The Memorial Day Sale

Take 20% Off almost everything at Checkout.

Men's Preppy Clothing Sale: Discount & Clearance Items

Refine

322 products

  • 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
Save 18%
Prep In My Step Can Holder in Blue by Lauren James
Prep In My Step Can Holder in Blue by Lauren James
Regular Price
$ 4.95
Sale Price
$ 4.95
Regular Price
$ 6.00
Unit Price
per 
Save 30%
Varsity Fleece 1/4 Zip Pullover in Heather Grey by True Grit
Varsity Fleece 1/4 Zip Pullover in Heather Grey by True Grit
Regular Price
$ 104.95
Sale Price
$ 104.95
Regular Price
$ 149.50
Unit Price
per 
Save 30%
Henning Button Down Shirt by Southern Proper
Henning Button Down Shirt by Southern Proper 1 review
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.00
Unit Price
per 
Save 30%
Henning Shirt in Pineneedle & Blue Stone Gingham by Southern Proper
Henning Shirt in Pineneedle & Blue Stone Gingham by Southern Proper
Regular Price
$ 69.95
Sale Price
$ 69.95
Regular Price
$ 99.50
Unit Price
per 
Save 29%
Crossville Flannel by Southern Marsh
Crossville Flannel by Southern Marsh
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 30%
Tibetan Pile Fleece Jacket in Dark Grey by Southern Tide
Tibetan Pile Fleece Jacket in Dark Grey by Southern Tide
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 30%
Grove Crewneck Pullover Sweater by Southern Tide
Grove Crewneck Pullover Sweater by Southern Tide
Regular Price
$ 94.95
Sale Price
$ 94.95
Regular Price
$ 135.00
Unit Price
per 
Save 30%
Pacific Quarter Zip Pullover Sweater by Southern Tide
Pacific Quarter Zip Pullover Sweater by Southern Tide 1 review
Regular Price
$ 87.95
Sale Price
$ 87.95
Regular Price
$ 125.00
Unit Price
per 
Save 30%
Samson Peak Sweater Fleece Vest by Southern Tide
Samson Peak Sweater Fleece Vest by Southern Tide 3 reviews
Regular Price
$ 69.95
Sale Price
$ 69.95
Regular Price
$ 99.50
Unit Price
per 
Save 30%
Captains 1/4 Zip Sweater in Driftwood Khaki by Southern Tide
Captains 1/4 Zip Sweater in Driftwood Khaki by Southern Tide 1 review
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 30%
Doubleback Quilted Field Vest by Southern Tide
Doubleback Quilted Field Vest by Southern Tide 1 review
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 30%
Pine Island Corduroy Pant in Sandstone Khaki by Southern Tide
Pine Island Corduroy Pant in Sandstone Khaki by Southern Tide 2 reviews
Regular Price
$ 87.95
Sale Price
$ 87.95
Regular Price
$ 125.00
Unit Price
per 
Save 30%
Captains 1/4 Zip Sweater in Charcoal by Southern Tide
Captains 1/4 Zip Sweater in Charcoal by Southern Tide
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 28%
Barefoot Boxer with Embroidered Pot Leaf in Blue Oxford by Castaway Clothing
Barefoot Boxer with Embroidered Pot Leaf in Blue Oxford by Castaway Clothing
Regular Price
$ 25.95
Sale Price
$ 25.95
Regular Price
$ 36.00
Unit Price
per 
Save 30%
Texas Longhorns Peak Patrol 45mm Silicone Strap Watch by Columbia Sportswear
Texas Longhorns Peak Patrol 45mm Silicone Strap Watch by Columbia Sportswear
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 30%
University of Oklahoma Peak Patrol 45mm Silicone Strap Watch by Columbia Sportswear
University of Oklahoma Peak Patrol 45mm Silicone Strap Watch by Columbia Sportswear
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 30%
University of Oklahoma Canyon Ridge 3-Hand Date Saddle Leather Watch by Columbia Sportswear
University of Oklahoma Canyon Ridge 3-Hand Date Saddle Leather Watch by Columbia Sportswear
Regular Price
$ 101.95
Sale Price
$ 101.95
Regular Price
$ 145.00
Unit Price
per 
Save 30%
Texas Longhorns Outbacker 3-Hand Date Stainless Steel Watch by Columbia Sportswear
Texas Longhorns Outbacker 3-Hand Date Stainless Steel Watch by Columbia Sportswear
Regular Price
$ 129.95
Sale Price
$ 129.95
Regular Price
$ 185.00
Unit Price
per 
Save 30%
University of Oklahoma Outbacker 3-Hand Date Stainless Steel Watch by Columbia Sportswear
University of Oklahoma Outbacker 3-Hand Date Stainless Steel Watch by Columbia Sportswear
Regular Price
$ 129.95
Sale Price
$ 129.95
Regular Price
$ 185.00
Unit Price
per 
Save 28%
Festive Holiday Cotton Face Mask by Pink Pineapple
Festive Holiday Cotton Face Mask by Pink Pineapple 2 reviews
Regular Price
$ 12.95
Sale Price
$ 12.95
Regular Price
$ 18.00
Unit Price
per 
Save 28%
Riverwind Seersucker Cotton Face Mask by T.B. Phelps
Riverwind Seersucker Cotton Face Mask by T.B. Phelps
Regular Price
$ 12.95
Sale Price
$ 12.95
Regular Price
$ 18.00
Unit Price
per 
Save 28%
