Varsity Jacket by Golden Bear, $329 (above, left)
Golden Bear was founded in the 1920s to supply San Francisco dockworkers with warm, durable work jackets. It expanded its line in the '50s, becoming the original producer of the varsity jacket for high schools and colleges across the country.
Varsity Cardigan by ASOS, $58
This cardigan’s chest lettering—plus the red and white contrast stripe on its cuffs—channels an old-school brand of cool.
Navy Blazer by Brooks Brothers, $548 (above, right)
Since the turn of the century, the Brooks Brothers Navy Blazer has been a standard-issue item among prep schoolers and Ivy Leaguers alike.
Yale Archive Oxford by Gant, $125
Gant has been perfecting this laid back oxford shirt since 1949, and in that time it’s become a staple of the timeless college look. Wear it under the Brooks Brothers Blazer for semi-formal splendor.
Cotton Corduroy by J. Press, $175 (above, center)
J. Press has been the official outfitter of Ivy League prepsters since 1902, when the brand opened its first store near the Yale campus in New Haven, CT. Its corduroy is the perfect addition to your casual fall wardrobe.
Regimental Tie by J. Press, $70
Find your school’s colors, then tie this on proud. Extra points if you pair it with a matching collegiate scarf.
Collegiate Shawl Cardigan by Ralph Lauren, $265
This cardigan is inspired by old-school New England college style, from the contrasting knit stripes on the right sleeve to the leather patches on the elbows.
Race Stripe Grosgrain D-Ring Belt by Vineyard Vines, $50
Two-tone ribbon belts add a dash of color to a bland, khakis-and-polo wardrobe. Rock one through the summer, or all year round if you’re committed to the look.
Crewneck Sweatshirt by Your Alma Mater, Price Varies
Perhaps the best-selling piece of college apparel, a crew neck sweatshirt from your alma mater is an indispensable item—perfect for everything from fall Saturdays spent watching college football to your long Sunday run.
Kenton Suede Bucks by J. Crew, $198
Classic suede bucks go with everything from a suit, to denim, to shorts. And when it comes to bucks in fall, ditch light colors in favor of rustic browns.
Authentic Wool Pea Coat by L.L. Bean, $259
A good pea coat is an absolute necessity for harsh Northeastern winters. L.L. Bean partnered with Sterlingwear of Boston to craft this example: Sterlingwear has outfitted the US Navy with these coats since the 1960s.