Did you know that nearly one-third of people start planning their Valentine’s Day purchases, including outfits, weeks in advance? Choosing the perfect look can make the day feel even more special! For those who want to embrace an Old Money Valentines Date Outfit and stand out with a timeless, elegant look, we’ve created a guide just for you.
Whether you’re searching for a Classy Valentine’s Day Outfit to elevate your evening plans, a chic Valentine’s Brunch Outfit for a daytime date, or even an elegant Valentine’s Day Dress that exudes timeless elegance, these ideas will inspire you. To add a touch of romance, we’ve also included elegant Valentine’s Day Lingerie options for a beautifully refined look. Embrace a classic old money aesthetic this Valentine’s Day, and find your perfect V-day outfit here!
Classy Valentine’s Day Outfit
Choosing a Valentine’s Date Night Outfit that’s timeless and elegant makes all the difference for a memorable day. Rather than chasing trends, opt for pieces that feel polished, confident, and effortlessly sophisticated. Start with a key item like a silk blouse or a sleek dress in a classic shade like black, burgundy, or blush. Pair it with a well-structured blazer or a classic trench coat, adding warmth and refinement, especially for an evening out.
For bottoms, consider a pencil skirt or tailored trousers, which add sophistication without feeling too formal, allowing you to feel comfortable and poised. Add subtle accessories like diamond earrings, a quilted bag, and sheer tights to enhance the outfit with understated elegance. For footwear, choose elegant heels for an evening look or chic loafers for a daytime vibe, completing the ensemble with a touch of red lipstick to bring everything together. This curated mix of luxurious textures and timeless pieces captures the essence of old money elegance, making you feel beautifully put-together for any Valentine’s Day occasion.
Silk Blouse by Lily Silk
A versatile silk blouse in classic shades like ivory or blush adds a touch of old money sophistication to any outfit.
MaxMara Red Skirt
A tailored pencil skirt in neutral or red color provides a sleek silhouette, perfect for pairing with a silk blouse.
Reformation Dana Cashmere Crew Sweater
A luxurious cashmere sweater offers both comfort and elegance, ideal for a cozy old money Valentine Date.
Loafers by Sam Edelman
Comfortable yet chic, these loafers are ideal for a daytime Valentine’s outing.
Kitten Heel Slingback by Ann Taylor
Elegant heels that add height and grace to your outfit, suitable for evening events.
Cap Toe Hardware Leather Slingback Pump
The Kitten Heel Slingback Pump adds a touch of elegance with its shiny hardware detail, pointy toe, and a comfortable padded footbed, making it perfect for refined, all-day wear.
Classic Trench Coat by Banana Republic
A classic trench coat provides a polished outer layer, perfect for cooler weather.
The Lily Silk Scarf by Milaner
A silk scarf adds a pop of color and elegance to your ensemble.
Mejuri Diamond Pave
The Mejuri Pavé Diamond Oversized X Studs are handcrafted in 14k yellow gold and adorned with responsibly sourced pavé diamonds, featuring a gentle overlap of tubular lines inspired by the “XO” signoff, symbolizing affection and self-love.
Pure 10 Tights by Wolford
High-quality sheer tights provide a polished finish to your old money Valentine’s outfit.
Chic Valentines Brunch Outfit
Planning a Chic Valentine’s Brunch Outfit is a delightful way to celebrate the day with style and elegance. Whether you’re enjoying a cozy indoor brunch or stepping out into the crisp winter air, choosing the right ensemble can make all the difference. Here are some outfit ideas and styling tips to help you look effortlessly sophisticated.
Reformation Lula Dress
A mini-length dress featuring a high neckline, short sleeves, and ruching at the bodice, offering a flattering and feminine silhouette.
Reformation Shyla Dress
The Reformation Shyla Dress is a midi-length dress featuring short puffed sleeves, a sweetheart neckline, and a front tie detail, offering a romantic and timeless silhouette, perfect for old money Valentines Brunch Date.
Sezane Nola Dress
The Sézane Nola Dress is a fitted midi dress crafted from a blend of merino wool and organic cotton, featuring long sleeves, a ribbed knit texture, and a high neckline, embodying timeless elegance and comfort.
Old Money Valentine’s Day Dress
To capture the essence of the Old Money aesthetic this Valentine’s Day, opt for dresses that exude a sense of timeless elegance and understated luxury. The old money style is all about refined sophistication, where each piece feels classic and effortlessly graceful. Choosing dresses with structured, classic silhouettes and rich fabrics like silk, cashmere, or lace can elevate your look and give it that lasting appeal, perfect for a memorable day. A well-chosen Valentine’s Day dress should feel chic yet polished, with tailored fits and colors that echo sophistication, such as deep reds, soft pastels, and timeless neutrals.
