Men's New Arrivals Fall Shoes – heel boy

Skip to content

Kingston Store
Toronto Store
Gift Cards

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

Language

English
Français

Country/region

Facebook
Instagram
TikTok

Search

Most searched products

Camper Women's Casi Myra K201993 in Black

Camper Women's Casi Myra K201993 in Black

Camper Women's Casi Myra K201993 in Black

Regular price $190.00 CAD

Sale price $190.00 CAD Regular price

Unit price

/per

Choose your option

Ugg Women's Zora Loafer in Burnt Cedar

Regular price $189.99 CAD

Sale price $189.99 CAD Regular price

Unit price

/per

Choose your option

UGG Women's Tasman II in Sand / Dark Cherry

UGG Women's Tasman II in Sand / Dark Cherry

UGG Women's Tasman II in Sand / Dark Cherry

Regular price $150.00 CAD

Sale price $150.00 CAD Regular price

Unit price

/per

Choose your option

Sorel Women's Snow Angel in Rootbeer

Sorel Women's Snow Angel in Rootbeer

Sorel Women's Snow Angel in Rootbeer

Regular price $160.00 CAD

Sale price $160.00 CAD Regular price

Unit price

/per

Choose your option

UGG Women's Quill Mary Jane in Black

UGG Women's Quill Mary Jane in Black

UGG Women's Quill Mary Jane in Black

Regular price $164.99 CAD

Sale price $164.99 CAD Regular price

Unit price

/per

Choose your option

Most searched keywords

CAMPER
SAM EDELMAN
LOAFERS
BOOTS
UGG
NEW BALANCE 9060
FRYE BOOTS
SOREL
MARY JANE
CHELSEA BOOTS

Our Canada Stores Sign in/ Register Cart

Women
Shop by Type

Boots

Flats

Heels

Sandals

Sneakers

Slippers

Winter Boots

All Gendered

Shop All Women's Shoes

Shop by Occasion

Back to School

Rain

Weddings & Events

Gardening

Hiking Sandals

Office & Workwear

Vacation & Resort

Snow & Winter

Shop All Women's Shoes

Shop by Trend

Bestsellers

Fall New Arrivals

Currently Loving

Animal Print

Mesh Footwear

Woven Detail

Sneaker Mules

Sneakerinas

Slogan Hats

Shop All Women's Shoes

Shop by Brand

Badgley Mischka

Camper

G.H. Bass

Hanky Panky

Miz Mooz

New Balance

Sam Edelman

UGG

Vagabond Shoemakers

Shop All Brands

Accessories

Jackets & Coats

All Bags

Baseball Hats

Clutches

Hair Accessories

Socks & Intimates

Sunglasses

Umbrellas

Mittens & Gloves

Scarves & Hats

Travel Accessories

Shop All Accessories

Shop by Feature

Arch Support

Extended Width

Lightweight

Removable Insole

Podiatrist Recommended

Recycled Materials

Slip Resistant

Waterproof

Vegan

Shop All Women's Shoes

Shop by Weather

Rain Ready

Snow Ready

Ice Gripper Outsole

Weatherproof Leather

Weatherproof Suede

Deals

Under $100

Shop All Sale
Men
Shop by Type

Sneakers

Boots

Loafers

Dress Shoes

Sandals

Chukka Boots

Oxford Shoes

Slippers

All Gendered

Shop All Men's Shoes

Shop by Occasion

Events & Weddings

Work Boots

Running Shoes

Snow & Winter

Hiking

Gift Guide

House Shoes

Father's Day Shop

Shop All Men's Shoes

