Hi, I’m Liana Mali, a fashion blogger at wearlikewow, and if you’ve ever wondered how to achieve a timeless, sophisticated look this holiday season, you’re in the right place! “Old money style is all about understated luxury, elegance, and effortless charm,” and in this post, I’m sharing 21 best old money outfits for Christmas that will help you shine at any festive gathering.
Whether it’s a formal office party, an intimate family dinner, or a glamorous evening event, these outfits are designed to balance style, comfort, and sophistication.
My goal is to make the concept of old money fashion approachable for everyone, showing how classic pieces, neutral tones, and high-quality fabrics can instantly elevate your holiday wardrobe.
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Amazon Best Old Money Outfits for Women
What Are Old Money Outfits?
From tailored blazers and silk blouses to chic midi skirts and elegant accessories, each outfit idea combines timeless style with practicality. Over the years, I’ve found that investing in versatile, high-quality pieces not only enhances your confidence but also ensures you’re always ready for any festive occasion.
In this guide, you’ll discover how to layer, accessorize, and personalize your look while maintaining the refined simplicity that defines old money fashion.
By the end of this post, you’ll have 21 curated outfit ideas to inspire your holiday season wardrobe. These looks are perfect for creating Instagram-worthy moments, feeling confident, and enjoying the festive season in style.
21 Amazing Old Money Outfits for Christmas
1. Beige Cashmere Sweater with Camel Trousers
Shop Now from Amazon: Beige Cashmere Sweater + Camel Trousers + Brown Loafers + Tan Leather Bag
This outfit exudes understated elegance, perfect for office holiday parties or family gatherings. Soft cashmere ensures comfort, while camel trousers and classic loafers maintain a polished old money aesthetic. My tip: minimal gold jewelry elevates the look.
2. White Silk Blouse with Navy Pencil Skirt
Shop Now from Amazon: White Silk Blouse + Navy Pencil Skirt + Nude Heels + Beige Clutch
Sophisticated and timeless, this combo balances comfort and refinement. Ideal for formal Christmas dinners, the silk blouse drapes beautifully while the pencil skirt adds structure. I personally recommend a sleek low bun to complete the chic vibe.
3. Camel Trench Coat with Black Midi Dress
Shop Now from Amazon: Camel Trench Coat + Black Midi Dress + Black Pumps + Brown Leather Bag
Classic and versatile, this outfit works for evening holiday events. The trench coat adds sophistication, while the midi dress ensures comfort and elegance. Pro tip: add subtle pearl earrings for a refined finish.
4. Ivory Cashmere Cardigan with Taupe Trousers
Shop Now from Amazon: Ivory Cashmere Cardigan + Taupe Trousers + Nude Flats + Beige Satchel
Relaxed yet luxurious, this outfit is perfect for casual holiday gatherings. Soft fabrics keep you warm, and neutral tones reflect old money style. I advise layering with a silk scarf for extra chic appeal.
5. Red Wool Coat with White Blouse and Black Pants
Shop Now from Amazon: Red Wool Coat + White Blouse + Black Trousers + Black Heels + Black Handbag
Elegant and festive, this ensemble works for office or evening holiday events. The red coat adds a pop of color, while classic trousers and blouse maintain timeless sophistication. My experience: quality coats elevate even simple outfits.
6. Navy Blazer with Grey Midi Dress
Shop Now from Amazon: Navy Blazer + Grey Midi Dress + Nude Pumps + Brown Leather Bag
Polished and classic, perfect for professional holiday parties. The blazer adds structure while the midi dress ensures elegance and comfort. Tip: a simple watch enhances the sophisticated old money look.
7. Beige Turtleneck with Black Wool Skirt
Shop Now from Amazon: Beige Turtleneck + Black Wool Skirt + Black Heels + Tan Clutch
This combination blends comfort and timeless style, ideal for family or office gatherings. Wool ensures warmth while the turtleneck keeps it refined. I suggest pairing with subtle leather gloves for an extra luxe touch.
8. Cream Cashmere Dress with Nude Heels
Shop Now from Amazon: Cream Cashmere Dress + Nude Heels + Beige Clutch
Soft, luxurious, and elegant, this cashmere dress is perfect for intimate dinners or daytime holiday events. Comfortable and warm, it embodies understated old money style. Tip: gold accessories add a subtle festive glow.
9. Grey Wool Blazer with Beige Trousers
Shop Now from Amazon: Grey Wool Blazer + Beige Trousers + Brown Loafers + Tan Bag
Chic and versatile, this look works for office or casual holiday lunches. The tailored blazer and neutral trousers offer a polished aesthetic. My advice: add a silk scarf for sophistication.
