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Home > Mens > Categories > Dress Casual
  • Recommended For You

Recommended for You

All of Rockport's men's casual dress shoes are designed with ADIPRENE by adidas sport technology for optimal walkability. Shop our complete selection of slip-ons, loafers, casual wingtips, casual oxfords, and dress boots; and look your best while staying comfortable.

Laguna Road Venetian
Laguna Road Venetian ▸
Ledge Hill Plaintoe
Ledge Hill Plaintoe ▸
Ledge Hill Saddle
Ledge Hill Saddle ▸
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Showing 1 - 16 items

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Ledge Hill Saddle, Lt Grey

Ledge Hill Saddle, Lt Grey Ledge Hill Saddle, Lt Grey Ledge Hill Saddle, Btr Chc Suede/British Tan Ledge Hill Saddle, Btr Chc Suede/British Tan Ledge Hill Saddle, Rocksand Suede/Navy Ledge Hill Saddle, Rocksand Suede/Navy Ledge Hill Saddle, Vicuna Suede/Ketchup Red Ledge Hill Saddle, Vicuna Suede/Ketchup Red
Ledge Hill Saddle
$135.00
5.0/5 (3)

Ledge Hill Plaintoe, Navy Suede

Ledge Hill Plaintoe, Navy Suede Ledge Hill Plaintoe, Navy Suede Ledge Hill Plaintoe, Tan Ledge Hill Plaintoe, Tan Ledge Hill Plaintoe, Rocksand Suede Ledge Hill Plaintoe, Rocksand Suede
Ledge Hill Plaintoe
$135.00
4.5/5 (2)

DriveSports One Eye, Dark Brown

DriveSports One Eye, Dark Brown DriveSports One Eye, Dark Brown DriveSports One Eye, Black DriveSports One Eye, Black DriveSports One Eye, Tan DriveSports One Eye, Tan
DriveSports One Eye
$130.00

Drivesports Penny, Vicuna Suede

Drivesports Penny, Vicuna Suede Drivesports Penny, Vicuna Suede DriveSports Penny, Light Blue Suede DriveSports Penny, Light Blue Suede DriveSports Penny, Tan Suede DriveSports Penny, Tan Suede DriveSports Penny, Rocksand Suede DriveSports Penny, Rocksand Suede
DriveSports Penny
$130.00
$99.99

Ledge Hill Buckle Boot - Men's Boots

Ledge Hill Buckle Boot - Men's Boots Ledge Hill Buckle Boot - Men's Boots Ledge Hill Buckle Boot - Men's Boots Ledge Hill Buckle Boot - Men's Boots
Ledge Hill Buckle Boot
$165.00
4.8/5 (5)

Ledge Hill Moc Front - Men's Casual Dress Shoes

Ledge Hill Moc Front - Men's Casual Dress Shoes Ledge Hill Moc Front - Men's Casual Dress Shoes Ledge Hill Moc Front, Tan Ledge Hill Moc Front, Tan Ledge Hill Moc Front - Men's Casual Dress Shoes Ledge Hill Moc Front - Men's Casual Dress Shoes
Ledge Hill Moc Front
$135.00
4.1/5 (11)

Washington Square Double Gore Slip On, Tan

Washington Square Double Gore Slip On, Tan Washington Square Double Gore Slip On, Tan Washington Square Double Gore Slip On, Black Washington Square Double Gore Slip On, Black
Washington Square Double Gore Slip On
$120.00
4.5/5 (2)

Spenard Circle - Men's Dress Shoes

Spenard Circle - Men's Dress Shoes Spenard Circle - Men's Dress Shoes Spenard Circle - Men's Dress Shoes Spenard Circle - Men's Dress Shoes
Spenard Circle
$120.00
$110.00
4.0/5 (6)

Rolle - Men's Dress Shoes

Rolle - Men's Dress Shoes Rolle - Men's Dress Shoes Rolle - Men's Dress Shoes Rolle - Men's Dress Shoes
Rolle
$100.00
$89.99
4.6/5 (14)

Margin - Men's Dress Shoes

Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes Margin - Men's Dress Shoes
Margin
$100.00
4.3/5 (34)

Beach Multi Straps, Black

Beach Multi Straps, Black Beach Multi Straps, Black Beach Multi Straps, Tan Beach Multi Straps, Tan
Beach Multi Straps
$80.00

Laguna Road Venetian, Black

Laguna Road Venetian, Black Laguna Road Venetian, Black Laguna Road Venetian, Tan Laguna Road Venetian, Tan Laguna Road Venetian, Dark Brown Laguna Road Venetian, Dark Brown
Laguna Road Venetian
$110.00
4.3/5 (4)

Ledge Hill Wingtip - Men's Casual Dress Shoes

Ledge Hill Wingtip - Men's Casual Dress Shoes Ledge Hill Wingtip - Men's Casual Dress Shoes Ledge Hill Wingtip - Men's Casual Dress Shoes Ledge Hill Wingtip - Men's Casual Dress Shoes Ledge Hill Wingtip - Men's Casual Dress Shoes Ledge Hill Wingtip - Men's Casual Dress Shoes
Ledge Hill Wingtip
$135.00
4.9/5 (10)

truWALKzero Men's Touring Wingtip, Gray Suede

truWALKzero Men's Touring Wingtip, Gray Suede truWALKzero Men's Touring Wingtip, Gray Suede truWALKzero Men's Touring Wingtip, Tan truWALKzero Men's Touring Wingtip, Tan truWALKzero Men's Touring Wingtip, Rocksand Suede/Brick truWALKzero Men's Touring Wingtip, Rocksand Suede/Brick
truWALKzero II Men's Wingtip
$140.00
3.0/5 (2)

Washington Square Penny - Men's Loafers

Washington Square Penny - Men's Loafers Washington Square Penny - Men's Loafers Washington Square Penny, Black Washington Square Penny, Black Washington Square Penny - Men's Loafers Washington Square Penny - Men's Loafers xx xx Washington Square Penny - Men's Loafers Washington Square Penny - Men's Loafers
Washington Square Penny
$120.00
4.3/5 (15)

Washington Square Venetian - Men's Loafers

Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers Washington Square Venetian - Men's Loafers
Washington Square Venetian
$110.00
3.4/5 (13)
Showing 1 - 16 items
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About Rockport Shoes
Shop Rockport shoes to stay up on the latest trends, including dress shoes and warm winter boots. We pair our ADIPRENE by adidas sport technology with flawless designs to provide you with the perfect combination of stylish and comfortable shoes.