Did you know that the “old money aesthetic” has seen a significant surge in popularity, particularly among younger generations? On Instagram, the hashtag #OldMoney has amassed nearly a million posts, while #OldMoneyAesthetic has around 360,000 posts.
When it comes to Christmas Eve dressing, nothing quite captures the essence of timeless elegance like the old money style. I’m thrilled to share my insider tips on creating that perfectly curated ensemble that whispers luxury rather than shouts it. From cute Academia outfits for home dinners to elegant office dresses, let’s craft an outfit that feels both heritage-inspired and thoroughly modern!
Old Money Christmas Outfit Ideas
When I first started being part of my partner Catholic family’s Christmas Eve gatherings ten years ago, I made what I now fondly call my “sparkle mishap.” In my excitement to make an impression, I chose a sequined dress that, while beautiful, felt oddly out of place among his grandmother’s antique silver and the soft glow of tapered candles. That evening taught me the most valuable lesson about old money dressing: true elegance whispers, it never shouts.
An old money Christmas Eve outfit is refined, classic, and chosen with quality in mind. Think of pieces that are understated yet luxurious, the kind that feels timeless and could easily be passed down to future generations.
Blazer and Cashmere Pairing
Start with a tailored wool or cashmere blazer in classic shades like navy, forest green, or charcoal. This is your staple piece, adding an instant touch of elegance to your outfit. Underneath, a cashmere turtleneck or silk blouse provides a soft contrast while keeping the look cozy yet polished.

Dark Red Merino Wool Turtleneck Sweater
by Brooks Brothers
Herringbone Linen-Blend Blazer
by Polo Ralph-Lauren
Christmas Outfit with Skirt
For an evening old money Christmas aesthetic outfits that’s both feminine and relaxed, pair a wool or silk midi skirt in muted tones—think cream, champagne, or a soft brown—with a cozy knit sweater. This combination brings together effortless elegance with a touch of softness.

Wool and cashmere jumper
by Max Mara
Collegiate Ultra-fine Merino Wool Skirt
by LilySilk
Old Money Christmas Dress
For a Christmas party outfit that seamlessly transitions from day to night, consider a selection of dresses that exude old money elegance. For daywear, opt for a tailored wool or knit midi dress in soft neutrals or rich, understated colors like navy or forest green. These dresses offer warmth and sophistication, perfect for an office setting.

Wool-Blend Long-Sleeve Sweater Dress
by Ralph Lauren

Evanna Stand Collar A Line Dress by LilySilk
For an evening or cocktail look, choose timeless silk or velvet dresses with classic silhouettes—think a sleek sheath dress or a graceful wrap style in deep hues like burgundy or emerald green. This combination of refined fabrics and elegant cuts embodies understated luxury, ideal for any holiday occasion. And of course, another option is the little Black dress which you have in your wardrobe and which will be perfect for this occasion.


Jeany Silk Dress by the Reformation
Inset-Lace Georgette Dress by Ralph Lauren
Classic Accessories
Accessories are minimal but meaningful. Vintage pearl earrings, a delicate gold necklace, or a simple leather watch adds the finishing touch. If you’re looking to bring a bit of festive sparkle, a timeless brooch on your blazer or sweater is a subtle nod to the season.
Bold Huggie Hoops by Mejuri

