**26 Elegant & Timeless Fall Outfits for Women: Embrace the Old Money Style**

As autumn rolls in, it's time to update your wardrobe with the quintessential elegance of old money style. This fall, embrace sophistication with outfits that exude timeless charm and refined fashion sense. Here’s your guide to 26 stylish and trendy fall outfits that capture the essence of classic elegance, perfect for a season of chic sophistication.

### **1. Tailored Wool Blazer**

A tailored wool blazer is a cornerstone of old money style. Opt for a blazer in classic shades like navy, charcoal, or camel. This versatile piece works beautifully with high-waisted trousers or a pencil skirt, creating a polished and put-together look. Layer it over a cashmere sweater for added warmth and sophistication.

### **2. Classic Trench Coat**

The trench coat is a timeless fall essential that never goes out of style. Choose a well-fitted trench in a neutral color like beige or navy. This coat effortlessly elevates any outfit, whether worn over a dress or a casual ensemble. Look for details like a belted waist and classic buttons for a refined touch.

### **3. Cashmere Sweater**

A luxurious cashmere sweater is perfect for staying cozy and chic this fall. Select sweaters in rich, muted tones such as burgundy, forest green, or classic gray. Pair it with tailored trousers or a midi skirt for a sophisticated look. The soft texture and classic design make it a staple for elegant layering.

### **4. Plaid Skirt**

Plaid skirts add a touch of traditional charm to your fall wardrobe. Opt for high-waisted skirts in classic plaid patterns, and pair them with a fitted turtleneck or a chunky knit sweater. Complete the look with knee-high boots or loafers for a chic, old money-inspired outfit.

### **5. Wool Midi Dress**

A wool midi dress combines elegance with practicality. Choose a dress in a rich autumnal hue or a classic pattern like houndstooth. This versatile piece can be dressed up with pumps or kept casual with ankle boots, making it a go-to for both day and evening wear.

### **6. Leather Ankle Boots**

Leather ankle boots are essential for fall. Opt for styles with classic designs and colors such as black, brown, or oxblood. These boots pair perfectly with skirts, trousers, and dresses, adding a touch of sophistication to any outfit while providing comfort and durability.

### **7. Double-Breasted Blazer**

The double-breasted blazer is a sophisticated alternative to the traditional single-breasted style. Choose a blazer in a classic color like navy or gray, and pair it with matching trousers for a polished look. This versatile piece works well for both business and casual settings.

### **8. Tweed Jacket**

A tweed jacket epitomizes classic elegance. Opt for a well-fitted jacket in a subtle tweed pattern, which pairs beautifully with skirts and trousers. This timeless piece adds texture and sophistication to your fall outfits, making it a staple for any elegant wardrobe.

### **9. A-Line Midi Skirt**

An A-line midi skirt is a flattering and versatile choice for fall. Choose a skirt in a rich fabric like wool or velvet, and pair it with a tucked-in blouse or sweater. This silhouette creates a graceful, classic look that’s perfect for both formal and casual occasions.

### **10. Silk Scarf**

A silk scarf is a versatile accessory that adds a touch of luxury to any outfit. Opt for scarves with classic patterns like paisley or floral. Drape it around your neck, tie it to your handbag, or wear it as a headband for a refined, sophisticated look.

### **11. Knit Dress**

A knit dress is perfect for transitioning from summer to fall. Choose a form-fitting knit dress in a neutral color or autumnal hue. Layer it with a blazer or trench coat and pair it with ankle boots for a chic, effortless look.

### **12. Wool Wide-Leg Pants**

Wool wide-leg pants offer both comfort and style. Opt for trousers in a classic color like navy or gray, and pair them with a fitted sweater or blouse. This silhouette provides a sophisticated alternative to traditional pants, adding a touch of elegance to your fall wardrobe.

### **13. Structured Handbag**

A structured handbag is a must-have accessory for fall. Choose a classic design in a neutral color like black or brown. This versatile piece complements any outfit, from tailored blazers to casual jeans, and adds a polished touch to your look.

### **14. High-Neck Sweater**

A high-neck sweater is both stylish and functional for cooler weather. Opt for a sweater in a rich, classic color or pattern. Pair it with tailored trousers or a skirt for a look that’s both cozy and refined.

### **15. Leather Pencil Skirt**

A leather pencil skirt adds a modern edge to classic elegance. Choose a skirt in black or brown, and pair it with a fitted blouse or cashmere sweater. This versatile piece can be dressed up or down, making it a staple for both office and evening wear.

### **16. Wool Wrap Coat**

A wool wrap coat combines warmth and style. Opt for a coat in a classic color like camel or gray, and cinch it with a belt for a flattering silhouette. This elegant outerwear piece works well over dresses and skirts, adding a touch of sophistication to your fall outfits.

### **17. Cable Knit Sweater**

A cable knit sweater adds texture and warmth to your fall wardrobe. Choose a sweater in a neutral or autumnal color, and pair it with jeans or a skirt. This classic piece is perfect for layering and provides a cozy, stylish option for cooler days.

### **18. Plaid Blazer**

A plaid blazer adds a touch of classic charm to any outfit. Opt for a blazer in traditional plaid patterns, and pair it with tailored trousers or a skirt. This versatile piece works for both professional and casual settings, adding a refined touch to your look.

### **19. Midi Dress with Belt**

A midi dress with a belt enhances your silhouette while providing a chic fall look. Choose a dress in a rich, seasonal color or classic print. Layer with a blazer or coat and pair with ankle boots for a sophisticated, elegant outfit.

### **20. Cashmere Cardigan**

A cashmere cardigan is a luxurious addition to your fall wardrobe. Choose a cardigan in a classic color, and layer it over dresses or blouses. This versatile piece adds warmth and sophistication to any outfit.

### **21. Tweed Skirt**

A tweed skirt is a classic fall staple. Opt for a skirt in a subtle tweed pattern, and pair it with a fitted sweater or blouse. This piece adds texture and elegance to your wardrobe, perfect for both work and weekend wear.

### **22. Wool Vest**

A wool vest provides a stylish layering option for fall. Choose a vest in a classic color like gray or navy, and pair it with a long-sleeve shirt or sweater. This versatile piece adds warmth and sophistication to your outfit.

### **23. Silk Blouse**

A silk blouse adds a touch of luxury to your fall outfits. Opt for a blouse in a classic color or print, and pair it with tailored trousers or a skirt. This elegant piece is perfect for both work and evening events.

### **24. Wide-Brimmed Hat**

A wide-brimmed hat adds a touch of sophistication to your fall look. Choose a hat in a classic color like black or camel, and wear it with your favorite fall outfits. This accessory provides both style and practical sun protection.

### **25. Midi Dress with Sleeves**

A midi dress with sleeves is perfect for cooler fall weather. Choose a dress in a rich, autumnal color or classic print, and layer with a blazer or coat. This versatile piece provides both style and warmth.

### **26. Statement Necklace**

A statement necklace adds a touch of glamour to any outfit. Opt for a necklace with classic, elegant design elements, and wear it with both casual and formal outfits. This accessory adds a sophisticated finishing touch to your fall wardrobe.

### **Conclusion**

Embrace the elegance and sophistication of old money style with these 26 chic fall outfits. From tailored blazers and classic trench coats to luxurious cashmere sweaters and stylish accessories, these pieces will ensure you stay stylish and refined throughout the autumn season. Ready to elevate your fall fashion? Click now on GoodAndBad for more inspiration and tips to achieve timeless style!

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