Riverwind Madras Cotton Face Mask by T.B. Phelps
Riverwind Madras Cotton Face Mask by T.B. Phelps 4 reviews
Regular Price
$ 12.95
Sale Price
$ 12.95
Regular Price
$ 18.00
Unit Price
per 
Save 30%
Sherpa Full-Zip Jacket by Southern Tide
Sherpa Full-Zip Jacket by Southern Tide
Regular Price
$ 115.95
Sale Price
$ 115.95
Regular Price
$ 165.00
Unit Price
per 
Save 28%
Tie Dye Cotton Face Mask by Queen Designs
Tie Dye Cotton Face Mask by Queen Designs
Regular Price
$ 12.95
Sale Price
$ 12.95
Regular Price
$ 18.00
Unit Price
per 
Save 28%
Camo Mask by Queen Designs
Camo Mask by Queen Designs
Regular Price
$ 12.95
Sale Price
$ 12.95
Regular Price
$ 18.00
Unit Price
per 
Save 25%
University of Texas Logo Face Mask by Cufflinks Inc.
University of Texas Logo Face Mask by Cufflinks Inc.
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 25%
University of Oklahoma Logo Face Mask by Cufflinks Inc.
University of Oklahoma Logo Face Mask by Cufflinks Inc.
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 25%
University of Georgia Logo Face Mask by Cufflinks Inc.
University of Georgia Logo Face Mask by Cufflinks Inc. 1 review
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 25%
Clemson University Logo Face Mask by Cufflinks Inc.
Clemson University Logo Face Mask by Cufflinks Inc.
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 25%
University of Alabama Logo Face Mask by Cufflinks Inc.
University of Alabama Logo Face Mask by Cufflinks Inc.
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 25%
Louisiana State University Logo Face Mask by Cufflinks Inc.
Louisiana State University Logo Face Mask by Cufflinks Inc.
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 20.00
Unit Price
per 
Save 30%
Men's Apex Risor Jacket by The North Face
Men's Apex Risor Jacket by The North Face 1 review
Regular Price
$ 118.95
Sale Price
$ 118.95
Regular Price
$ 169.00
Unit Price
per 
Save 30%
Edgar Plain Toe Blucher in Cedar Brown by Martin Dingman
Edgar Plain Toe Blucher in Cedar Brown by Martin Dingman
Regular Price
$ 192.95
Sale Price
$ 192.95
Regular Price
$ 275.00
Unit Price
per 
Save 28%
R.A.G.E. Short Sleeve Vintage Tee in Black by Rowdy Gentleman
R.A.G.E. Short Sleeve Vintage Tee in Black by Rowdy Gentleman
Regular Price
$ 22.95
Sale Price
$ 22.95
Regular Price
$ 32.00
Unit Price
per 
Save 28%
Old Style Lager Vintage Tee Shirt in White by Rowdy Gentleman
Old Style Lager Vintage Tee Shirt in White by Rowdy Gentleman 2 reviews
Regular Price
$ 22.95
Sale Price
$ 22.95
Regular Price
$ 32.00
Unit Price
per 
Save 29%
Sigma Alpha Mu Bow Tie by Dogwood Black
Sigma Alpha Mu Bow Tie by Dogwood Black
Regular Price
$ 31.95
Sale Price
$ 31.95
Regular Price
$ 45.00
Unit Price
per 
Save 29%
Sigma Alpha Mu Bow Tie in Purple by Dogwood Black
Sigma Alpha Mu Bow Tie in Purple by Dogwood Black
Regular Price
$ 31.95
Sale Price
$ 31.95
Regular Price
$ 45.00
Unit Price
per 
Save 29%
Tau Kappa Epsilon Bow Tie in Crimson by Dogwood Black
Tau Kappa Epsilon Bow Tie in Crimson by Dogwood Black
Regular Price
$ 31.95
Sale Price
$ 31.95
Regular Price
$ 45.00
Unit Price
per 
Save 28%
American Truck Long Sleeve Tee in Blue Jean by Live Oak
American Truck Long Sleeve Tee in Blue Jean by Live Oak 1 review
Regular Price
$ 25.95
Sale Price
$ 25.95
Regular Price
$ 35.99
Unit Price
per 
Save 29%
Short Sleeve Slim Fit Button Down in Whisper White by Barbour
Short Sleeve Slim Fit Button Down in Whisper White by Barbour
Regular Price
$ 83.95
Sale Price
$ 83.95
Regular Price
$ 119.00
Unit Price
per 
Save 30%
King's Canyon Vest in Moss by Over Under Clothing
King's Canyon Vest in Moss by Over Under Clothing
Regular Price
$ 97.95
Sale Price
$ 97.95
Regular Price
$ 139.00
Unit Price
per 
Save 29%
Puremeso Hoodie in Charcoal by The Normal Brand
Puremeso Hoodie in Charcoal by The Normal Brand
Regular Price
$ 55.95
Sale Price
$ 55.95
Regular Price
$ 79.00
Unit Price
per 
Save 30%
Men's Kane Sandal in Tan by Jack Rogers
Men's Kane Sandal in Tan by Jack Rogers
Regular Price
$ 89.95
Sale Price
$ 89.95
Regular Price
$ 128.00
Unit Price
per 
Save 30%
Straight Wharf Button Down in Chino Khaki With Harvest Plaid Trim by Castaway Clothing
Straight Wharf Button Down in Chino Khaki With Harvest Plaid Trim by Castaway Clothing
Regular Price
$ 82.95
Sale Price
$ 82.95
Regular Price
$ 118.00
Unit Price
per 

 

Shop a great selection of men's sale and clearance items, and as always, enjoy Free Shipping! Find fantastic summer and past season styles, but don't wait too long - once these items are gone, they won't come back!

ALL SALES ARE FINAL.