Tiffany Solitaire Diamond Pendant

Old Money Jumper

When it comes to cozy holiday style, the right jumper can make all the difference. An “old money jumper” isn’t about loud prints or garish patterns; it’s about a quiet, sophisticated luxury that speaks volumes in its simplicity and quality.
- Focus on Fabric: Choose a jumper in high-quality materials like cashmere, merino wool, or even a cozy alpaca blend. These fabrics not only feel luxurious but also have a longevity that ensures they’ll look beautiful year after year.
- Timeless Patterns and Colors: Opt for a classic cable-knit in neutrals like cream, soft gray, or deep burgundy. If you prefer a bit of pattern, consider argyle or houndstooth in understated colors for a refined touch.
- Styling Ideas: Pair your jumper with tailored trousers or a pleated midi skirt for a look that’s comfortable but still polished. Layer a crisp white shirt underneath for added depth and sophistication, or throw on a blazer if you’re heading out.
These jumpers are pieces you’ll love wearing not only for Christmas but for many seasons to come, making them investments that pay homage to the old money aesthetic.
The Classic Crew in Cashmere by Everlane
Cashmere classic-fit crewneck sweater
by J.Crew
Valduggia Crewneck by Loro Piana
Old Money Nails
Even the smallest details can enhance the old money vibe, and nails are a subtle but important part of the look. Classic nail colors and styles are understated but polished, designed to complement your overall appearance without drawing too much attention.


- Classic Colors: Soft pinks, muted reds, and French manicures are timeless choices that add a clean, elegant finish. For a wintery touch, try a deep, muted red (think oxblood or burgundy) that’s sophisticated without being overly bold.
- Subtle Holiday Designs: If you’re looking for a festive touch, consider a simple accent nail in a muted gold or silver, or add a delicate snowflake design on one or two nails. The goal is to keep it subtle and refined.
- Nail Care Routine: Focus on well-kept nails with a clean shape and a natural-looking length. Regular moisturizing and cuticle care will keep your hands looking effortlessly elegant.
- Product Recommendations: Essie’s “Ballet Slippers” is a go-to for a soft pink, while Chanel’s “Rouge Noir” is a beautiful deep red. For a classic French tip, Dior’s Gel Shine Top Coat provides a glossy, salon-quality finish.
Old money nails are all about subtle sophistication, keeping things simple, clean, and perfectly polished.
Conclusion
Creating the perfect old money Christmas Eve outfit is about embracing timeless elegance while adding subtle holiday charm. Remember, true sophistication lies in the details – from your perfectly manicured nails to your carefully chosen knitwear. Now you’re ready to celebrate the season with grace and style that would make even the most established families proud.
To complete your old money wardrobe and continue curating a style that feels refined and enduring, be sure to check out our guide, 10 Timeless Pieces for Your Old Money Style Wardrobe for 2025. This post highlights essential pieces that embody elegance and sophistication, making them perfect investments for the year ahead.
Frequently Asked Questions About Old Money Style
What is considered old money?
Old money” refers to wealth that has been inherited over several generations, often tied to families with established societal standing. In fashion, the old money style emphasizes timeless, high-quality pieces that are passed down, embodying an understated elegance and luxury. Think of classic Ralph Lauren Christmas styles, Parisian outfits, or cozy but sophisticated 90s Christmas aesthetic outfits. Old money fashion avoids trends and instead focuses on quality fabrics, muted tones, and refined silhouettes—perfect for winter outfits and classy Christmas dinner gatherings.
What is the old money stereotype?
The old money stereotype often includes characteristics of refinement, discretion, and an air of effortless elegance. This style is associated with understated luxury, where one’s wealth is evident in the quality and classic style of clothing rather than flashy or trendy pieces. People imagine old money individuals at Christmas parties in elegant, subdued outfits, perhaps a Christmas outfit with a skirt and chic accessories or a Christmas aesthetic dress. The look is timeless and tasteful, often emulating a rich girl aesthetic or a preppy, polished charm that aligns with old money roots.
What does in the old money mean?
The phrase “in the old money” can imply a person’s connection to generational wealth and established social status. It also evokes an image of polished, sophisticated fashion—a “Sunday best outfit” with clean lines, such as a tailored blazer, refined Christmas chic outfit, or even a festive Christmas party outfit in red and white. For inspiration, these looks often echo preppy outfits, clean nails with a natural manicure, or casual yet classy girl nails. The old money style celebrates timeless elegance, a perfect fashion inspo for those looking to recreate classic looks like cute New York outfits or Christmas time outfits.