD
$400.00 CAD
Sam Edelman Women's Penny in Dark Brown

Sam Edelman Women's Penny in Dark Brown

$240.00 CAD
$240.00 CAD
Bueno Women's Nami in Black

Bueno Women's Nami in Black

$330.00 CAD
$330.00 CAD
Camper Women's Mil 1913 K400451-001 in Black

Camper Women's Mil 1913 K400451-001 in Black

$330.00 CAD
$330.00 CAD
Camper Women's Mil 1913 K400451-003 in Brown

Camper Women's Mil 1913 K400451-003 in Brown

$330.00 CAD
$330.00 CAD
Vince Camuto Women's Adria in Rich Mahogany

Vince Camuto Women's Adria in Rich Mahogany

$390.00 CAD
$390.00 CAD
Nine West Women's Barile8 Wc In Black/Satins M
Wide Calf

Nine West Women's Barile8 Wc In Black/Satins M

$300.00 CAD
$300.00 CAD
Nine West Women's Barile8 Wc In Light Brown M
Wide Calf

Nine West Women's Barile8 Wc In Light Brown M

$300.00 CAD
$300.00 CAD

Camper Women's Neuman in Brown

$330.00 CAD
$330.00 CAD

Women's Riding Boots

Fast Delivery
14 Days Free Returns
Worldwide Shipping
Proudly Canadian
Secure Payment

Customer Service

Mon-Fri, 9am-5pm EST.

Call Us

+1 (416) 367-4335

Get in Touch

info@heelboy.com

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

Home Cart Products