Skip to content

SALE
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
- Featured Brands
- - Brooks
  - Helly Hansen
  - Hoka
  - Taos
  - The North Face
  - Trotters
WORKWEAR
- Mens Workwear
- - Work Boots
  - Outerwear
  - Pants
  - Tops
- Womens Workwear
- - Work Boots
KIDS
- Footwear
- - Boots
  - Winter Boots
  - Shoes
  - Sneakers
  - Slippers
- Apparel
- - Outerwear
  - Tops
  - Pants
  - Accessories
- Book A Fitting Appointment
- Featured Brands
BRANDS
IN-STORE SPECIALS
- Newburyport
- Lynn
Log In/Create Account

Search

Order by DECEMBER 15th for Christmas Delivery

FREE US SHIPPING on all orders over $125

SALE
MENS
WOMENS
WORKWEAR
KIDS
BRANDS
IN-STORE SPECIALS
- Newburyport
- Lynn

Home › Mens Footwear

Mens Footwear

Boots

Work Boots

Winter Boots

Casual Shoes

Dress Shoes

Sandals

Slippers

Sneakers

Mens Footwear

255 products

Sort by

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

Gender

Mens (244)
Womens (21)

Product type

ATHLETIC (45)
BOOTS (94)
CASUAL (94)
DRESS (5)
INNERSOLES (3)
SANDALS (10)
SLIPPERS (4)

Size

Color

Beige(18)
Black(92)
Blue(36)
Brown(96)
Cream(2)
Gray(37)
Green(15)
Multi(1)
None(1)
Orange(1)
Pink(1)
Purple(1)
Red(4)
Tan(17)
White(9)
Yellow(6)

Brand

BIRKENSTOCK (25)
BOGS (15)
BROOKS (11)
CARHARTT BOOTS (16)
CLARKS (54)
DANSKO (3)
FLORSHEIM (9)
HOKA (23)
KAMIK (11)
NEW BALANCE (6)
OBOZ (9)
OLUKAI (17)
OOFOS (9)
REVOLUTION (1)
RIEKER (6)
SAS (8)
TAOS FOOTWEAR (2)
THE NORTH FACE (2)
TIMBERLAND (10)
TIMBERLAND PRO (18)

Price

From $

To $

KAMIK Greenbay4 Black Winter Boot

Regular Price: $99.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

KAMIK Forester Khaki Winter Boot

Regular Price: $74.99

Sale Price: $74.99
Regular Price: ~~$74.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

KAMIK Champlain3 Dark Brown Winter Boot

Regular Price: $104.99

Sale Price: $104.99
Regular Price: ~~$104.99~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

KAMIK Brody L Brown Winter Boot

Regular Price: $169.99

Sale Price: $169.99
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.

BOGS Sauvie Slip On II (73111)

Regular Price: $95.00

Sale Price: $95.00
Regular Price: ~~$95.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

BOGS Sauvie Chelsea II (73110)

Regular Price: $100.00

Sale Price: $100.00
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.

BOGS Arcata Urban Leather Chelsea (73112)

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.

BOGS Sauvie Slip On (72207)

Regular Price: $95.00

Sale Price: $95.00
Regular Price: ~~$95.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

BOGS Arcata Urban Lace (72754)

Regular Price: $170.00

Sale Price: $170.00
Regular Price: ~~$170.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 33%

BOGS Shale Mid Composite Toe ESD (72673CT)

Regular Price: $99.99

Sale Price: $99.99
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.

BOGS Digger Mid (72668)

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.

BOGS Urban Farmer (71330)

Regular Price: $110.00

Sale Price: $110.00
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.

BOGS Rainboot (71913)

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.

TIMBERLAND Redwood Falls Waterproof Moc Toe Boot Saddle (A2EDR-F13)

Regular Price: $160.00

Sale Price: $160.00
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.

TIMBERLAND Euro Sprint Jet Black (A1KAC-015)

Regular Price: $130.00

Sale Price: $130.00
Regular Price: ~~$130.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

TIMBERLAND Mt. Maddsen Slip-On Shoe - Brown (A1QLS-D71)

Regular Price: $100.00

Sale Price: $100.00
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 10%

TIMBERLAND PRO Intercept OX Steel Toe Black Work Boot (TB0A5ZNY)

Regular Price: $89.99

Sale Price: $89.99
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 6%

TIMBERLAND PRO 8" Direct Attach Steel Toe Work Boot (26002)

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 12%

TIMBERLAND PRO Switchback Soft Toe Work Boot (TB0A2CCH214)

Regular Price: $109.99

Sale Price: $109.99
Regular Price: ~~$125.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 8%

TIMBERLAND PRO Hypercharge 6" Composite Toe Brown Work Boot (A1RUS-214)

Regular Price: $169.99

Sale Price: $169.99
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 11%

TIMBERLAND PRO Flume Work Steel Toe Waterproof Brown Work Boot (A1Q8V)

Regular Price: $119.99

Sale Price: $119.99
Regular Price: ~~$135.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 8%

TIMBERLAND PRO 8" Boondock Composite Toe Brown Work Boot (TB089628)

Regular Price: $235.00

Sale Price: $235.00
Regular Price: ~~$255.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

Save 8%

TIMBERLAND PRO 6" Direct Attach Steel Toe Work Boot (TB165016)

Regular Price: $165.00

Sale Price: $165.00
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.

Save 7%

TIMBERLAND PRO Titan Oxford Casual Alloy Toe Work Shoe (TB047028)

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%

TIMBERLAND PRO 6" Direct Attach Soft Toe Brown Work Boot (TB038020)

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 6%

TIMBERLAND PRO Titan Ev 6" Composite Toe Teak Work Boot (TB0A42FY214)

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%

TIMBERLAND PRO 6" Irvine Wedge Work Boot (TB0A42SY001)

Regular Price: $150.00

Sale Price: $150.00
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 11%

TIMBERLAND PRO Direct Attach Electrical Hazard Steel Toe Work Boot (26038)

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%

TIMBERLAND PRO 6" Direct Attach Soft Toe Black Work Boot (TB126036)

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 PRO Anti Fatigue Insole (91621)

Regular Price: $34.99

Sale Price: $34.99
Regular Price: ~~$34.99~~

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 121-150 of 255.

1 … 3 4 5 6 7 … 9

More Information

About
Get in Touch
Size Guide
Fitting Appointments
Search

Policies

Returns & Refunds
Shipping
Terms of Service
Privacy
Do not sell or share my personal information

Contact

Shoppennyworths.com
Pennyworths Inc
45 Storey Avenue
Newburyport, MA 01950

Call us: (978) 462-2711
Email: info@shoppennyworths.com

Copyright © 2024 Pennyworth's

Search

Cart

0 Item(s)

or

One or more of the items in your cart is a recurring or deferred purchase. By continuing, I agree to the cancellation policy and authorize you to charge my payment method at the prices, frequency and dates listed on this page until my order is fulfilled or I cancel, if permitted.

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.