How to Dress Old Money for Winter: A Men’s Guide

Old Money Style is a timeless aesthetic that exudes elegance, refinement, and understated luxury. It’s a style that transcends trends and remains relevant year after year. For winter, the old money aesthetic takes on a cozy and sophisticated charm. Here’s a guide on how to dress old money for the colder months:

Key Elements of Old Money Style

  • Quality over Quantity: Invest in high-quality pieces that will last for years. Look for classic designs and durable materials.
  • Timeless Pieces: Avoid fast fashion trends and focus on timeless classics like tailored suits, cashmere sweaters, and leather accessories.
  • Subtlety: Old Money style is about understated elegance. Avoid excessive branding or flashy details.
  • Attention to Detail: Pay attention to the fit, fabric, and accessories. A well-tailored suit and polished shoes can elevate any outfit.

Winter Essentials for Old Money Style

  1. Tailored Suit: A well-made suit is a cornerstone of old money style. Opt for a classic navy or charcoal gray suit with a slim fit.
  2. Cashmere Sweater: A cashmere sweater is a luxurious and versatile piece that can be dressed up or down. Choose a neutral color like camel, navy, or gray.
  3. Overcoat: A classic overcoat is a must-have for winter. Consider a timeless style like a peacoat or a Chesterfield coat.
  4. Chinos or Corduroy Pants: These pants are comfortable and versatile, perfect for casual outings or dressing down a suit.
  5. Button-Down Shirts: A crisp button-down shirt is a staple of old money style. Opt for high-quality fabrics like Oxford or cotton twill.
  6. Ties and Pocket Squares: Complete your outfit with a silk tie and a pocket square. Choose classic patterns and colors that complement your suit.
  7. Leather Accessories: Invest in high-quality leather accessories like a belt, shoes, and a briefcase.

Color Palette

Old Money style favors a muted color palette. Stick to classic colors like navy, gray, brown, and black. For a touch of color, consider adding a pop of burgundy or olive green.

Layering

Layering is key to staying warm and stylish in the winter. Combine a sweater with a vest or a blazer for a sophisticated look.

Footwear

Invest in a pair of high-quality leather shoes. Classic styles like loafers, oxfords, or Chelsea boots are perfect for old money style.

Accessories

  • Watches: A classic timepiece is a must-have accessory. Consider a vintage watch or a minimalist design.
  • Scarves: A cashmere scarf is a luxurious and practical accessory. Choose a neutral color or a subtle pattern.
  • Hats: A fedora or a beanie can add a touch of sophistication to your winter outfit.

Grooming

Pay attention to your grooming. A well-groomed appearance is essential for old money style. Ensure your hair is neatly styled, your beard is well-trimmed, and your nails are clean.

By following these guidelines, you can incorporate the timeless elegance of old money style into your winter wardrobe. Remember, the key to achieving this look is quality, attention to detail, and a sense of understated sophistication.