We may earn money or products from the companies mentioned in this post.
A preppy, New England look suggests many things about a man. Foremost is that you’re a guy who’s got an eye for stylish clothes, and knows how to look good no matter what. Here’s a selection of some favorite pieces from brands we love. Find chinos, printed button-up shirts, cool polos, blazers and more, all with an easy style perfect for the season.
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Hickey Freeman Men’s Long Sleeve Gingham Woven Shirt (Blue)$395.0$115.0 -
Castaway Nantucket Men’s Cisco Seersucker Shorts (Periwinkle/Island Red)$75.0$15.0 -
Maker & Company Men’s The Bolshie Utility Coat (Black)$395.0$170.0 -
Maker & Company Men’s The Mint Plaid Button Down Sportshirt (Blue)$110.0$40.0 -
Bill’s Khakis Men’s Supima Cord Five Pocket Pants (Khaki)$225.0$70.0 -
Maker & Company Men’s The Dosh Blazer (Blue)$395.0$75.0 -
Maker & Company Men’s The Mint Solid Spread Collar Sportshirt (Brushed Blue)$110.0$40.0 -
Maker & Co. Men’s The Mate Quarter Zip Sweater (Navy)$104.0$40.0 -
Maker & Co. Men’s The Mate Quarter Zip Sweater (Orange)$104.0$40.0 -
Hickey Freeman Men’s Striped Long Sleeve Shirt (Blue)$145.0$49.0 -
Maker & Company Men’s The Mint Plaid Sportshirt (Blue)$110.0$40.0 -
Maker & Company Men’s The Kip Shirt (Blue)$99.0$25.0 -
Maker & Company Men’s The Kip Shirt (Lavender)$99.0$25.0 -
Maker & Co. Men’s The Smary Pima Polo (Green)$59.0$15.0 -
Maker & Co. Men’s The Smary Pima Polo (Lavender)$59.0$15.0 -
Maker & Co. Men’s The Brighton Tee (Blue)$39.0$25.0 -
Maker & Co. Men’s The Brighton Tee (Green)$39.0$25.0 -
Maker & Company Men’s The Brill Shirt (Green)$99.0$85.0 -
Maker & Company Men’s The Brill Shirt (Lavender)$99.0$40.0 -
Maker & Company Men’s The Dosh Blazer (Brown)$395.0$138.0 -
Maker & Company Men’s The Mint Check Spread Collar Sportshirt (Orange)$110.0$25.0 -
Maker & Company Men’s The Cheers Blazer (Navy)$395.0$70.0 -
Maker & Company Men’s The Mint Shirt (Pink)$99.0$135.0 -
Bill’s Khakis Men’s Belmont Twill Five Pocket Pants (Khaki)$175.0$25.0 -
Maker & Company Men’s The Shower Proof Car Coat (Navy)$395.0$55.0 -
Maker & Company Men’s The Mint Shirt (Navy)$99.0$185.0 -
Bill’s Khakis Men’s Hampstead Twill Five Pocket Pants (Sage)$155.0$25.0 -
Hickey Freeman Men’s Soft Blazer Jacket (Cognac)$695.0$50.0 -
Maker & Company Men’s The Mint Shirt (Blue)$99.0$138.0 -
Bill’s Khakis Men’s 15 Wale Cord Five Pocket Pants (Cordovan)$145.0$25.0 -
Maker & Company Men’s The Cheers Blazer (Navy)$395.0$45.0 -
Maker & Company Men’s The Mint Shirt (Orange)$99.0$35.0 -
Bill’s Khakis Men’s 15 Wale Cord Parker Pants (Granite)$135.0$80.0 -
Hickey Freeman Men’s Soft Blazer Jacket (Burgundy)$495.0$79.0 -
Maker & Company Men’s The Brill Shirt (Red)$99.0$25.0 -
Bill’s Khakis Men’s Cavalry Twill Pants (Khaki)$245.0$25.0 -
J.Lindeberg Men’s Corkz Sand Dress Shirt (Blue)$185.0$35.0 -
Maker & Company Men’s The Brill Shirt (Indigo)$99.0$70.0 -
Maker & Company Men’s The Mint Shirt (Blue)$99.0$40.0 -
Maker & Company Men’s The Brill Shirt (Grey)$99.0$75.0 -
Bill’s Khakis Men’s 8 Wale Cord Pants (Wheat)$225.0$60.0 -
Maker & Company Men’s The Brill Plaid Sportshirt with Pocket (Brown)$110.0$60.0 -
Bill’s Khakis Men’s Supima Cord Five Pocket Pants (Harvest)$225.0$35.0 -
Maker & Company Men’s The Toff Quarter Zip Pull Over Sweater with Suede Placket (Rust)$148.0$59.0 -
Maker & Company Men’s The Toff Quarter Zip Pull Over Sweater with Suede Placket (Camel)$148.0$65.0 -
Maker & Company Men’s The Mint Plaid Sportshirt with Pocket (Brown)$110.0$145.0 -
J.Lindeberg Men’s Dani Flannel Shirt (Green/Grey)$175.0$50.0 -
Bill’s Khakis Men’s Flannel Lined Pants (Khaki)$195.0$55.0 -
Hickey Freeman Men’s Long Sleeve Gingham Woven Shirt (Blue)$495.0$25.0 -
Bill’s Khakis Men’s Hampstead Twill Pants (Sage)$175.0$25.0 -
