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 Workwear

Mens Workwear

Work Boots

Outerwear

Pants

Tops

Mens Workwear

82 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

11.5
Clear all

Gender

Mens (82)
Womens (0)

Product type

ATHLETIC (4)
BOOTS (78)
CAPS (0)
CASUAL (0)
HATS (0)
INNERSOLES (0)
MENS (0)
OUTERWEAR (0)
PANTS (0)
TOPS (0)

Size

Color

Beige(1)
Black(18)
Blue(0)
Brown(58)
Gray(1)
Green(0)
Multi(0)
Orange(0)
Pink(0)
Red(0)
Tan(9)
White(0)
Yellow(0)

Brand

ARIAT BOOTS (14)
ARIAT CLOTHING (0)
BIRKENSTOCK (0)
BRUNT (12)
CARHARTT (0)
CARHARTT BOOTS (7)
CAROLINA SHOE CO. (4)
CATAPILLAR BOOTS (6)
CHIPPEWA SHOE CO. (4)
HELLY HANSEN (0)
MERRELL (0)
NEW BALANCE (1)
REDWING SHOE CO. (13)
SKECHERS (3)
TIMBERLAND (5)
TIMBERLAND PRO (13)
WINK (0)

Price

From $

To $

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.

Super DNA 9" Waterproof Steel Toe Insulated Logger Work Boot

Super DNA 9" Waterproof Steel Toe Insulated Logger Work Boot

CHIPPEWA SHOE CO. Super DNA 9" Waterproof Steel Toe Insulated Logger Work Boot

Regular Price: $319.95

Sale Price: $319.95
Regular Price: ~~$319.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

The Marin Waterproof Soft Toe Work Boot

The Marin Waterproof Soft Toe Work Boot

BRUNT The Marin Waterproof Soft Toe Work Boot

Regular Price: $154.99

Sale Price: $154.99
Regular Price: ~~$154.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Skech-Air Ventura SR (200220)

SKECHERS Skech-Air Ventura SR (200220)

Regular Price: $90.00

Sale Price: $90.00
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 14%

Ultra Flex 3.0 SR-Daxtin (200241)

SKECHERS Ultra Flex 3.0 SR-Daxtin (200241)

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.

Skechers Slip-ins Work: Summits - Colsin (200205)

SKECHERS Skechers Slip-ins Work: Summits - Colsin (200205)

Regular Price: $85.00

Sale Price: $85.00
Regular Price: ~~$85.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Pipestone Unisex 6-Inch Soft Toe Work Boot

Pipestone Unisex 6-Inch Soft Toe Work Boot

REDWING SHOE CO. Pipestone Unisex 6-Inch Soft Toe Work Boot

Regular Price: $139.99

Sale Price: $139.99
Regular Price: ~~$139.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Pipestone Unisex 6-inch Safety Toe Work Boot

Pipestone Unisex 6-inch Safety Toe Work Boot

REDWING SHOE CO. Pipestone Unisex 6-inch Safety Toe Work Boot

Regular Price: $149.99

Sale Price: $149.99
Regular Price: ~~$149.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 8%

Wingshooter XD 6-Inch Safety Toe Work Boot - Brown

Wingshooter XD 6-Inch Safety Toe Work Boot - Brown

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

Regular Price: $239.99

Sale Price: $239.99
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 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 12%

Wingshooter XD 6-Inch Soft Toe Waterproof Work Boot

Wingshooter XD 6-Inch Soft Toe Waterproof Work Boot

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

Regular Price: $219.99

Sale Price: $219.99
Regular Price: ~~$249.99~~

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

Wingshooter ST 6-Inch Waterproof Wedge Boot

Wingshooter ST 6-Inch Waterproof Wedge Boot

REDWING SHOE CO. Wingshooter ST 6-Inch Waterproof Wedge Boot

Regular Price: from $209.99

Sale Price: from $209.99
Regular Price: ~~$239.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 15%

Wingshooter 9-Inch Insulated Waterproof Wedge Boot

Wingshooter 9-Inch Insulated Waterproof Wedge Boot

REDWING SHOE CO. Wingshooter 9-Inch Insulated Waterproof Wedge Boot

Regular Price: $229.99

Sale Price: $229.99
Regular Price: ~~$269.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 8%

Wingshooter 9-Inch Waterproof Wedge Boot

Wingshooter 9-Inch Waterproof Wedge Boot

REDWING SHOE CO. Wingshooter 9-Inch Waterproof Wedge Boot

Regular Price: $224.99

Sale Price: $224.99
Regular Price: ~~$244.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 13%