Shop by Trend

Men's Bestsellers

New In

Gorpcore & Outdoor Utility

Combat Boots

Shop All Men's Shoes

Shop by Brand

Cole Haan

G.H. Bass

Johnston & Murphy

New Balance

On Running

Palladium

Pajar

Xtratuf

Shop All Brands

Accessories

Belts

Umbrellas

Travel Bags & Accessories

Mittens & Gloves

Socks & Boxers

Jackets & Coats

Hats & Scarves

Groom Care

Shop All Accessories

Shop by Feature

Cushioned Shoes

Breathable Upper

Extended Width

Removable Insole

Lightweight Shoes

Slip Resistant

Steel Toe

Waterproof

Vegan

Shop All Men's Shoes

Shop by Weather

Rain Ready

Snow Ready

Weatherproof Leather

Weatherproof Suede

Ice Gripper Outsole

Deals

Under $100

Shop All Men's Sale
Kids'
Shop by Type
New Arrivals
Boots
Flats
Rain Boots
Sneakers
Sandals
Winter Boots
Shop All

Shop by Brand
Reebok Kids Footwear
Camper Kids
Reef Kids
Badgley Mishcka Kids
Cougar Kids
Saucony Kids

All Kids' Shoes

Kids' Winter Boots

Kids' Rain Boots
Accessories

Bags
Hats & Scarves
Socks & Intimates
Sunglasses
Umbrellas

Mittens & Gloves
Jackets & Coats
Hair Accessories
Shoe Care
Shop All Accessories

Seasonal Favourites

heel boy Women's Half Moon Claw Clip in Cherry Red
Regular price $14.00 CAD

Sale price $14.00 CAD Regular price

Unit price
per

View details

FLOOF Plaid Frill Sock in Black
Regular price $12.00 CAD

Sale price $12.00 CAD Regular price

Unit price
per

View details

FLOOF Triangle Scarf in Cream
Regular price $40.00 CAD

Sale price $40.00 CAD Regular price

Unit price
per

View details

FLOOF Wool Mittens in Light Grey
Regular price $30.00 CAD

Sale price $30.00 CAD Regular price

Unit price
per

View details

FLOOF Women's Wool Hat in Mint
Regular price $40.00 CAD

Sale price $40.00 CAD Regular price

Unit price
per

View details
Shop By Brand
A
Allbirds
Alohas
Angel Alarcon
Archies
Aquatalia
Astorflex
Ateliers
G
Gentle Souls by Kenneth Cole
Georgia Boots
G.H. BASS
Gola
GRAHAME JAMES
GROOM
M
Made For The People
Marc Fisher LTD
Melissa
Merrell Kids'
Miz Mooz
MoEa
Mollini
Moses
Muck Boot Company
U
UGG

B
BACK 70
Badgley Mischka
Badgley Mischka Handbags
Blondo
Brave Leather
Bueno
H
Hanky Panky
Havaianas
heel boy
Hestra
Hunter
N
Native Shoes
Naturalizer
New Balance
Nine West
V
Vagabond Shoemakers
Vince.
Vince Camuto
Vionic

C
Calvin Klein
Camper
Cobb Hill
Cole Haan
Cougar
I
Ilse Jacobsen
Intentionally Blank
Italian Shoemakers
O-P
On Running
Pajar
Palladium
W-X
Walter's Shoe Care
Wonders
Xtratuf

D
David Tyler
Django & Juliette
Dockers
Dolce Vita
Dunham Men
Durango
J
JBU
Jeffrey Campbell
Jewel by Badgley Mischka
Johnston & Murphy
R
RAINS
Reebok
Reebok Apparel
Reef
Rebecca Minkoff
Religious Comfort
Rocky
Rockport
Ry & Ginger

E
Earth
Easy Spirit
ECCO
K
Keen
Kenneth Cole
Kenneth Cole Men
Kenneth Cole Reaction
Kennie Rylie
S
Sam Edelman
SANDQVIST
Santana Canada
Saucony
Saucony Kids'
Sebago
Sorel
Steve Madden
Suicoke
Superga

