Old money style is all about looking put together without trying too hard. After all, the best old money fall outfits for men don’t rely on designer labels or passing trends. Instead, they combine simple colors, clean fits, and versatile pieces that work for everything from weekend outings to dinner plans.
The best thing about old money fall outfits for men is that you don’t have to spend tons or invest in a completely new wardrobe to look good. By strategically shopping for a few key items, you can create a range of timeless fall outfits without spending a fortune. This way, you can have looks that work for fall and for years to come.
Versatile Pieces for Old Money Fall Outfits for Men
The best old money fall outfits for men combine classic wardrobe staples with rich autumn colors, tailored fits, and subtle textures. You don’t need designer clothing to achieve this look, either, since a few sekect pieces can create nice outfits for everything from casual weekends to evenings out.
1. Crewneck Sweaters
A cozy crewneck sweater is a closet staple for fall because it’s simple and easy to layer. The key here is to focus on quality fabrics, like merino wool or cashmere. While the sweaters may cost more upfront, they tend to hold their shape better and last longer, which makes them a worthwhile investment for your old money wardrobe.
2. Ribbed Knit Cardigan
If you want to add some texture to your outfit, you can’t go wrong with a ribbed knit cardigan. The thicker knit also adds extra warmth for those chilly fall mornings or brisk afternoon walks. Layer it over an Oxford shirt or under a wool coat for a timeless look that’s perfect for the season.
3. Oxford Shirts
There’s nothing wrong with a button up dress shirt, but an Oxford shirt is a better option if you’re after the old money vibe. It’s also nice to have something with a little bit thicker fabric for fall. While we recommend sticking with solid patterns and neutral colors, you can also opt for subtle stripes or checks if you want something a bit more playful.
4. Tailored Chinos
When it comes to finding bottoms that work with old money fall outfits for men, you’ll definitely want a few pairs of tailored chinos. These pants will give you a clean silhouette that can be dressed up or down. Straight leg or gently tapered cuts are flattering options, making even the simplest outfit look more polished and refined.
5. Corduroy Trousers
Corduroy is one of those fabrics that’s a natural choice for fall. Finding a pair of corduroy pants will add dimension and depth to your outfit while still fitting with the understated old money style. Again, stick to classic, neutral shades like camel, olive, or dark navy as they work well with the fabric’s ribbed finish.
6. Wool Coats
As the days get cooler, you’ll be glad you invested in a nice wool coat. Instead of a trendy jacket that only works with a few outfits, a wool coat is a timeless choice that goes with most outfits and leaves plenty of room to layer up when it gets cold. Fit here is also very important, so pay attention to shoulder fit, sleeve length, and overall length.
7. Quilted Jacket
If you’re after that relaxed countryside look, a quilted jacket is an essential item for your old money fall outfits for men. Lighter than a wool coat, it’s perfect for mild afternoons or outings where you don’t need to dress as formally. We recommend one with a water resistant outer fabric, as it’ll help you stay dry on rainy fall days.
8. Leather Boots
Pull your entire look together with a polished pair of leather boots. Depending on the rest of your outfit, there are so many different fall boot styles to choose from. For example, Chelsea boots offer a sleek, streamlined look that pairs well with tailored pants, while lace up boots bring a rugged, classic countryside charm.
Tips for Putting Together Old Money Fall Outfits for Men
- Stick with neutral colors: Building your wardrobe around shades of navy, cream, camel, olive, and brown makes it easier to create several outfits with fewer pieces.
- Focus on the fit: If you want to look polished, it’s important that the clothes fit your body proportions. You don’t want anything overly tight or too loose.
- Mix textures: Autumn is the season for playing around with textures, so don’t be afraid to wear and mix wool, corduroy, suede, and cotton pieces.
- Avoid heavy logos: Old money fall outfits for men should be understated, so try to keep branded clothing and flashy accessories to a minimum.
- Layer with purpose: Layering is key to dressing warm for fall, so choose items that complement each other in both color and fit. This is also a great way to add depth to your outfits.
- Think about formal wear: Going to a formal fall wedding? A fitted tuxedo is a timeless option if you are trying to achieve that old money look.
- Pay attention to details: Subtlety is an important factor when learning how to dress well. A tucked-in shirt, a matching leather belt, or neatly rolled sweater sleeves can make or break your outfit.
Styling Your Old Money Fall Outfits for Men
You don’t need to spend a fortune to build a wardrobe of old money fall outfits for men, because with a few classic staples and layers, you can put together timeless looks that make you look like a million bucks (without spending nearly that much!).
The best thing about these old money fall outfits for men is how easy they are to style throughout the season. Whether you’re going on an outdoor trip or checking off items on your fall bucket list, these outfits will keep you looking and feeling your best. When you invest in the right pieces, you’ll find that getting dressed for fall is much easier than you may think!
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