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Fall Collections Inspired by the City

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City style requires a little more attention than summer style in the Hamptons: things are a little more formal, more fitted, and more put-together, just like how life at home is a little more structured than summer vacation. As you start to button your life back up, we’ve put together a style guide to trends that will keep you city-ready while taking with you some of that effortless summer style.

John Varvatos cites his view of Central Park as his inspiration for his Fall collection, minding, in particular, a favorite portrait of Bob Dylan shot in the park in 1965. In the portrait, Varvatos says Bob Dylan looks like the contemporary young man of today, and his collection emulates the bold comfort of that modern style. The Motor City Jean certainly relates to its casual summer cousin, but a hard front crease and slash pockets add a hint of suiting sophistication, easing the transition back to workwear. ($398, johnvarvatos.com). Unsurprisingly, leather stays in style for Fall, but although Varvatos’ Utility Pocket Bomber is rebel-inspired, his version features a luxe, preppier edition. Rich, broken-in goat suede is accented with snaps for a clean edition of the classic jacket. ($898, johnvarvatos.com)

Brunello Cucinelli’s fall designs are a paradoxical take on fashion: combining the formal and the casual in one cohesive collection. Designed to pair, the collection combines light t-shirts with tailored suits, or cashmere coats with comfortable jogging pants. For a lighter take on the down jacket, a sleeveless reversible quilted vest features Prince of Wales wool in a delicate watch plaid on one side, and a light textured grey on the other, for easy layering over a formal sweater or with a long-sleeve lightweight tee ($2960, brunellocucinelli.com). Soft grey suede sneakers with complementary cream-colored laces feel as appropriate at a dinner party as they do on a weekend stroll, showing the versatility of Brunello’s aesthetic. ($830, brunellocucinelli.com)

As the weather starts to cool, Scoop wants to make sure you’re still looking hot. The Stone Island Field Jacket combines the cool look of a wax jacket with the warmth of a parka, all in a fitted flattering design. ($1350, scoop.com) For a different take on fall casuals, skip the denim. Adriano Goldschmied’s Graduate Flint Grey Pant is as comfortable as chinos with a perfectly autumnal neutral hue. ($178, scoop.com) As you retire your flip-flops and slip back into shoes, Scoop’s wide selection of sharp Paul Smith socks will keep your feet happy. ($35, scoop.com)

Michael Kors fall collection has it all, from statement pieces to everyday staples alike. For transitional weather, the Chambray blazer has all the refinement of fine suiting with the light casual feel of denim ($247 from $495, michaelkors.com). For added warmth without the bulk of a coat, the Zip-Front Wool Jacket fits like a great hoodie, in sophisticated ribbed wool. ($88.50 from $295, michaelkors.com)