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 $

DANSKO Trevor Casual Slip Resistant Lace Shoe

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.

DANSKO Trent SlipIn Slip Resistant Shoe

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.

BIRKENSTOCK Uppsala Mid

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.

BIRKENSTOCK Zermatt Shearling - Regular Width

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.

BIRKENSTOCK Birki Air 2.0

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.

BOGS Essential Insulated Tall (73031)

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 Workman 17" Soft Toe (72625)

Regular Price: $180.00

Sale Price: $180.00
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.

BOGS Arcata Urban Chelsea Mens Waterproof Winter Boots (72910)

Regular Price: $150.00

Sale Price: $150.00
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 Workman Composite Toe (72132CT)

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 Bozeman Mid Mens Insulated Waterproof Boots (71972)

Regular Price: $155.00

Sale Price: $155.00
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.

BOGS Classic Ultra High Mens Insulated Waterproof Boots (51377)

Regular Price: $150.00

Sale Price: $150.00
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.

OLUKAI Nohea Mesh Slip On Shoe (10188)

Regular Price: $100.00

Sale Price: $100.00
Regular Price: ~~$0.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

FLORSHEIM Rucci Cap Toe Oxford Dress Shoe (13384)

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.

FLORSHEIM Norwalk Plain Toe Oxford (13369)

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.

FLORSHEIM Rucci Wingtip Oxford (13383)

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.

FLORSHEIM Berkley Flex Moc Toe Penny Loafer (12195)

Regular Price: $125.00

Sale Price: $125.00
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.

FLORSHEIM Midtown Cap Toe Oxford Dress Shoe (12138)

Regular Price: $125.00

Sale Price: $125.00
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.

FLORSHEIM Midtown Moc Toe Slip On Dress Shoe (12137)

Regular Price: $125.00

Sale Price: $125.00
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.

FLORSHEIM Riva Moc Toe Bit Loafer (17088)

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.

Save 18%

FLORSHEIM Lodge Cap Toe Lace Boot (14286)

Regular Price: $114.99

Sale Price: $114.99
Regular Price: ~~$140.00~~

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

FLORSHEIM Renegade Plain Toe Gore Dress Boot (15201)

Regular Price: $150.00

Sale Price: $150.00
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.

OOFOS Men's OOmg Sport LS Shoe (5086)

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.

OOFOS OOmg Mens Mesh Low Trainers (5080)

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.

OOFOS OOriginal Sport Thong (1001)

Regular Price: $69.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

OOFOS OOahh Sport Flex Slide (1550)

Regular Price: $79.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

OOFOS OOahh Sport Slide (1500)

Regular Price: $69.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

OOFOS OOcloog Shoes (1200)

Regular Price: $79.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

OOFOS OOcoozie Sport Mule Shoes (5285) - Copy to hold F24 Color

Regular Price: $114.99

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

Unit Price: per

Added to Cart View Cart or Continue Shopping.

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

OOFOS Men's OOmg Sport Shoes (5085)

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.

OBOZ Men's Bozeman Low Leather Shoes(74201)

Regular Price: $125.00

Sale Price: $125.00
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.

Showing items 31-60 of 255.

1 2 3 4 … 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.