Fall is known as the season that could possibly be the most romantic. Chilled nighttime walks force you to cozy up close to your partner as you stride down the street, the beauty of the colored foliage makes you smile, and there’s a crispness that brings a new set of feelings.

Dressing for fall is one of the best parts about the season too. Replaced by tank tops and flip flops are starchy new chinos and finely pressed shirts, perfect for a new school year or quarter at the office. However, because Hamptons to Hollywood never leans completely west or east, there’s still a way to incorporate the casual luxury of the warm weather we love for all our favorite fall fashion trends.

Cuffing up the ankles of a new pair of slacks is the perfect compromise of business-meets-casual; fine lines and great fabric, yet isn’t taken too seriously.

A color scheme for fall is imperative too, but easily incorporating summer colors go a long way as well. Deep purples normally reserved for Autumn can be paired with baby blues you’d typically only find on the beaches of Montauk. Mix and match colors that represent both seasons.

For shoes, well, you know boat shoes are our thing, whether you’re a gentleman or a lady. However, if you don’t want to get super nautical, a pair of casual oxfords or ballet flats can be worn instead. However, we just love a clean pair of canvas slip-ons, as you can see above.

F. Scott Fitzgerald said it best: “Life starts all over again when it gets crisp in the fall.” So how are you starting over this season?


Hamptons to Hollywood is a lifestyle publication covering food, fashion, events, and fun editorial content in the Hamptons and Los Angeles.

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