Suit with Chelsea Boots Dressy Winter Outfits In Their 30s

Favorite

Unfavorite

White Dress Shirt Navy Tie Tobacco Overcoat Grey Plaid Wool Suit Dark Brown Leather Chelsea Boots

Consider wearing a suit and a tobacco overcoat to look like a stylish dandy at all times. Feeling adventerous? Dress down your ensemble by rounding off with a pair of chelsea boots. While it can be a bit daunting to stay fashionable in uncomfortably cold temps, it's combos like this that prove it's totally possible. When it comes to fashion tips for over-30 gentlemen, this look looks nice on most.

Favorite

Unfavorite

Dark Brown Wool Hat Light Blue Dress Shirt Navy Polka Dot Tie Dark Brown Plaid Overcoat Charcoal Check Wool Suit Brown Leather Chelsea Boots

A suit and a dark brown plaid overcoat are among the unshakeable foundations of any good wardrobe. Finish with a pair of chelsea boots to power up this ensemble. In the winter season, when practicality is the priority, it can be easy to surrender to a less-than-stylish look. However, this look is a bright example that you totally can stay toasty and remain stylish during the winter season. This ensemble looks incredible no matter how old you are.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Beige Print Tie Brown Plaid Scarf Tobacco Overcoat Dark Brown Suit Black Leather Chelsea Boots

Wear a suit with a tobacco overcoat to look like a proper dandy at all times. For a stylish hi/low mix, add chelsea boots to this ensemble. In winter, when comfort is essential, it can be easy to surrender to a less-than-stylish getup in the name of functionality. However, this getup proves that you can actually stay warm and remain stylish during winter. This one is a nice and mature ensemble for 30-something Millennial gentlemen.

Favorite

Unfavorite

Tan Wool Turtleneck Brown Houndstooth Overcoat Dark Brown Leather Watch Burgundy Suit Tan Suede Chelsea Boots

Go for something elegant yet current with a suit and a brown houndstooth overcoat. Infuse a more laid-back vibe into this getup by sporting a pair of chelsea boots. In winter, when warmth is imperative, it can be easy to settle for a less-than-stylish look in the name of functionality. This look, however, is a shining example that you totally can stay toasty and remain stylish in winter. If you want people to see maturity in you, an outfit like this is what you're looking for.

Favorite

Unfavorite

White Dress Shirt Navy Paisley Silk Scarf Black Leather Belt Tan Canvas Zip Pouch Black Overcoat Navy Suit Black Leather Chelsea Boots

For refined style with a modern finish, try teaming a suit with a black overcoat. Wondering how to round off? Complete this outfit with chelsea boots for a more laid-back touch. We suggest this one if you're searching for a winter-appropriate outfit that's as stylish as it is practical. Those who are curious how to stay stylish as you head into your 30s, you have your answer.