Old Money Christmas: Your 2024 Guide to Timelessly Elegant Christmas Eve Outfits

Classic old money Christmas jumpers neatly folded on a festive table, with a cozy wreath and holiday decor in the background. Perfect vintage-style Christmas sweaters featuring timeless designs in red, blue, and neutral tones, adding a sophisticated touch to holiday decor.

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.

Elegant woman embodying old money Christmas style, wearing a timeless herringbone blazer over a burgundy turtleneck. Set against a festive background with wreaths and holiday decorations, showcasing classic holiday fashion.

Dark Red Merino Wool Turtleneck Sweater
by Brooks Brothers

A sophisticated, long-sleeved burgundy turtleneck sweater, perfect for layering and adding a touch of timeless elegance to any outfit.

Herringbone Linen-Blend Blazer
by Polo Ralph-Lauren

Classic brown herringbone blazer with a tailored fit, embodying old money style with its structured silhouette and versatile design.

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.

Elegant woman in a cozy, minimalist setting, wearing a fitted camel-colored top paired with a dark brown pleated skirt. The look embodies understated sophistication and classic style, with a relaxed yet refined ambiance.

Wool and cashmere jumper
by Max Mara

Cozy camel-colored knit sweater with a relaxed fit, ideal for a chic yet comfortable look.

Collegiate Ultra-fine Merino Wool Skirt
by LilySilk

Elegant brown pleated midi skirt, adding a refined, flowing silhouette for a graceful and polished appearance.

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.

Elegant woman in a festive setting, wearing a classic black long-sleeve top and matching skirt. Standing by a beautifully decorated Christmas tree, she exudes timeless sophistication and understated holiday style.

Wool-Blend Long-Sleeve Sweater Dress
by Ralph Lauren

Minimalist black knit dress with long sleeves and a modest silhouette, a staple piece for a classic wardrobe.

 Evanna Stand Collar A Line Dress by LilySilk

Elegant cream-colored belted midi dress, featuring a high neckline and sophisticated tailoring, perfect for formal and casual settings.

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.

 Woman in a luxurious olive green satin gown with a high neckline, set against a rustic backdrop with terracotta arches and potted flowers. The dress's sleek silhouette and rich color create a striking, classy look, embodying refined elegance suitable for a chic, formal event.
Elegant woman wearing a black sheer lace dress with intricate detailing, standing in front of a beautifully decorated, snow-frosted Christmas tree. The timeless dress exudes an old money Christmas chic outfit, perfect for festive gatherings with a sophisticated, vintage touch.

Jeany Silk Dress by the Reformation

Glamorous olive green satin gown with a halter neck, exuding elegance and luxury for evening wear.

Inset-Lace Georgette Dress by Ralph Lauren

Black midi dress with sheer overlay and long sleeves, offering a blend of sophistication and delicate design.

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

Simple yet elegant gold hoop earrings, a timeless accessory that adds a touch of refinement to any outfit.

Tiffany Solitaire Diamond Pendant

Women with white shirt wearing delicate silver necklace with a single pendant, ideal for a minimalist and elegant look.

Old Money Jumper

Collection of folded vintage-style Christmas sweaters featuring classic Nordic patterns in rich colors like beige, navy, and burgundy. Surrounded by festive decor, these cozy knits embody timeless holiday elegance and old money style.

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.

Elegant hand with manicured light pink nails, holding a bottle labeled "old money Christmas nails." The soft pink shade exudes a timeless, classic holiday style, with a refined and minimalist aesthetic.
Manicured hand featuring rich, glossy burgundy nails, showcasing the old money Christmas nails style. The deep red tone adds sophistication and elegance, perfect for a classic and luxurious holiday look.
  • 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.

About the Author

Picture of Marija

Marija

Marija shares a slower approach to style from her home in Italy — one built on quality, quiet confidence, and a love for what lasts.

Leave a comment

SIMILAR POSTS

Join the Heritage Mode Maison Community – Timeless Fashion, Curated for You.