Wingshooter 7-Inch Waterproof Wedge Boot

Wingshooter 7-Inch Waterproof Wedge Boot

REDWING SHOE CO. Wingshooter 7-Inch Waterproof Wedge Boot

Regular Price: $199.99

Sale Price: $199.99
Regular Price: ~~$229.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 13%

Wingshooter ST 6-Inch Waterproof Work Boot

Wingshooter ST 6-Inch Waterproof Work Boot

REDWING SHOE CO. Wingshooter ST 6-Inch Waterproof Work Boot

Regular Price: $209.99

Sale Price: $209.99
Regular Price: ~~$239.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Endeavor 8" Waterproof Insulated Work Boot

Endeavor 8" Waterproof Insulated Work Boot

ARIAT BOOTS Endeavor 8" Waterproof Insulated Work Boot

Regular Price: $209.99

Sale Price: $209.99
Regular Price: ~~$209.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Hawthorne 6" BRUNT Toe Waterproof (Comp Toe) Work Boot

Hawthorne 6" BRUNT Toe Waterproof (Comp Toe) Work Boot

BRUNT Hawthorne 6" BRUNT Toe Waterproof (Comp Toe) Work Boot

Regular Price: $165.00

Sale Price: $165.00
Regular Price: ~~$165.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

The Bolduc 9" Waterproof Soft Toe Work Boot

The Bolduc 9" Waterproof Soft Toe Work Boot

BRUNT The Bolduc 9" Waterproof Soft Toe Work Boot

Regular Price: $175.00

Sale Price: $175.00
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.

Hawthorne 6" BRUNT Toe Waterproof (Soft Toe) Work Boot

Hawthorne 6" BRUNT Toe Waterproof (Soft Toe) Work Boot

BRUNT Hawthorne 6" BRUNT Toe Waterproof (Soft Toe) Work Boot

Regular Price: $154.99

Sale Price: $154.99
Regular Price: ~~$154.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

The Marin 6” Waterproof (Soft Toe) Work Boot - Dark Brown

BRUNT The Marin 6” Waterproof (Soft Toe) Work Boot - Dark Brown

Regular Price: $154.99

Sale Price: $154.99
Regular Price: ~~$154.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Turbo Duratread 8" Waterproof Work Boot

Turbo Duratread 8" Waterproof Work Boot

ARIAT BOOTS Turbo Duratread 8" Waterproof Work Boot

Regular Price: $199.95

Sale Price: $199.95
Regular Price: ~~$199.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 0%

Titan Tasker 6 inch Alloy Toe WP

Titan Tasker 6 inch Alloy Toe WP

TIMBERLAND PRO Titan Tasker 6 inch Alloy Toe WP

Regular Price: $164.99

Sale Price: $164.99
Regular Price: ~~$165.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Rebar Wedge Moc Toe 6" Waterproof Work Boot

Rebar Wedge Moc Toe 6" Waterproof Work Boot

ARIAT BOOTS Rebar Wedge Moc Toe 6" Waterproof Work Boot

Regular Price: $189.95

Sale Price: $189.95
Regular Price: ~~$189.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Edge Moc Waterproof Composite Toe Work Boot

Edge Moc Waterproof Composite Toe Work Boot

ARIAT BOOTS Edge Moc Waterproof Composite Toe Work Boot

Regular Price: $174.95

Sale Price: $174.95
Regular Price: ~~$174.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Threshold Rebound Hiker Waterproof Work Boot

Threshold Rebound Hiker Waterproof Work Boot

CATAPILLAR BOOTS Threshold Rebound Hiker Waterproof Work Boot

Regular Price: $134.99

Sale Price: $134.99
Regular Price: ~~$134.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 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 4%

Striver Chelsea Steel Toe Waterproof Work Boot

Striver Chelsea Steel Toe Waterproof Work Boot

CATAPILLAR BOOTS Striver Chelsea Steel Toe Waterproof Work Boot

Regular Price: $114.99

Sale Price: $114.99
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.

Rebar Lift 6" Waterproof Work Boot

Rebar Lift 6" Waterproof Work Boot

ARIAT BOOTS Rebar Lift 6" Waterproof Work Boot

Regular Price: $189.95

Sale Price: $189.95
Regular Price: ~~$189.95~~

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 1-30 of 82.

1 2 3

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.