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 fashion, fall look LTKTravel LTKOver40 LTKStyleTip

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THE PAOLA COAT | Favorite Daughter
Chocolate Cashmere Bodie Boyfriend Crewneck | Tuckernuck (US)
Chocolate Cashmere Jane Pant | Tuckernuck (US)
Vintage jersey classic-fit crewneck T-shirt | J. Crew US
Small Airplane Tote by Hat Attack | Banana Republic (US)
Penrose Sneakers | Shopbop
Cendré Kelly Rectangle Watch | Anthropologie (US)
Solitaire Studs | Shopbop
Brimmer | Warby Parker (US)