When it comes to dressing to impress, nothing exudes elegance and sophistication quite like “old money” style. This timeless aesthetic is all about classic, refined looks that stand the test of time. Whether you’re heading to a formal event, a business meeting, or a casual outing, these 15 old money dress to impress outfit ideas will help you look and feel your best.
1. Classic Tweed Suit
A tweed suit is a quintessential old money look. Opt for a well-tailored suit in a neutral color like grey or navy. Pair it with a crisp white shirt, a silk tie, and polished leather shoes. For a touch of elegance, add a pocket square and a pair of cufflinks.
Pro Tip: Choose a tweed suit with a subtle pattern to keep the look classic and not too bold.
| Item | Brand |
|---|---|
| Tweed Suit | Ralph Lauren |
| White Shirt | Brooks Brothers |
| Silk Tie | Gucci |
| Leather Shoes | Alden |
2. Tailored Blazer and Chinos
A tailored blazer paired with chinos is a versatile and sophisticated choice. Go for a navy or charcoal blazer and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers to complete the look.
Pro Tip: Choose a blazer with a slim fit to ensure a modern, polished appearance.
| Item | Brand |
|---|---|
| Blazer | J.Crew |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
3. Cashmere Sweater and Trousers
A cashmere sweater and trousers combination is both cozy and sophisticated. Opt for a V-neck or crew neck cashmere sweater in a rich color like burgundy or forest green. Pair it with tailored trousers in a complementary shade.
Pro Tip: Layer a silk pocket square in your blazer pocket for an added touch of refinement.
| Item | Brand |
|---|---|
| Cashmere Sweater | John Smedley |
| Trousers | Theory |
| Silk Pocket Square | Hermès |
4. Tuxedo with White Tie
For the most formal of occasions, a tuxedo with a white tie is the ultimate old money look. Choose a classic black tuxedo and pair it with a white tie, a white shirt, and patent leather shoes. Add a bow tie and a waistcoat for a touch of vintage charm.
Pro Tip: Ensure your tuxedo fits perfectly to avoid any bulk or sagging.
| Item | Brand |
|---|---|
| Tuxedo | Tom Ford |
| White Tie | Brioni |
| White Shirt | Charvet |
| Patent Leather Shoes | Allen Edmonds |
5. Flannel Suit
A flannel suit is a cozy and stylish choice for cooler weather. Opt for a grey or charcoal flannel suit and pair it with a button-down shirt and a silk tie. Add a pocket square and a pair of brogues to complete the look.
Pro Tip: Flannel suits are perfect for fall and winter, as they provide both warmth and style.
| Item | Brand |
|---|---|
| Flannel Suit | Ermenegildo Zegna |
| Button-Down Shirt | Brooks Brothers |
| Silk Tie | Gucci |
| Brogues | Church’s |
6. Leather Jacket and Chinos
A leather jacket paired with chinos is a modern take on the old money look. Choose a classic black or brown leather jacket and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers for a polished finish.
Pro Tip: Choose a leather jacket with a slim fit to maintain a sleek silhouette.
| Item | Brand |
|---|---|
| Leather Jacket | Schott NYC |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
7. Corduroy Blazer and Trousers
A corduroy blazer and trousers set is a unique and stylish choice. Opt for a deep navy or forest green corduroy blazer and pair it with matching trousers. Add a button-down shirt and a pair of oxford shoes to complete the look.
Pro Tip: Corduroy is a great fabric for fall and winter, as it is both warm and durable.
| Item | Brand |
|---|---|
| Corduroy Blazer | J.Crew |
| Corduroy Trousers | Uniqlo |
| Button-Down Shirt | Tommy Hilfiger |
| Oxford Shoes | Allen Edmonds |
8. Wool Overcoat and Suit
A wool overcoat paired with a suit is a classic and timeless look. Choose a navy or grey wool overcoat and pair it with a matching suit. Add a button-down shirt, a silk tie, and a pair of dress shoes to complete the outfit.
