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

Sale Banner

Sale Banner

Home › Sale

Sale

Mens Sale

Womens Sale

Kids Sale

Sale

61 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
Clear all

Gender

Mens (41)
Womens (17)
Boys (3)
Girls (2)

Product type

ATHLETIC (5)
BOOTS (39)
CASUAL (11)
HATS (0)
OUTERWEAR (0)
PANTS (0)
SANDALS (6)
TOPS (0)

Size

Color

Beige(7)
Black(30)
Blue(4)
Brown(25)
Cream(4)
Gray(3)
Green(1)
Metallic(0)
Multi(0)
Pink(0)
Purple(0)
Red(0)
Tan(9)
White(1)
Yellow(1)

Brand

AETREX (1)
BOGS (0)
CARHARTT (0)
CARHARTT BOOTS (2)
CATAPILLAR BOOTS (5)
CLARKS (2)
COLUMBIA SPORTSWEAR (0)
COMFORTIVA (2)
DANSKO (0)
FLORSHEIM (1)
KIZIK (0)
MERRELL (2)
OBOZ (1)
REDWING SHOE CO. (11)
REMONTE (0)
SKECHERS (5)
SOFFT (2)
SOREL (0)
TAOS FOOTWEAR (0)
TEVA (0)
THE NORTH FACE (0)
TIMBERLAND (6)
TIMBERLAND PRO (12)
TROTTERS (8)
VIONIC (1)
WINK (0)

Price

From $

To $

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.

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 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.

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 31%

Excavator Superlite Waterproof Carbon Comp Toe Boot

Excavator Superlite Waterproof Carbon Comp Toe Boot

CATAPILLAR BOOTS Excavator Superlite Waterproof Carbon Comp Toe Boot

Regular Price: $119.99

Sale Price: $119.99
Regular Price: ~~$174.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 32%

Excavator Superlite Waterproof Work Boot

Excavator Superlite Waterproof Work Boot

CATAPILLAR BOOTS Excavator Superlite Waterproof Work Boot

Regular Price: $114.99

Sale Price: $114.99
Regular Price: ~~$169.99~~

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" Waterproof Wedge Boot

Wingshooter 7" Waterproof Wedge Boot

REDWING SHOE CO. Wingshooter 7" 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 10%

Boondock Ultralight 6" Composite Toe Waterproof Work Boot

Boondock Ultralight 6" Composite Toe Waterproof Work Boot

TIMBERLAND PRO Boondock Ultralight 6" Composite Toe Waterproof Work Boot

Regular Price: $179.95

Sale Price: $179.95
Regular Price: ~~$199.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boot

Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boot

TIMBERLAND PRO Boondock Ultralight 8" Composite Toe Waterproof Insulated 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.

Mt. Maddsen Mid Waterproof Hiking Boot - Dark Brown

Mt. Maddsen Mid Waterproof Hiking Boot - Dark Brown

TIMBERLAND Mt. Maddsen Mid Waterproof Hiking Boot - Dark Brown

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 15%

Mt. Maddsen Mid Waterproof Hiking Boot - Wheat

Mt. Maddsen Mid Waterproof Hiking Boot - Wheat

TIMBERLAND Mt. Maddsen Mid Waterproof Hiking Boot - Wheat

Regular Price: $109.95

Sale Price: $109.95
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 17%

Men's MOAB 2 Mid Ventilator in Walnut

Men's MOAB 2 Mid Ventilator in Walnut

MERRELL Men's MOAB 2 Mid Ventilator in Walnut

Regular Price: $99.99

Sale Price: $99.99
Regular Price: ~~$120.00~~

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%

Anelise Nora Dress Pump

Anelise Nora Dress Pump

CLARKS Anelise Nora Dress Pump

Regular Price: $70.00

Sale Price: $70.00
Regular Price: ~~$100.00~~

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 Bridger Low B-DRY Shoes

Men's Bridger Low B-DRY Shoes

OBOZ Men's Bridger Low B-DRY Shoes

Regular Price: $128.00

Sale Price: $128.00
Regular Price: ~~$160.00~~

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%

Direct Attach 8" Steel Toe Waterproof Work Boot

Direct Attach 8" Steel Toe Waterproof Work Boot

TIMBERLAND PRO Direct Attach 8" Steel Toe Waterproof Work Boot

Regular Price: $164.99

Sale Price: $164.99
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 6%

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: $159.95

Sale Price: $159.95
Regular Price: ~~$169.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 7%

TiTAN™ Casual Alloy Toe Oxford Work Shoe

TiTAN™ Casual Alloy Toe Oxford Work Shoe

TIMBERLAND PRO TiTAN™ Casual Alloy Toe Oxford Work Shoe

Regular Price: $139.99

Sale Price: $139.99
Regular Price: ~~$150.00~~

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 - Brown

Direct Attach 6" Soft Toe Waterproof Work Boot - Brown

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

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.

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.

Timberland Classic 6" Waterproof Boot

Timberland Classic 6" Waterproof Boot

TIMBERLAND Timberland Classic 6" Waterproof Boot

Regular Price: $179.95

Sale Price: $179.95
Regular Price: ~~$179.95~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 15%

White Ledge Waterproof Mid Hiker Boot Wheat

White Ledge Waterproof Mid Hiker Boot Wheat

TIMBERLAND White Ledge Waterproof Mid Hiker Boot Wheat

Regular Price: $109.95

Sale Price: $109.95
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.

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 30%

Sarafyna Sky Black Leather

Sarafyna Sky Black Leather

CLARKS Sarafyna Sky Black Leather

Regular Price: $76.99

Sale Price: $76.99
Regular Price: ~~$110.00~~

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%

Boondock 6" Composite Toe Waterproof Work Boot

Boondock 6" Composite Toe Waterproof Work Boot

TIMBERLAND PRO Boondock 6" Composite Toe Waterproof Work Boot

Regular Price: $204.99

Sale Price: $204.99
Regular Price: ~~$225.00~~

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%

TiTAN™ Casual Soft Toe Oxford Work Shoe

TiTAN™ Casual Soft Toe Oxford Work Shoe

TIMBERLAND PRO TiTAN™ Casual Soft Toe Oxford Work Shoe

Regular Price: $134.99

Sale Price: $134.99
Regular Price: ~~$145.00~~

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%

Direct Attach 8" Waterproof Work Boot

Direct Attach 8" Waterproof Work Boot

TIMBERLAND PRO Direct Attach 8" Waterproof Work Boot

Regular Price: $164.99

Sale Price: $164.99
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 6%

6" Moc Toe Wedge Boot

6" Moc Toe Wedge Boot

CARHARTT BOOTS 6" Moc Toe Wedge Boot

Regular Price: $149.99

Sale Price: $149.99
Regular Price: ~~$160.00~~

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 31-60 of 61.

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.