🍂 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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Rue Cambon Earrings | Shopbop
Leather-trimmed suede jacket | Mytheresa (US/CA)
Gold Tassel Necklace | Tuckernuck (US)
Midnight Navy Cashmere Sleeveless Ava Shell | Tuckernuck (US)
Sawyer Wide Leg Silk Pant - Prussian | Ulla Johnson
Calista Flat | Reformation (Global)
Black Polarized Majestic Sunglasses | Tuckernuck (US)
Charlotte Camera Bag - Olive | Ulla Johnson