F
FitFlop
FLOOF
Florsheim
Foamtreads
Free People
Frye
Frye & Co
FUBUKI
L
La Boucle
La Canadienne
Lemon Jelly
Lucky Brand
Lyla & Luxe
T
Teva
TKEES
Tommy Hilfiger
two.B MTL
Deals
Shop by type
Boots
Flats
Heels
Sandals
Sneakers

All Sale
Men's Sale Styles
Women's Sale Styles
Shop All Sale

Ilse Jacobsen Women's Tulip 3978 in Silver White 710100
Regular price $87.50 CAD

Sale price $87.50 CAD Regular price ~~$125.00 CAD~~

Unit price
per

View details

FINAL SALE

Alohas Women's TB.490 in Orange
Regular price $105.00 CAD

Sale price $105.00 CAD Regular price ~~$350.00 CAD~~

Unit price
per

View details

Franco Sarto Women's Enrica in Black
Regular price $60.00 CAD

Sale price $60.00 CAD Regular price ~~$200.00 CAD~~

Unit price
per

View details

Dolce Vita Women's Wonda in Off White
Regular price $85.00 CAD

Sale price $85.00 CAD Regular price ~~$170.00 CAD~~

Unit price
per

View details
About

Women
- Shop by Type
  
  Boots
  
  Flats
  
  Heels
  
  Sandals
  
  Sneakers
  
  Slippers
  
  Winter Boots
  
  All Gendered
  
  Shop All Women's Shoes
- Shop by Occasion
  
  Back to School
  
  Rain
  
  Weddings & Events
  
  Gardening
  
  Hiking Sandals
  
  Office & Workwear
  
  Vacation & Resort
  
  Snow & Winter
  
  Shop All Women's Shoes
- Shop by Trend
  
  Bestsellers
  
  Fall New Arrivals
  
  Currently Loving
  
  Animal Print
  
  Mesh Footwear
  
  Woven Detail
  
  Sneaker Mules
  
  Sneakerinas
  
  Slogan Hats
  
  Shop All Women's Shoes
- Shop by Brand
  
  Badgley Mischka
  
  Camper
  
  G.H. Bass
  
  Hanky Panky
  
  Miz Mooz
  
  New Balance
  
  Sam Edelman
  
  UGG
  
  Vagabond Shoemakers
  
  Shop All Brands
- Accessories
  
  Jackets & Coats
  
  All Bags
  
  Baseball Hats
  
  Clutches
  
  Hair Accessories
  
  Socks & Intimates
  
  Sunglasses
  
  Umbrellas
  
  Mittens & Gloves
  
  Scarves & Hats
  
  Travel Accessories
  
  Shop All Accessories
- Shop by Feature
  
  Arch Support
  
  Extended Width
  
  Lightweight
  
  Removable Insole
  
  Podiatrist Recommended
  
  Recycled Materials
  
  Slip Resistant
  
  Waterproof
  
  Vegan
  
  Shop All Women's Shoes
- Shop by Weather
  
  Rain Ready
  
  Snow Ready
  
  Ice Gripper Outsole
  
  Weatherproof Leather
  
  Weatherproof Suede
- Deals
  
  Under $100
  
  Shop All Sale
Men
- Shop by Type
  
  Sneakers
  
  Boots
  
  Loafers
  
  Dress Shoes
  
  Sandals
  
  Chukka Boots
  
  Oxford Shoes
  
  Slippers
  
  All Gendered
  
  Shop All Men's Shoes
- Shop by Occasion
  
  Events & Weddings
  
  Work Boots
  
  Running Shoes
  
  Snow & Winter
  
  Hiking
  
  Gift Guide
  
  House Shoes
  
  Father's Day Shop
  
  Shop All Men's Shoes
- Shop by Trend
  
  Men's Bestsellers
  
  New In
  
  Gorpcore & Outdoor Utility
  
  Combat Boots
  
  Shop All Men's Shoes
- Shop by Brand
  
  Cole Haan
  
  G.H. Bass
  
  Johnston & Murphy
  
  New Balance
  
  On Running
  
  Palladium
  
  Pajar
  
  Xtratuf
  
