🍂 The Berkshires in the fall are everything you want in a cozy New England escape. In this guide, I’m sharing where to stay, what to do, and what to wear for the perfect autumn weekend—from charming inns and scenic drives to relaxed lunches, leaf-peeping, and cozy evenings by the fire. Think polished layers, rich fall tones, comfortable boots, classic knits, and effortless outfits made for crisp mornings and golden afternoons. Tap to shop the looks and plan your own chic Berkshires getaway. 🤎✨TheBerkshires FallTravel NewEnglandFall FallStyle TravelStyle AutumnOutfits WeekendGetaway CozyStyle LTKFinds LTKTravel LTKSeasonal LTKOver40 LTKTravel

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MILAS | BA&SH US
Slim Penelope Bracelet | Shopbop
Whimsical Monet Mesh Party Top | Neiman Marcus
THE SHORTIE MISCHA SUPER HIGH RISE WIDE LEG | Favorite Daughter
Saige Heeled Booties | Shopbop
The Vancouver suede clutch | NET-A-PORTER (US)
Rue Cambon Earrings | Shopbop