Skip to content

SALE
NEW ARRIVALS
MENS
- Footwear
- - Boots
  - Winter Boots
  - Work Boots
  - Casual Shoes
  - Dress Shoes
  - Sandals
  - Slippers
  - Sneakers
- Apparel
- - Outerwear
  - Pants
  - Tops
  - Workwear
  - Accessories
- Workwear
- - Work Boots
  - Outerwear
  - Pants
  - Tops
- Featured Brands
- - Brooks
  - Carhartt
  - Helly Hansen
  - Hoka
  - Timberland
  - The North Face
WOMENS
- Footwear
- - Boots
  - Work Boots
  - Winter Boots
  - Casual Shoes
  - Dress Shoes
  - Slippers
  - Sneakers
  - Sandals
- Apparel
- - Outerwear
  - Pants
  - Tops
  - Workwear
  - Accessories
- Workwear
- - Work Boots
  - Outerwear
  - Pants
  - Tops
- Featured Brands
- - Brooks
  - Helly Hansen
  - Hoka
  - Taos
  - The North Face
  - Trotters
WORKWEAR
- Mens Workwear
- - Work Boots
  - Outerwear
  - Pants
  - Tops
- Womens Workwear
- - Work Boots
  - Outerwear
  - Pants
  - Tops
KIDS
- Footwear
- - Boots
  - Winter Boots
  - Shoes
  - Sneakers
  - Slippers
- Apparel
- - Outerwear
  - Tops
  - Pants
  - Accessories
- Book A Fitting Appointment
- Featured Brands
BRANDS
IN-STORE SPECIALS
Log In/Create Account

Search

FREE US SHIPPING on all orders over $125

Keep in touch & Get exclusive updates - Subscribe Here

SALE
NEW ARRIVALS
MENS
WOMENS
WORKWEAR
KIDS
BRANDS
IN-STORE SPECIALS

Home › Mens Sale

Mens Sale

Mens Sale

22 products

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Black
Clear all

Gender

Mens (21)
Womens (3)

Product type

ATHLETIC (3)
BOOTS (12)
HATS (1)
OUTERWEAR (2)
PANTS (1)
SANDALS (1)
TOPS (2)

Size

Color

Beige(4)
Black(22)
Blue(6)
Brown(23)
Gray(9)
Green(1)
Red(1)
Tan(7)
Yellow(2)

Brand

BIRKENSTOCK (1)
CARHARTT (1)
CARHARTT BOOTS (1)
CATAPILLAR BOOTS (2)
COLUMBIA SPORTSWEAR (1)
HOKA (1)
MERRELL (1)
OBOZ (0)
REDWING SHOE CO. (3)
SKECHERS (2)
THE NORTH FACE (3)
TIMBERLAND (2)
TIMBERLAND PRO (3)
WINK (1)

Price

From $

To $

Mt. Maddsen Mid Waterproof Hiking Boot

Mt. Maddsen Mid Waterproof Hiking Boot

TIMBERLAND Mt. Maddsen Mid Waterproof Hiking Boot

Regular Price: $129.95

Sale Price: $129.95
Regular Price: ~~$129.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

SALE

Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot

Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot

REDWING SHOE CO. Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot

Regular Price: from $229.99

Sale Price: from $229.99
Regular Price: ~~$259.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 6%

Skechers Slip-ins: GO WALK Now - Payton

Skechers Slip-ins: GO WALK Now - Payton

SKECHERS Skechers Slip-ins: GO WALK Now - Payton

Regular Price: $84.99

Sale Price: $84.99
Regular Price: ~~$90.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 14%

Ultra Flex 3.0 SR-Daxtin

SKECHERS Ultra Flex 3.0 SR-Daxtin

Regular Price: $59.99

Sale Price: $59.99
Regular Price: ~~$70.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 12%

Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot - Black

Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot - Black

REDWING SHOE CO. Wingshooter XD 6-Inch Waterproof Safety Toe Work Boot - Black

Regular Price: $229.99

Sale Price: $229.99
Regular Price: ~~$259.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 10%

Ashby 6-Inch Safety Toe Work Boot

Ashby 6-Inch Safety Toe Work Boot

REDWING SHOE CO. Ashby 6-Inch Safety Toe Work Boot

Regular Price: $184.99

Sale Price: $184.99
Regular Price: ~~$204.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

SALE

Mogami Terra 2 Strap

Mogami Terra 2 Strap

BIRKENSTOCK Mogami Terra 2 Strap

Regular Price: from $70.31

Sale Price: from $70.31
Regular Price: ~~$104.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Men's Speed Strike 2 Leather MID Waterproof Hiking Boot

Men's Speed Strike 2 Leather MID Waterproof Hiking Boot

MERRELL Men's Speed Strike 2 Leather MID Waterproof Hiking Boot

Regular Price: $109.95

Sale Price: $109.95
Regular Price: ~~$109.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 17%