Bill’s Khakis Men’s Relaxed Fit Twill Pants (Redwood)$165.0$55.0 -
Pendleton Men’s Metro Shirt (Blue/Multi Plaid)$84.0$60.0 -
Pendleton Men’s Metro Shirt (Black/White Glen Plaid)$84.0$49.0 -
Bill’s Khakis Men’s Marblehead Twill Pants (Tobacco)$175.0$60.0 -
J.Lindeberg Men’s Dani Print Shirt (Dark Navy)$225.0$35.0 -
Hickey Freeman Men’s Striped Long Sleeve Shirt (Pink)$145.0$35.0 -
Bill’s Khakis Men’s Pima Canvas Pants (Harvest)$195.0$50.0 -
Maker & Company Men’s The Brill Shirt (Ocean)$99.0$50.0 -
Alex Cannon Men’s Long Sleeve Button Down Houndstooth Plaid (Blue)$115.0$50.0 -
Bill’s Khakis Men’s Hampstead Twill Five Pocket Pants (Toffee)$155.0$70.0 -
Hickey Freeman Men’s Long Sleeve Plaid Woven Shirt (Olive)$175.0$35.0 -
Hickey Freeman Men’s Long Sleeve Plaid Woven Shirt (Turquoise)$175.0$50.0 -
Bill’s Khakis Men’s Supima Cord Five Pocket Pants (Bourbon)$225.0$55.0 -
Alex Cannon Men’s Long Sleeve V-Neck Space Dye Sweater (Navy)$125.0$35.0 -
Hickey Freeman Men’s Long Sleeve Gingham Woven Shirt (Pink)$175.0$65.0 -
Bill’s Khakis Men’s Upland Twill Pants (Khaki)$165.0$35.0 -
Alex Cannon Men’s Long Sleeve Hidden Button Down Suiting Plaid (Brown)$115.0$35.0 -
Bill’s Khakis Men’s Sedona Twill Pants (Harvest)$198.0$35.0 -
Alex Cannon Men’s Classic Long Sleeve Button Down Gingham Check (Multi)$115.0$55.0 -
Alex Cannon Men’s Classic Long Sleeve Button Down Gingham Check (Blue)$115.0$35.0 -
Alex Cannon Men’s Long Sleeve Crew Neck Herringbone Ombre Sweater (Cafe)$125.0$35.0 -
Bill’s Khakis Men’s Wool Gabardine Pants (Khaki)$195.0$50.0 -
Alex Cannon Men’s Long Sleeve Button Down Wide Gingham Check (Multi)$115.0$45.0 -
Alex Cannon Men’s Long Sleeve Hidden Button Down Heather Check (Purple)$115.0$45.0 -
Bill’s Khakis Men’s Vintage Twill Pants (Saddle)$145.0$65.0 -
Alex Cannon Men’s Calvary Twill Quarter Zip Sweater (Purple)$155.0$210.0 -
Alex Cannon Men’s Calvary Twill Quarter Zip Sweater (Brown)$155.0$40.0 -
Bill’s Khakis Men’s Wool Gabardine Pants (British Khaki)$195.0$35.0 -
Hickey Freeman Men’s Soft Blazer Jacket (Navy)$495.0$50.0 -
Hickey Freeman Men’s Casual Trousers (Stone)$145.0$65.0 -
Alex Cannon Men’s Buttoned Cardigan (Charcoal)$115.0$40.0 -
Bill’s Khakis Men’s Hampstead Twill Five Pocket Pants (Brick)$155.0$50.0 -
Hickey Freeman Men’s Striped Long Sleeve Shirt (Navy)$145.0$50.0 -
Bill’s Khakis Men’s Weathered Canvas Five Pocket Pants (Stout)$115.0$85.0 -
Bill’s Khakis Men’s Weathered Canvas Five Pocket Pants (Cement)$245.0$60.0 -
Bill’s Khakis Men’s Weathered Canvas Five Pocket Pants (Dark Olive)$175.0$60.0 -
Bill’s Khakis Men’s Cavalry Twill Pants (British Khaki)$195.0$40.0 -
Bill’s Khakis Men’s Hampstead Twill Pants (Brick)$115.0$40.0 -
Bill’s Khakis Men’s Pima Canvas Pants (Chocolate)$115.0$175.0 -
Bill’s Khakis Men’s Parker Twill Pants (Dark Olive)$595.0$20.0 -
Bill’s Khakis Men’s Parker Twill Pants (British Tan)$68.0$30.0 -
Hickey Freeman Men’s Denim Jeans (Navy)$98.0$20.0 -
Castaway Nantucket Men’s Mariner Shorts (Slate)$84.0$13.0 -
Castaway Nantucket Men’s Cisco Shorts with Sail Fish Embroidery (Pink)$65.0$60.0 -
Castaway Nantucket Men’s Dionis Shorts (Stone)$148.0$12.0 -
Castaway Nantucket Men’s Sleeper Pants (Coatue Madras)$68.0$13.0 -
Maker & Company Men’s The Joult Quarter Button Sweater with Elbow Patches (Winter White)$68.0$15.0 -
Castaway Nantucket Men’s Mariner Shorts (Island Red)$75.0$13.0 -
Castaway Nantucket Men’s Mariner Shorts (Fiesta/Royal)$68.0$22.0 -
Castaway Nantucket Men’s Cisco Seersucker Shorts (Blue/Seafoam)$110.0$55.0 -
Castaway Nantucket Men’s Mariner Shorts (Turks)$165.0$58.0 -
Maker & Company Men’s The Mint Check Spread Collar Sportshirt (Black)$145.0$50.0 -
Bill’s Khakis Men’s Relaxed Fit Twill Pants (Olive)$165.0$ -
Bill’s Khakis Men’s 15 Wale Cord Five Pocket Pants (Olive)$$ -
Hickey Freeman Men’s Corduroy Pants (Light Grey)$$