  Shop All Brands
- Accessories
  
  Belts
  
  Umbrellas
  
  Travel Bags & Accessories
  
  Mittens & Gloves
  
  Socks & Boxers
  
  Jackets & Coats
  
  Hats & Scarves
  
  Groom Care
  
  Shop All Accessories
- Shop by Feature
  
  Cushioned Shoes
  
  Breathable Upper
  
  Extended Width
  
  Removable Insole
  
  Lightweight Shoes
  
  Slip Resistant
  
  Steel Toe
  
  Waterproof
  
  Vegan
  
  Shop All Men's Shoes
- Shop by Weather
  
  Rain Ready
  
  Snow Ready
  
  Weatherproof Leather
  
  Weatherproof Suede
  
  Ice Gripper Outsole
- Deals
  
  Under $100
  
  Shop All Men's Sale
Kids'
- Shop by Type
  
  New Arrivals
  Boots
  Flats
  Rain Boots
  Sneakers
  Sandals
  Winter Boots
  Shop All
- Shop by Brand
  
  Reebok Kids Footwear
  Camper Kids
  Reef Kids
  Badgley Mishcka Kids
  Cougar Kids
  Saucony Kids
Accessories
- Bags
- Mittens & Gloves
- Hats & Scarves
- Jackets & Coats
- Socks & Intimates
- Hair Accessories
- Sunglasses
- Shoe Care
- Umbrellas
- Shop All Accessories
Shop By Brand
- A
  
  Allbirds
  Alohas
  Angel Alarcon
  Archies
  Aquatalia
  Astorflex
  Ateliers
- B
  
  BACK 70
  Badgley Mischka
  Badgley Mischka Handbags
  Blondo
  Brave Leather
  Bueno
- C
  
  Calvin Klein
  Camper
  Cobb Hill
  Cole Haan
  Cougar
- D
  
  David Tyler
  Django & Juliette
  Dockers
  Dolce Vita
  Dunham Men
  Durango
- E
  
  Earth
  Easy Spirit
  ECCO
- F
  
  FitFlop
  FLOOF
  Florsheim
  Foamtreads
  Free People
  Frye
  Frye & Co
  FUBUKI
- G
  
  Gentle Souls by Kenneth Cole
  Georgia Boots
  G.H. BASS
  Gola
  GRAHAME JAMES
  GROOM
- H
  
  Hanky Panky
  Havaianas
  heel boy
  Hestra
  Hunter
- I
  
  Ilse Jacobsen
  Intentionally Blank
  Italian Shoemakers
- J
  
  JBU
  Jeffrey Campbell
  Jewel by Badgley Mischka
  Johnston & Murphy
- K
  
  Keen
  Kenneth Cole
  Kenneth Cole Men
  Kenneth Cole Reaction
  Kennie Rylie
- L
  
  La Boucle
  La Canadienne
  Lemon Jelly
  Lucky Brand
  Lyla & Luxe
- M
  
  Made For The People
  Marc Fisher LTD
  Melissa
  Merrell Kids'
  Miz Mooz
  MoEa
  Mollini
  Moses
  Muck Boot Company
- N
  
  Native Shoes
  Naturalizer
  New Balance
  Nine West
- O-P
  
  On Running
  Pajar
  Palladium
- R
  
  RAINS
  Reebok
  Reebok Apparel
  Reef
  Rebecca Minkoff
  Religious Comfort
  Rocky
  Rockport
  Ry & Ginger
- S
  
  Sam Edelman
  SANDQVIST
  Santana Canada
  Saucony
  Saucony Kids'
  Sebago
  Sorel
  Steve Madden
  Suicoke
  Superga
- T
  
  Teva
  TKEES
  Tommy Hilfiger
  two.B MTL
- U
  
  UGG
- V
  
  Vagabond Shoemakers
  Vince.
  Vince Camuto
  Vionic
- W-X
  
  Walter's Shoe Care
  Wonders
  Xtratuf
Deals
- Shop by type
  
  Boots
  Flats
  Heels
  Sandals
  Sneakers
- All Sale
  
  Men's Sale Styles
  Women's Sale Styles
  Shop All Sale
About

Our Canada Stores Sign in/ Register

Country/region

Language

English
Français

Facebook
Instagram
TikTok

Home Collection Men's New Fall Arrivals

Styles & sizes will vary online and in stores.