Invader Sport Lo Mesh Composite Toe Work Shoe BLACK

Invader Sport Lo Mesh Composite Toe Work Shoe BLACK

CATAPILLAR BOOTS Invader Sport Lo Mesh Composite Toe Work Shoe BLACK

Regular Price: $99.99

Sale Price: $99.99
Regular Price: ~~$119.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 9%

Colorado Equip 8" Waterproof Thinsulate™ Composite Toe Work Boot

Colorado Equip 8" Waterproof Thinsulate™ Composite Toe Work Boot

CATAPILLAR BOOTS Colorado Equip 8" Waterproof Thinsulate™ Composite Toe Work Boot

Regular Price: $159.99

Sale Price: $159.99
Regular Price: ~~$175.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 20%

Men's Clifton 10

Men's Clifton 10

HOKA Men's Clifton 10

Regular Price: $123.95

Sale Price: $123.95
Regular Price: ~~$155.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 7%

Watertight II Jacket

Watertight II Jacket

COLUMBIA SPORTSWEAR Watertight II Jacket

Regular Price: $69.99

Sale Price: $69.99
Regular Price: ~~$75.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 11%

Power Shift Slip-Resistant Work Sneaker

Power Shift Slip-Resistant Work Sneaker

TIMBERLAND PRO Power Shift Slip-Resistant Work Sneaker

Regular Price: $79.99

Sale Price: $79.99
Regular Price: ~~$90.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 30%

Men's Lunar New Year Snake Print HoodieGraphic

Men's Lunar New Year Snake Print HoodieGraphic

THE NORTH FACE Men's Lunar New Year Snake Print HoodieGraphic

Regular Price: $42.00

Sale Price: $42.00
Regular Price: ~~$60.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 28%

Mudder Trucker

Mudder Trucker

THE NORTH FACE Mudder Trucker

Regular Price: $23.00

Sale Price: $23.00
Regular Price: ~~$32.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

SALE

Men's Junction Insulated Vest

Men's Junction Insulated Vest

THE NORTH FACE Men's Junction Insulated Vest

Regular Price: from $63.00

Sale Price: from $63.00
Regular Price: ~~$90.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 20%

Origins Alpha - Unisex VNeck Scrub Top

WINK Origins Alpha - Unisex VNeck Scrub Top

Regular Price: $12.80

Sale Price: $12.80
Regular Price: ~~$16.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 11%

Direct Attach 6" Waterproof Insulated Steel-Toe Work Boot

Direct Attach 6" Waterproof Insulated Steel-Toe Work Boot

TIMBERLAND PRO Direct Attach 6" Waterproof Insulated Steel-Toe Work Boot

Regular Price: $164.99

Sale Price: $164.99
Regular Price: ~~$185.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 9%

Direct Attach 6" Soft Toe Waterproof Work Boot - Black

Direct Attach 6" Soft Toe Waterproof Work Boot - Black

TIMBERLAND PRO Direct Attach 6" Soft Toe Waterproof Work Boot - Black

Regular Price: $160.00

Sale Price: $160.00
Regular Price: ~~$175.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Mt. Maddsen Mid Waterproof Mid Hiking Boot - Black

Mt. Maddsen Mid Waterproof Mid Hiking Boot - Black

TIMBERLAND Mt. Maddsen Mid Waterproof Mid Hiking Boot - Black

Regular Price: $129.95

Sale Price: $129.95
Regular Price: ~~$129.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 12%

Loose Fit Washed Duck Utility Work Pant

Loose Fit Washed Duck Utility Work Pant

CARHARTT Loose Fit Washed Duck Utility Work Pant

Regular Price: $49.99

Sale Price: $49.99
Regular Price: ~~$57.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Save 6%

Ground Force Waterproof 6" Composite Toe Work Boot

Ground Force Waterproof 6" Composite Toe Work Boot

CARHARTT BOOTS Ground Force Waterproof 6" Composite Toe Work Boot

Regular Price: $169.99

Sale Price: $169.99
Regular Price: ~~$180.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

Cart Error Some items became unavailable. Update the quantity and try again.

Showing items 1-22 of 22.

More Information

About
Get in Touch
Size Guide
Search

Policies

Returns & Refunds
Shipping
Terms of Service
Privacy

Contact

Shoppennyworths.com
Pennyworths Inc
136 Boston Street
Lynn, MA 01904

Call us: (781) 595-6710
Email: info@shoppennyworths.com

Keep in touch & Get exclusive updates

Join our mailing list

Enter Email Address

Copyright © 2026 Pennyworth's

Search

Cart

0 Item(s)

or

Join our mailing list

For updates on products and new releases

Enter Email Address

*By completing this form you're signing up to receive our emails and can unsubscribe at any time.