Whether it’s a romantic dinner, a stylish brunch, or an evening party, finding the right dress in line with this aesthetic will make your Valentine’s Day outfit feel special and refined. Each piece has been selected with timeless appeal in mind, offering versatile options that make you feel polished, graceful, and elegant for any Valentine’s occasion.
Reformation Bryson Dress
A striking red dress with a fitted bodice and flowing skirt, perfect for a sophisticated Old Money Valentine’s Date look.
Sezane Dorotha Dress
A vibrant red dress with delicate shoulder tie details and a square neckline, offering a playful yet sophisticated look that’s perfect for a romantic occasion.
Leonor satin fitted midi dress
An elegant ivory midi dress with a flattering square neckline and flared skirt, capturing timeless grace.
Roberto Cavalli Mock-Neck Sleeveless Dress
A classic sleeveless black midi dress with a high neckline, exuding sophistication and minimalist charm, ideal for refined occasions.
Reformation Jamen Knit Dress
A sleek off-shoulder black midi dress with a fitted silhouette, perfect for an elegant evening look.
Elegant Valentine’s Day Lingerie
Valentine’s Day wouldn’t be complete without a touch of elegance in even the most intimate details. Choosing refined lingerie is a way to elevate your look and add an air of classic romance to the day. Opt for luxurious fabrics like silk, lace, or satin that feel as good as they look, focusing on timeless styles rather than trends. A beautifully crafted lingerie set can provide a sense of confidence that shines through, enhancing not only your outfit but also your own sense of elegance and poise. Consider soft hues like blush, ivory, or classic black to embody that old-money charm, capturing a refined look that will make this Valentine’s Day feel truly special.
Red lace underwired bra by La Perla
A luxurious red lace underwired bra that combines romantic allure with sophisticated support, perfect for timeless Old Money Valentines look.
Luxe Classic Garter Belt by Fleur du Mal
A chic and sophisticated black garter belt crafted from luxurious satin, adding a timeless touch of allure to any lingerie ensemble.
Silk Satin Slip Dress by Intimissimi
Conclusion
Valentine’s Day is the perfect occasion to celebrate the beauty of timeless elegance, whether through a sophisticated evening outfit, a chic brunch look, or the refined allure of classic lingerie. Embracing an old-money aesthetic allows you to create an ensemble that feels memorable and poised, celebrating romance in a way that resonates with both style and substance. By choosing pieces that exude classic grace, you’ll feel confident, polished, and beautifully yourself, capturing the true spirit of Valentine’s Day.
In the end, a Valentine’s look is more than just an outfit—it’s a reflection of your personal style and a celebration of enduring elegance. This February 14th, let your choices be a testament to sophistication, allowing you to feel at once effortlessly chic and beautifully timeless. After all, true style is eternal, and what better way to honor that than with a Valentine’s Day ensemble that embodies grace, quality, and classic charm.
or more inspiration on building a wardrobe filled with timeless pieces, explore our Old Money Style Guide: 10 Timeless Pieces Every Wardrobe Needs.
Frequently Asked Questions for Old Money Valentines Outfit
What to wear for Valentine’s party?
For a Valentine’s party, consider an outfit that embodies timeless elegance with a touch of romance. Opt for a dress with a classic silhouette, such as a fitted midi or a sophisticated A-line style, in shades like deep red, blush, or black. Luxurious fabrics like silk, satin, or lace create a refined look that captures the old-money aesthetic. Pair it with delicate diamond or pearl earrings, a chic clutch, and understated heels or slingbacks. For outerwear, a tailored trench or classic blazer completes the look, balancing glamour with polished sophistication.
What was Valentine’s Day like in the 1800s?
In the 1800s, Valentine’s Day was celebrated with heartfelt tokens and carefully crafted love letters rather than commercial gifts. Romantic gestures were simpler and focused on expressions of genuine sentiment, often through handwritten notes adorned with poetic verses. Many also exchanged handmade cards decorated with lace and ribbons, symbolizing affection and admiration. For the upper class, these tokens often carried an air of formality and refinement, reflecting a sense of old-world charm and personal elegance that aligns with the timeless style celebrated today.
What are examples of old money today?
Examples of old money today include families like the Rockefellers, Vanderbilts, and Rothschilds, who have generational wealth and uphold a culture of refined elegance and understated luxury. Old money style emphasizes quality over ostentation, favoring timeless wardrobe pieces like tailored blazers, silk scarves, and classic trench coats. It’s an aesthetic rooted not in trends but in carefully chosen, lasting pieces that embody sophistication and a legacy of tasteful simplicity. Brands like Brooks Brothers, Ralph Lauren, and Hermès also reflect this old-money aesthetic, producing pieces known for their quality, heritage, and timeless appeal.