Pro Tip: A wool overcoat is perfect for colder weather, as it provides both warmth and style.
| Item | Brand |
|---|---|
| Wool Overcoat | Burberry |
| Suit | Ralph Lauren |
| Button-Down Shirt | Brooks Brothers |
| Silk Tie | Gucci |
| Dress Shoes | Alden |
9. Velvet Blazer and Trousers
A velvet blazer and trousers set is a luxurious and sophisticated choice. Opt for a deep blue or burgundy velvet blazer and pair it with matching trousers. Add a button-down shirt and a pair of loafers to complete the look.
Pro Tip: Velvet is a great fabric for evening events, as it adds a touch of elegance and sophistication.
| Item | Brand |
|---|---|
| Velvet Blazer | J.Crew |
| Velvet Trousers | Uniqlo |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
10. Linen Suit
A linen suit is a perfect choice for warmer weather. Opt for a light grey or beige linen suit and pair it with a button-down shirt and a silk tie. Add a pocket square and a pair of loafers to complete the look.
Pro Tip: Linen is a breathable fabric that is perfect for summer, as it keeps you cool and comfortable.
| Item | Brand |
|---|---|
| Linen Suit | Ralph Lauren |
| Button-Down Shirt | Brooks Brothers |
| Silk Tie | Gucci |
| Loafers | Cole Haan |
11. Tweed Blazer and Chinos
A tweed blazer paired with chinos is a versatile and stylish choice. Choose a navy or charcoal tweed blazer and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers to complete the look.
Pro Tip: A tweed blazer is a great investment piece that can be worn year-round.
| Item | Brand |
|---|---|
| Tweed Blazer | J.Crew |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
12. Leather Jacket and Suit
A leather jacket paired with a suit is a modern and edgy take on the old money look. Choose a classic black or brown leather jacket and pair it with a navy or grey suit. Add a button-down shirt and a pair of dress shoes to complete the outfit.
Pro Tip: A leather jacket adds a touch of rebellion to a classic suit, making it a perfect choice for a night out.
| Item | Brand |
|---|---|
| Leather Jacket | Schott NYC |
| Suit | Ralph Lauren |
| Button-Down Shirt | Brooks Brothers |
| Dress Shoes | Alden |
13. Corduroy Blazer and Chinos
A corduroy blazer paired with chinos is a unique and stylish choice. Choose a deep navy or forest green corduroy blazer and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers to complete the look.
Pro Tip: Corduroy is a great fabric for fall and winter, as it is both warm and durable.
| Item | Brand |
|---|---|
| Corduroy Blazer | J.Crew |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
14. Wool Overcoat and Chinos
A wool overcoat paired with chinos is a classic and timeless look. Choose a navy or grey wool overcoat and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers to complete the outfit.
Pro Tip: A wool overcoat is perfect for colder weather, as it provides both warmth and style.
| Item | Brand |
|---|---|
| Wool Overcoat | Burberry |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
15. Velvet Blazer and Chinos
A velvet blazer paired with chinos is a luxurious and sophisticated choice. Choose a deep blue or burgundy velvet blazer and pair it with khaki or grey chinos. Add a button-down shirt and a pair of loafers to complete the look.
Pro Tip: Velvet is a great fabric for evening events, as it adds a touch of elegance and sophistication.
| Item | Brand |
|---|---|
| Velvet Blazer | J.Crew |
| Chinos | Banana Republic |
| Button-Down Shirt | Tommy Hilfiger |
| Loafers | Cole Haan |
Conclusion
Dressing to impress with an old-money aesthetic is all about combining classic styles with modern touches. Whether you opt for a tweed suit, a tailored blazer and chinos, or a luxurious velvet blazer, these 15 outfit ideas will help you look and feel your best. Remember, the key to old money style is in the details, so pay attention to fit, fabric, and accessories to create a truly timeless look.
Happy styling!