10. White Button-Up Shirt with Navy Culottes
Shop Now from Amazon: White Button-Up Shirt + Navy Culottes + Nude Loafers + Beige Bag
Elegant yet relaxed, this outfit is ideal for daytime holiday parties. Culottes ensure comfort and mobility, while a crisp shirt maintains classic sophistication. Pairing with a minimal belt adds a finishing touch.
11. Beige Wool Dress with Brown Ankle Boots
Shop Now from Amazon: Beige Wool Dress + Brown Ankle Boots + Tan Handbag
Classic and cozy, perfect for winter holiday brunches. Wool keeps you warm while the simple silhouette radiates timeless elegance. My tip: a subtle leather belt highlights the waist elegantly.
12. Red Silk Blouse with Camel Skirt
Shop Now from Amazon: Red Silk Blouse + Camel Midi Skirt + Nude Heels + Brown Bag
Luxurious and festive, this outfit is perfect for office or family gatherings. Silk adds shine while the neutral skirt balances the look. I personally pair it with a delicate necklace for a polished finish.
13. White Cashmere Sweater with Grey Trousers
Shop Now from Amazon: White Cashmere Sweater + Grey Trousers + Black Flats + Tan Satchel
Timeless and refined, this ensemble works for casual yet elegant holiday events. Soft cashmere ensures warmth, while trousers provide a sleek silhouette. Tip: add pearl studs for a subtle old money touch.
14. Black Midi Dress with Beige Trench Coat
Shop Now from Amazon: Black Midi Dress + Beige Trench Coat + Black Heels + Tan Bag
Sleek and sophisticated, this outfit is ideal for evening holiday parties. The trench coat adds structure while the black dress keeps it timeless. I recommend a low chignon hairstyle for added elegance.
15. Ivory Blouse with Camel Pencil Skirt
Shop Now from Amazon: Ivory Blouse + Camel Pencil Skirt + Nude Pumps + Beige Clutch
Classic office-party look, balancing comfort and refinement. The pencil skirt elongates the silhouette, while the ivory blouse adds a soft, sophisticated feel. My advice: keep jewelry minimal for a chic finish.
16. Grey Cashmere Sweater with Black Slim Pants
Shop Now from Amazon: Grey Cashmere Sweater + Black Slim Pants + Black Flats + Tan Bag
Understated and elegant, perfect for casual holiday lunches or family dinners. Cashmere keeps you cozy while slim pants maintain structure. Tip: layer with a neutral scarf for added sophistication.
17. Beige Blazer with White Silk Shirt and Navy Pants
Shop Now from Amazon: Beige Blazer + White Silk Shirt + Navy Trousers + Nude Heels + Brown Bag
Polished and professional, ideal for office holiday parties. Neutral tones convey understated elegance. From my experience, pairing with a subtle leather watch elevates the outfit further.
18. Cream Turtleneck with Plaid Midi Skirt
Shop Now from Amazon: Cream Turtleneck + Plaid Midi Skirt + Brown Loafers + Beige Bag
Classic yet festive, perfect for daytime holiday events. The plaid skirt adds seasonal charm while a neutral turtleneck keeps it refined. Tip: tuck in the turtleneck for a structured, elegant look.
19. Red Cashmere Sweater with Grey Wool Skirt
Shop Now from Amazon: Red Cashmere Sweater + Grey Wool Skirt + Black Heels + Tan Bag
Cozy and sophisticated, ideal for family gatherings. Red adds a festive pop while grey wool keeps it timeless. My tip: subtle gold accessories bring understated elegance.
20. White Silk Blouse with Black High-Waist Pants
Shop Now from Amazon: White Silk Blouse + Black High-Waist Pants + Black Heels + Beige Clutch
Sleek and chic, perfect for formal holiday dinners or office parties. The high-waist pants elongate the legs while the silk blouse drapes elegantly. Pair with a classic watch for a polished touch.
21. Beige Wool Coat with Camel Dress
Shop Now from Amazon: Beige Wool Coat + Camel Dress + Nude Heels + Tan Bag
Timeless and luxurious, this outfit is perfect for winter evening events. The wool coat ensures warmth while the camel dress exudes understated elegance. Tip: soft curls enhance the old money aesthetic effortlessly.
21 Best Old Money Outfits for Christmas Party
1. Long Coat with Old Money Style Pants
A camel or navy long coat paired with high-waist tailored pants creates a polished look. Brands like Max Mara or Theory have stunning options.
2. Turtleneck Skinny Top with Satin Skirt
A slim-fit turtleneck tucked into a satin midi skirt screams elegance. Opt for rich hues like burgundy or emerald for a festive twist.