Collection: Men's New Fall Arrivals

Step into the season with new men’s shoes and boots designed for Fall—crafted with durable materials, modern design, and all-day comfort.

Boots

Boots

Casual

Casual

Loafers

Loafers

Oxfords

Oxfords

Sneakers

Sneakers

Sandals

Sandals

Slippers

Slippers

Winter Boots

Winter Boots

Waterproof

Waterproof

Compare (0/5)

401 products

Filter

Sort by:

Compare:

Sort by:

View as:

UGG Men's Loften in Black

UGG Men's Loften in Black

Compare

UGG Men's Loften in Black

Regular price $229.99 CAD

Sale price $229.99 CAD Regular price

Unit price

/per

Choose your option

UGG Men's Loften in Oak

UGG Men's Loften in Oak

Compare

UGG Men's Loften in Oak

Regular price $229.99 CAD

Sale price $229.99 CAD Regular price

Unit price

/per

Choose your option

UGG Men's Otzo Clog in Black

UGG Men's Otzo Clog in Black

Compare

UGG Men's Otzo Clog in Black

Regular price $184.99 CAD

Sale price $184.99 CAD Regular price

Unit price

/per

Choose your option

UGG Men's Otzo Clog in Dark Chestnut

UGG Men's Otzo Clog in Dark Chestnut

Compare

UGG Men's Otzo Clog in Dark Chestnut

Regular price $184.99 CAD

Sale price $184.99 CAD Regular price

Unit price

/per

Choose your option

brown leather chelsea boot on a white background

Blondo Men's Silvio in Brown Leather

Compare

Blondo Men's Silvio in Brown Leather

Regular price $225.00 CAD

Sale price $225.00 CAD Regular price

Unit price

/per

Choose your option

black leather chelsea boot on a white background

Blondo Men's Silvio in Black Leather

Compare

Blondo Men's Silvio in Black Leather

Regular price $225.00 CAD

Sale price $225.00 CAD Regular price

Unit price

/per

Choose your option

tan suede waterproof chelsea boot on a white background

Sorel Men's Lark-47 Chelsea WP in Velvet Tan/Tobacco

Compare

Sorel Men's Lark-47 Chelsea WP in Velvet Tan/Tobacco

Regular price $220.00 CAD

Sale price $220.00 CAD Regular price

Unit price

/per

Choose your option

grey suede waterproof chelsea boot on a white background

Sorel Men's Lark-47 Chelsea WP in Grill/Black

Compare

Sorel Men's Lark-47 Chelsea WP in Grill/Black

Regular price $220.00 CAD

Sale price $220.00 CAD Regular price

Unit price

/per

Choose your option

dark brown suede penny loafer on a white background

Vagabond Men's Steven 6060-040-31 in Java

Compare

Vagabond Men's Steven 6060-040-31 in Java

Regular price $270.00 CAD

Sale price $270.00 CAD Regular price

Unit price

/per

Choose your option

black leather penny loafer on a white background

Vagabond Men's Steven 6060-001-20 in Black

Compare

Vagabond Men's Steven 6060-001-20 in Black

Regular price $270.00 CAD

Sale price $270.00 CAD Regular price

Unit price

/per

Choose your option

dark brown suede oxford on a white background

Vagabond Men's Mario 5861-040-31 in Java

Compare

Vagabond Men's Mario 5861-040-31 in Java

Regular price $240.00 CAD

Sale price $240.00 CAD Regular price

Unit price

/per

Choose your option

black leather oxford on a white background

Vagabond Men's Mario 5861-001-20 in Black

Compare

Vagabond Men's Mario 5861-001-20 in Black

Regular price $240.00 CAD

Sale price $240.00 CAD Regular price

