🍂 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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HomeSunglassesBealeBealeBealeStarting at $95 20% off extra Rx pairs(22)ColorCognac Tortoise | Warby Parker (US)
Cashmere Zip Hoodie in Rich Burgundy | Quince
Mongolian Cashmere Sweatpants | Quince
Oat Shelby Rib Knit Tank | Tuckernuck (US)
Sabrina Studded Suede Bum Bag | Pretty Simple
Cyprus Boat Shoe In Brown Leather and Natural Shearling | Larroude
CZ Emerald Cut Bezel Set Stud Earring | Adina Eden
Monroe Crystal Strand Layered Necklace | Ettika