From Work to Weekend: How to Transition Your Look (For Men)

Shifting from a business-ready appearance to a laid-back weekend vibe doesn’t have to be a challenge. As a man, there’s a fine line between looking polished at the office and relaxed on your days off. The good news? With just a few smart adjustments, you can easily transition your look without compromising on style or comfort.

Here’s how to take your wardrobe from work to weekend:

1. Lose the Tie, Keep the Shirt

When you're in the office, it's often necessary to wear a button-up shirt and tie. However, once the weekend hits, you can drop the tie and go for a more relaxed approach. Unbutton the top few buttons of your shirt to give it a more casual feel, or opt for a shirt with a slightly more relaxed fit or a soft, breathable fabric like linen or cotton. This creates a laid-back vibe without looking too messy.

For an even more effortless look, consider swapping your collared shirt for a simple, well-fitted polo. It's a great alternative that maintains a degree of polish while ensuring you’re comfortable.

2. Swap the Dress Shoes for Casual Kicks

After a week spent in dress shoes, loafers, or brogues, it’s time to give your feet a break. Sneakers, loafers, or casual boots are a great choice for the weekend. Sneakers, in particular, are versatile and can complement everything from jeans to chinos. Look for sleek, minimalist designs or clean white sneakers for a chic yet understated look.

If you’re not into sneakers, a good pair of leather loafers or desert boots can elevate a casual outfit while keeping it comfortable. Just make sure they’re well-maintained and not too formal—this isn’t the time for overly polished, office-ready shoes.

3. Switch to Casual Pants

Say goodbye to dress trousers and opt for more casual pants like chinos, well-fitted jeans, or even stylish joggers. A pair of slim-fit or straight-leg jeans in a dark wash works well for both daytime outings and evening activities. Chinos are also a great choice because they can be dressed up or down depending on what you pair them with.

For more comfort, especially if you plan on being active over the weekend, choose a pair of joggers. These aren’t your average gym sweatpants—they’re often made from more refined materials, like cotton blends, that still look sharp without the stiffness of formal pants.

4. Layer with a Lightweight Jacket or Hoodie

When you're working, a blazer or a structured jacket might be your go-to piece. But for the weekend, you want something a little more relaxed. A lightweight jacket, like a denim jacket or a bomber, can instantly give your outfit a more casual, yet still stylish, feel.

A hoodie is also a great option, especially if you're running errands or meeting friends for a casual hangout. Layer it over a t-shirt or even a collared shirt for a touch of personality without looking too laid-back. If the weather is chillier, a casual jacket like a field jacket or utility jacket can elevate your outfit while keeping you warm.

5. Embrace Casual Tops

Work outfits often revolve around collared shirts, dress shirts, and button-ups. For the weekend, however, it’s time to embrace the freedom of casual tops. A simple graphic tee or a henley shirt offers comfort and style without being too laid-back.

If you're not into bold graphics, a plain crew-neck t-shirt or a long-sleeve shirt with a relaxed fit can still look put-together without appearing too dressed-up. For a more polished touch, a lightweight sweater or knitted top works well, especially if you want to look stylish for a dinner or gathering.

6. Simplify Your Accessories

The accessories you wear for work often follow a more structured and formal approach—think cufflinks, ties, or pocket squares. For the weekend, however, you can scale it back and go for a more understated, minimalist approach.

A sleek, simple watch can be a standout piece without feeling overdone. Leather straps or metal bands both work well for weekend wear. Avoid large, flashy pieces, and opt for something that complements your outfit without stealing the spotlight. A casual bracelet, a subtle necklace, or even a simple ring can add personality without clashing with the rest of your look.

7. Play with Colors and Patterns

Weekends are a great time to experiment with colors and patterns you might not wear to the office. Earth tones, pastels, or even a pop of color can bring energy to your weekend look. Opt for gingham, plaid, or even a casual print that expresses your personal style.

If you’re not a fan of bold patterns, you can stick to subtle variations—think a navy or olive green shirt paired with neutral bottoms. Weekend style is about feeling free to express yourself, so don’t be afraid to incorporate textures and colors you might avoid during the workweek.

8. Go for a Relaxed Fit, But Avoid Baggy

While comfort is key, one of the easiest mistakes to make when transitioning your look from work to weekend is choosing clothes that are too baggy or loose. It’s important to strike the right balance—comfortable, but still well-fitted.

Opt for garments that have a relaxed fit but aren’t too oversized. This helps keep the outfit looking intentional, while ensuring that you still feel comfortable throughout the weekend. Whether you’re wearing a relaxed-fit t-shirt or loose chinos, make sure the fit flatters your body shape.

Final Thoughts

Transitioning from work to weekend style doesn’t require a complete wardrobe overhaul—it’s all about strategic swaps and embracing a more casual, laid-back vibe. By making small changes, like swapping out dress shoes for sneakers, layering with casual jackets, and playing with relaxed-fit clothing, you can effortlessly shift your look from office-ready to weekend-appropriate without missing a beat.

Keep it simple, keep it comfortable, and most importantly, have fun with your weekend style. After all, the weekend is your time to unwind and express a little more personality through your wardrobe.