Unit price

/per

Choose your option

brown leather waterproof combat boot on a white background

Sorel Men's Lark-47 WP in Tobacco/Black

Compare

Sorel Men's Lark-47 WP in Tobacco/Black

Regular price $230.00 CAD

Sale price $230.00 CAD Regular price

Unit price

/per

Choose your option

tan leather waterproof combat boot on a white background

Sorel Men's Lark-47 WP in Velvet Tan/Velvet Tan

Compare

Sorel Men's Lark-47 WP in Velvet Tan/Velvet Tan

Regular price $230.00 CAD

Sale price $230.00 CAD Regular price

Unit price

/per

Choose your option

black waterproof nubuck shearling-lined lace-up boot with patterned laces on a white background

Sorel Men's Ambler Fireside Chukka WP in Black/Dark Stone

Compare

Sorel Men's Ambler Fireside Chukka WP in Black/Dark Stone

Regular price $200.00 CAD

Sale price $200.00 CAD Regular price

Unit price

/per

Choose your option

Sorel Men's Ambler Fireside Chukka WP in Caribou Buff/Black

Sorel Men's Ambler Fireside Chukka WP in Caribou Buff/Black

Compare

Sorel Men's Ambler Fireside Chukka WP in Caribou Buff/Black

Regular price $200.00 CAD

Sale price $200.00 CAD Regular price

Unit price

/per

Choose your option

UGG Men's Birch Chelsea in Black

UGG Men's Birch Chelsea in Black

Compare

UGG Men's Birch Chelsea in Black

Regular price $219.99 CAD

Sale price $219.99 CAD Regular price

Unit price

/per

Choose your option

UGG Men's Birch Chelsea in Dusted Cocoa

Compare

UGG Men's Birch Chelsea in Dusted Cocoa

Regular price $219.99 CAD

Sale price $219.99 CAD Regular price

Unit price

/per

Choose your option

Vince. Men's Dave in Black

Vince. Men's Dave in Black

Compare

Vince. Men's Dave in Black

Regular price $540.00 CAD

Sale price $540.00 CAD Regular price

Unit price

/per

Choose your option

Vince. Men's Dave in Birchwood

Vince. Men's Dave in Birchwood

Compare

Vince. Men's Dave in Birchwood

Regular price $540.00 CAD

Sale price $540.00 CAD Regular price

Unit price

/per

Choose your option

1
2
3
…
21
Next

Men's New Fall Arrivals

Fast Delivery

14 Days Returns

Secure Payment

Worldwide Shipping

Proudly Canadian

Recently viewed products

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

Join Our Newsletter

Sign up to our newsletter & receive 10% off your first order.

Email

You have already subscribed!

By subscribing you agree to the Terms of Services and Privacy Policy.

Help

Contact Us
Shipping & Delivery
Returns Information
Return Portal
FAQs

Shop

Women
Men
Kids'
All Gendered
Accessories
Sale
Gift Cards
Shop All Brands

Account

Our Story
Our Mobile App
Canada Stores
Careers
Blog

Country/region

Payment methods

Facebook
Instagram
TikTok

© 2026 heel boy.

✌🏼 Complimentary Shipping * on orders $150 | Provincial exceptions apply

Your cart

Your cart is currently empty.

Not sure where to start? Try these collections:

Women's Fall Preview
Men's New Fall Arrivals
Bestsellers
Women's Flats
Women's Sneakers
Women's Boots

Continue shopping

Estimated total $0.00 CAD

Taxes and shipping calculated at checkout

View cart

Product Comparison

Description

Price

Vendor

Type

Product variants

Choosing a selection results in a full page refresh.
Opens in a new window.