🍂 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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The Meg Plaid Top | Saks Fifth Avenue
The Ines Plaid Midi Skirt | Saks Fifth Avenue
Donna 80MM GG Canvas Slingback Pumps | Saks Fifth Avenue
Pardalis 2.0 Eel-Print Leather Shoulder Bag | Saks Fifth Avenue
The Lola Earrings | Shopbop
Slim Penelope Bracelet | Shopbop
MILAS | BA&SH US