When Harry Met Sally and Gilmore Girls Both Agree on This Fall Trend

Every time the first leaf drops at the start of fall, fashion people everywhere turn to their favorite on-screen moments to commemorate the new season. Two of the biggest players include When Harry Met Sally and Gilmore Girls. I've heard so many friends talk about the wardrobe inspiration that has come from watching these two pieces of media, and I am right there with them.

One item that has been a major motif between the movie and the show is the argyle sweater. Sally wore hers in Central Park on a walk with Harry, and both Rory and Lorelai Gilmore had multiple sightings in this fall staple. If you're a fan of the New England prep-school vibe, this one is most definitely for you. You won't regret enjoying this roundup.

best-argyle-sweaters-302745-1664806594714-main

On the fashion set:
(Image credit: @emmanuellek_)

If you're looking for a modern-day When Harry Met Sally moment this is it. Harry and Sally would both approve of the primary color scheme and a good blazer.

best-argyle-sweaters-302745-1664806599600-main

(Image credit: @chasemarieee)

An argyle sweater is a perfect piece for layering, so I feel like copying this "too cool for school" look. It feels like an adult take on one of the classic school uniforms I've seen in my favorite TV shows and films.

best-argyle-sweaters-302745-1664830788708-main

(Image credit: @cocobassey)

This photo has convinced me that cozy nights in require this staple.

best-argyle-sweaters-302745-1664806603161-main

On the fictional set:
(Image credit: When Harry Met Sally)

If you like preppy New England fall fashion, then you already know that When Harry Met Sally is the movie to watch. Both Sally and Harry were fond of an argyle sweater-vest throughout the film.

best-argyle-sweaters-302745-1664806607666-main

(Image credit: Gilmore Girls)

Another New England fall favorite happens to be Gilmore Girls, which I just found out takes place in Connecticut. A long list of chunky sweaters layered atop oxford shirts outfitted the cast of characters, and this one was my favorite.

Shop the trend:

Up Next: Welcome to Sweater Season—5 Trends That Are Out and 5 That Are In

Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.