Preppy Clothing Sale: Discount & Clearance Items

422 products

Filter by

Spinnaker Blazer in Osterville Patch Madras by Castaway Clothing
Regular Price
$ 345.00
Sale Price
$ 345.00
Regular Price
$ 345.00
Unit Price
per 
Stretch Twill Tunic Dress in Royal Stewart Plaid with Velvet Trim by Castaway Clothing
Regular Price
$ 178.00
Sale Price
$ 178.00
Regular Price
Unit Price
per 
Frosty Tipped Big Plaid Pile 1/4 Zip Pullover in Charcoal by True Grit
Regular Price
$ 149.50
Sale Price
$ 149.50
Regular Price
Unit Price
per 
Frosty Tipped Big Plaid Pile 1/4 Zip Pullover in Vintage Wine by True Grit
Regular Price
$ 149.50
Sale Price
$ 149.50
Regular Price
Unit Price
per 
Frosty Tipped Double Up Tribal Vest in Aqua by True Grit
Regular Price
$ 149.50
Sale Price
$ 149.50
Regular Price
Unit Price
per 
Save 48%
Sophia Dress in Coral by Camilyn Beth
Regular Price
$ 148.95
Sale Price
$ 148.95
Regular Price
$ 285.00
Unit Price
per 
Larissa Sandal in White by Jack Rogers
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
Unit Price
per 
Stretch Twill Harbor Pant in Royal Stewart Tartan Plaid by Castaway Clothing
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
$ 148.00
Unit Price
per 
Stretch Twill Harbor Pant in Blackwatch Tartan Plaid by Castaway Clothing
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
$ 148.00
Unit Price
per 
Save 48%
Bee Happy Loafer in Black and White by Blue Bird Shoes
Regular Price
$ 145.95
Sale Price
$ 145.95
Regular Price
$ 280.00
Unit Price
per 
Vineyard Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 145.00
Unit Price
per 
Cotuit Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 145.00
Unit Price
per 
Save 48%
Edgar Plain Toe Blucher in Cedar Brown by Martin Dingman
Regular Price
$ 143.95
Sale Price
$ 143.95
Regular Price
$ 275.00
Unit Price
per 
Capri Etched Sandal in Bronze by Jack Rogers
Regular Price
$ 138.00
Sale Price
$ 138.00
Regular Price
Unit Price
per 
Sherpa Jacket in Oyster Gray by The Southern Shirt Co.
Regular Price
$ 135.00
Sale Price
$ 135.00
Regular Price
Unit Price
per 
Save 48%
The Dasher Holiday Check Blazer by Country Club Prep
Regular Price
$ 130.95
Sale Price
$ 130.95
Regular Price
$ 250.00
Unit Price
per 
Duke of York Pull-On Pant by Gretchen Scott Designs
Regular Price
$ 129.00
Sale Price
$ 129.00
Regular Price
Unit Price
per 
Ali Skirt in Chatham Patch Madras by Castaway Clothing
Regular Price
$ 128.00
Sale Price
$ 128.00
Regular Price
Unit Price
per 
Save 48%
Ashby Bison Slip On by Country Club Prep
Regular Price
$ 127.95
Sale Price
$ 127.95
Regular Price
$ 245.00
Unit Price
per 
Save 48%
Bouvier Dress in Hot Pink by Elizabeth McKay
Regular Price
$ 127.95
Sale Price
$ 127.95
Regular Price
$ 245.00
Unit Price
per 
Women's Original Insulated Roll Top Sherpa Boots by Hunter
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
Unit Price
per 
Ali Corduroy Skirt with Embroidered Woody & Christmas Trees by Castaway Clothing
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
Unit Price
per 
Frosty Tipped Shearling Snap Vest in Natural by True Grit (Dylan)
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
per 
Save 48%
Ashby Nubuck Slip On by Country Club Prep
Regular Price
$ 117.95
Sale Price
$ 117.95
Regular Price
$ 225.00
Unit Price
per 
Save 48%
Kyle Bootie in Oak Leather by Jack Rogers
Regular Price
$ 102.95
Sale Price
$ 102.95
Regular Price
$ 198.00
Unit Price
per 
Save 48%
Lori Dress in Black Buckingham Lace by Julie Brown
Regular Price
$ 101.95
Sale Price
$ 101.95
Regular Price
$ 195.00
Unit Price
per 
Women's Hi'Ona Sandal in Pewter & Black by Olukai
Regular Price
$ 100.00
Sale Price
$ 100.00
Regular Price
Unit Price
per 
The Back Nine Woven Leather Belt in Natural by Bucks Club
Regular Price
$ 99.00
Sale Price
$ 99.00
Regular Price
Unit Price
per 
Save 67%
Unisex Classic Vogue Norwich Parka
Regular Price
$ 98.00
Sale Price
$ 98.00
Regular Price
$ 295.00
Unit Price
per 
Save 48%
Isabel Grace Dress by Southern Tide
Regular Price
$ 97.95
Sale Price
$ 97.95
Regular Price
$ 188.00
Unit Price
per 
Save 48%
Bird Hunter Needlepoint Belt in Steel Blue by Smathers & Branson
Regular Price
$ 96.95
Sale Price
$ 96.95
Regular Price
$ 185.00
Unit Price
per 
Save 48%
Vineyard Vines Bass and Lures Needlepoint Belt in Light Blue by Smathers & Branson
Regular Price
$ 96.95
Sale Price
$ 96.95
Regular Price
$ 185.00
Unit Price
per 
Save 48%
Classic Venetian Loafer by SWIMS
Regular Price
$ 93.95
Sale Price
$ 93.95
Regular Price
$ 180.00
Unit Price
per 
Save 48%
Tibetan Pile Fleece Jacket in Dark Grey by Southern Tide
Regular Price
$ 85.95
Sale Price
$ 85.95
Regular Price
$ 165.00
Unit Price
per 
Save 48%
Doubleback Quilted Field Vest by Southern Tide
Regular Price
$ 85.95
Sale Price
$ 85.95
Regular Price
$ 165.00
Unit Price
per 
Save 48%
Captains 1/4 Zip Sweater in Driftwood Khaki by Southern Tide
Regular Price
$ 85.95
Sale Price
$ 85.95
Regular Price
$ 165.00
Unit Price
per 

Shop a vast selection of men's sale and women's sale clearance items, and as always, enjoy Free Shipping! Don't wait too long - once these items are gone, they won't come back!

ALL SALES ARE FINAL!

Use the filters below to sort by brand, gender, and product type.