As we hit mid-2021, it’s clear that this year is shaping up to be a particularly stylish one for men. The transition from sweltering summer nights to cozy fall evenings has brought with it an exciting new wave of fashion trends for guys to explore.
For most men, the work wardrobe is a well-oiled machine – either you follow a predetermined dress code or have developed your own trusty uniform.
However, when Friday rolls around and the weekend’s possibilities start to unfold, things can get a bit tricky. That’s why I’ve curated a selection of weekend outfit inspiration for guys looking to shake things up and make the most of their Saturday and Sunday.
With this stylish smorgasbord, you’ll find everything from laid-back essentials to bold statements, all designed to help you navigate the unpredictable terrain of weekend dressing with ease.
How To Dress On Weekends?
When it comes to conquering your weekend to-do list, comfort is paramount. To elevate a casual outfit and make the most of your downtime, consider accessorizing it with statement pieces that reflect your personal style. For an added touch, get creative with colors and try pairing unexpected hues for a unique look. Additionally, outfits should be carefully curated based on the season and occasion to ensure you’re dressed appropriately for any situation that may arise.
It’s also important to prioritize quality and fit over quantity, as a few well-chosen pieces can make a bigger impact than a large collection of mediocre items. As you plan your weekend escape, consider what you’ll be doing – whether it’s watching movies with friends, attending a party, or simply relaxing at home – and let that guide your wardrobe choices. By dressing in a way that reflects your personality and the occasion, you’ll be well on your way to making the most of your time off.
↓ 35. The Party Goer
Elevate your party style without going overboard! A clever combination of a polo short and white chinos can make you stand out from the crowd. Pair it with brogue shoes to add an air of sophistication. While color coordination is key, feel free to mix things up by incorporating a touch of white into the polo shirt. Ensure your belt matches your footwear for a cohesive look. To complete the outfit, simply tuck in that polo shirt and top it off with your favorite sunglasses.
↓ 34. Athleisure
After a draining week of desk-bound work, it’s essential to get your body moving. Why not start by layering up with an athleisure-inspired outfit that effortlessly blends activewear and streetwear? A sleek black hoodie paired with black pants or cargo pants would make for a chic and practical combo. Leave the sweatpants at home for now and opt instead for your most reliable running shoes. The fresh air and exercise will do wonders in reinvigorating you.
↓ 33. What to Wear for a Weekend Getaway
As the workweek comes to a close, it’s time to trade in your briefcase for a family-filled weekend. Before hitting the road with loved ones, take a moment to plan out your wardrobe. When packing for a trip, it’s all about finding that perfect balance between comfort and style. For a more relaxed look, consider pairing a cozy flannel shirt with a lightweight white sweater. Simply roll up those sleeves and adjust the collar to add some effortless flair.
And if you’re worried about unpredictable weather, don’t worry – a few strategically placed layers will keep you comfortable throughout your journey. By keeping things simple and stylish, you’ll be well-prepared for a fun-filled road trip with your family.
↓ 32. The Adventurer’s Outfit
Before embarking on an exciting adventure this weekend, preparation is key. A crucial aspect of preparation is dressing appropriately for the activity. For instance, if you’re planning to go karting, anticipate that it will be a dusty and dry environment. To ensure maximum comfort and protection, consider wearing lightweight clothing such as a cotton shirt, paired with long sleeves to shield your skin from both humid air and direct sunlight.
Additionally, a face-covering like a bandana is an essential accessory for added protection.
↓ 31. Earthy Tones In Fall
When it comes to building a wardrobe for the colder seasons, sweaters are an absolute must-have. To create a stylish and cohesive outfit for autumn and winter, consider pairing a sweater featuring fall-inspired designs with earthy-toned trousers like brown. Take things to the next level by adding a touch of monochrome elegance with brown loafers that complete the look.
↓ 30. Touch Of Denim
This weekend, why not try pairing blue jeans with a jumper or rollneck? The result is an unconventional yet stylish outfit. The combination of earthy tones and denim creates a unique and striking look. To take it to the next level, layer a sweater over a denim jacket and roll up the sleeves slightly to highlight the contrast between the two fabrics.
↓ 29. One Winter Weekend
As winter takes hold, fashion trends shift to welcome back shearling coats and trucker jackets. To incorporate high-street style into your weekend look, try pairing one of these jackets with a plain tee or button-down shirt. When selecting colors, consider earthy tones that complement green, while hazelnut-colored truckers look great with white tees. For bottoms, stick to the classic combination of blue and black jeans – don’t be afraid to experiment with other options.
↓ 28. Innocent White
Embrace the comfort and versatility of this simple yet effective style combination: pair a crisp white pullover with matching white sweatpants. This laid-back ensemble is perfect for your regular weekend jog or any casual outdoor activity. By opting for cotton fabric, you’ll not only stay comfortable but also enjoy the benefits of breathability and moisture-wicking properties that keep you dry and irritation-free.