3. Off-the-Shoulder Red Top with Jeans
For a semi-casual event, style a chic off-the-shoulder red top with dark skinny jeans. Finish with pointed-toe heels.
4. Cropped Blazer with White Trousers
Pair a tailored cropped blazer with crisp white trousers for a refined yet modern outfit. Check out Zara or Reiss for stylish options.
5. V-Neck Satin Top with Midi Skirt
Combine a deep V-neck satin blouse with a pleated midi skirt for a touch of glamour.
6. Sleeveless Sweater with Straight Formal Pants
Layer a sleeveless knit sweater over a white button-up shirt and pair it with straight-leg trousers for a preppy old-money look.
7. Sleeveless White Top with White Dress Pants
Monochrome always makes a statement. Add gold accessories to elevate the ensemble.
8. Christmas Party Red Wrap Classy Dress
A wrap dress in red flatters all body types and aligns perfectly with the festive season.
9. Off-the-Shoulder Black Jumpsuit
A black jumpsuit with a structured off-the-shoulder neckline is a minimalist’s dream. Brands like COS or Club Monaco excel in this style.
10. Classy Red Mini Top with Red Leggings
For a bold monochrome look, pair a fitted red top with matching leggings and a statement belt.
11. Classy Halter Neck Dress
Halter necklines are effortlessly chic. Choose one in a dark hue or festive red for a classy touch.
12. Black Button Top with Shorts
Style a sleek black button-down top with tailored shorts and sheer tights for a playful yet elegant look.
13. Red One-Shoulder Dress
A one-shoulder silhouette is timeless. Pair it with gold heels for added glamour.
14. Off-the-Shoulder Top with Formal Classy Pants
For a refined outfit, match an off-the-shoulder blouse with tailored trousers in a neutral tone.
15. Halter Neck Top with Dress Pants
A halter neck top and high-waist dress pants strike the perfect balance between trendy and traditional.
16. White Christmas Party Dress
Nothing says “old money” like a classic white dress. Look for satin or lace details to elevate the look.
17. White Blazer Set
Pair a white blazer with tailored pants for a sleek, monochrome look.
18. Long White Cardigan with Satin Dress
Layer a long cardigan over a satin slip dress for an effortlessly elegant outfit.
19. Old Money Button Top with Midi Skirt
Combine a vintage-inspired button-up blouse with a pleated midi skirt for a timeless look.
20. Red Mini Dress with Winter Fur Jacket
Add a festive fur jacket to a simple red mini dress for a cozy yet luxurious vibe.
21. White Blazer with Black Midi Dress
Pair a tailored white blazer with a fitted black midi dress for a striking contrast.
Tips for Perfecting the Old Money Look
Focus on Tailoring: Well-fitted clothes are the cornerstone of this aesthetic.
Choose Neutral and Rich Colors: Stick to whites, creams, navy, and jewel tones.
Accessorize Minimally: Pearl earrings, a silk scarf, or a leather belt can complete the look.
Invest in Quality Fabrics: Materials like cashmere, wool, and satin elevate your outfit.
Avoid Over-Branding: Subtlety is key—opt for discreet luxury.
FAQs About Styling Old Money Outfits
1. How do I achieve the old money aesthetic on a budget?
Look for timeless pieces at thrift stores or opt for affordable brands that focus on classic designs, such as Uniqlo or Everlane.
2. What accessories pair best with old money outfits?
Pearls, silk scarves, leather handbags, and loafers are iconic choices.
3. Can old money style include bright colors?
Yes, but keep the palette limited to one or two bright shades, like red or emerald, balanced with neutrals.
4. Is old money fashion suitable for casual settings?
Absolutely! Opt for tailored jeans, loafers, and a cashmere sweater for a relaxed yet refined look.
5. Where can I find affordable Christmas party outfits?
Check out brands like H&M, Mango, and ASOS for budget-friendly yet elegant options.
Conclusion
Embracing the old money aesthetic doesn’t have to be intimidating. From structured blazers to elegant dresses and luxurious accessories, these 21 best old money outfits for Christmas show how understated elegance can make a big impact. The key is choosing quality fabrics, classic silhouettes, and timeless colors to create a sophisticated holiday look.
I hope these outfit ideas inspire you to experiment with your wardrobe and try new combinations, layering, and accessories to achieve that effortlessly chic vibe. Remember, old money style is as much about confidence as it is about clothing.
Which outfit is your favorite? Share your thoughts in the comments and let me know how you plan to style your festive holiday wardrobe this season. With these tips and outfit inspirations, you’ll be ready to impress and enjoy the holidays in style.
With love,
Liana Mali, wearlikewow
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