Fall in Boston is truly one of the most stylish seasons, and there’s no better way to experience the city’s timeless charm than in effortless, chic outfits paired with unforgettable experiences. From cozy cashmere layers to sophisticated city strolls, this post offers 7 head-to-toe looks perfect for exploring Boston’s cobblestone streets in style. Fall outfit, fall looks, fall fashion LTKStyleTip LTKTravel LTKOver40

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Schoolboy Plaid Dickey Jacket | Veronica Beard
Cotton Oxford Long Sleeve Button Down Shirt | Shopbop
Classic belt in croc-embossed leather | J. Crew US
Estelle Ankle Boots | Shopbop
GG1984SK Sunglasses | Shopbop
Solitaire Studs | Shopbop
Classic belt in croc-embossed leather | J. Crew US