↓ 27. Monochromatic And Minimalist
Sometimes simplicity is key to creating a stylish outfit. A classic combination that never goes out of fashion is pairing a white or black graphic tee with white or black chinos, completed with a pair of sneakers. This straightforward ensemble may lack flashiness, but it’s elevated by the wearer’s charm and personality. The beauty of this look lies in its versatility – you can dress it up or down depending on your occasion.
For instance, swap the casual sweatpants for slim-fit trousers to create a more polished appearance. Alternatively, add a blazer or a leather jacket to give the outfit a sophisticated spin. Here’s a collection of stylish white jeans outfits for men that showcase the power of understated elegance.
↓ 26. Movie Night With Friends
It’s time to get geeky again! The movie of the year has finally hit the big screens, and you can’t miss out on the excitement. Grab your friends and head to the cinema, but don’t forget to dress to impress. Since it’s usually chilly in there, opt for a outfit that will keep you warm without looking like you’re about to go skiing. A simple knitted pullover paired with chinos would be a great choice. If you want to add an extra touch of coolness, try pairing your top with a hooded sweater instead.
Just remember, when wearing a black top, avoid the monochrome look by mixing it up with some other colors.
↓ 25. Sunday Morning Stroll
As the weekend approaches, now’s the perfect opportunity to dust off those walking shoes and hit the pavement. With no work commitments to worry about, all you need to focus on is getting dressed in style. Since it’s likely to be chilly outside, start with a warm and cozy wool sweater as your base layer, then add a scarf for extra warmth. A hat or headpiece is also essential – consider donning a bonnet or beanie to keep your head toasty.
When it comes to your shirt, why not try something new and on-trend, like a winter-themed print?
↓ 24. Cold Saturday Afternoon
As you grab your afternoon coffee, why not pair it with a stylish outfit? If you’re heading to a coffee shop in town, dress down in weekend casual chic. Try layering a white hoodie underneath a denim jacket – just be sure the hood sits comfortably over the collar of the denim, rather than looking awkwardly askew. Roll those sleeves up to shoulder level for a relaxed yet put-together vibe. For more inspiration on styling your hoodie, check out our top tips and tricks.
↓ 23. Business Trip On A Weekend
When venturing out on a Saturday or attending an out-of-town meeting, dress in a versatile style that seamlessly transitions from business to leisure attire. A practical approach is to don an office shirt and pair it with chinos – think brown long-sleeve button-downs paired with white jeans for a smart-casual look. To elevate this everyday ensemble into something more sophisticated, swap out traditional black or leather shoes for crisp white sneakers.
This subtle footwear swap effectively bridges the gap between business casual and relaxed weekend wear.
↓ 22. Vacation Mode
Get ready to escape reality and indulge in an unforgettable weekend adventure! There’s no better way to recharge than by treating yourself to a well-deserved vacation. Whether you’re flying solo or sharing the experience with friends, make sure to prioritize comfort and style, so you can focus on making memories that will last a lifetime.
↓ 21. Golden Hour Photoshoot
In photography, the golden hour refers to a fleeting time period characterized by soft, warm light. It occurs during the first hour after sunrise and the last hour before sunset. This ephemeral window of opportunity is ideal for capturing stunning portraits, as it provides a unique and flattering lighting condition that can elevate any photograph.
If you’re planning a photo project this weekend, make sure to incorporate the golden hour into your schedule, and consider dressing up in an outfit that complements the warm tones of the light. A checkered shirt layered with a plain black tee and black pants is a great option that will look good on all skin tones, but particularly suits darker complexions.
↓ 20 – Summer Tide
When the summer heat sets in, dressing up can become a daunting task. Sweat dripping down your face only adds to the discomfort. In this scenario, opting for a half-sleeve tee is an intelligent choice. The added bonus of a printed pattern will give your weekend wardrobe a stylish boost. The best part? These shirts are typically made from lightweight materials like cotton or linen, making them perfect for hot summer days.
To complete the look, pair the shirt with light-colored jeans and sleek black or grey low-top sneakers – a combination that is both comfortable and flattering.
↓ 19 – Winter Blooming
Refreshing your wardrobe doesn’t have to mean straying far from what you know and love. A simple material texture update can breathe new life into your closet without venturing too far out of your comfort zone. For winter, incorporating fluffy mohair pieces is a great starting point. By layering these with striped pants and black leather canvas, you can take your familiar outfits in bold new directions.
↓ 18 – Spring Feels
As spring arrives with its unpredictable weather, men may find it challenging to dress accordingly due to limited fashion options. However, this season’s neutrality and gentle breezes offer a perfect opportunity to experiment with a diverse range of styles. Whether you’re planning a casual brunch or a dinner party, incorporating lighter hues into your wardrobe is an excellent way to refresh your look.
A powder pink blazer with a baby pink lining and white pants combination stands out as a stylish choice. Additionally, white denim remains a reliable option for weekend outfits, regardless of the occasion.
↓ 17 – Daylight Weekend Attire
Checks have been a wardrobe staple in men’s fashion, particularly over the past few seasons. Their enduring popularity stems from their versatility – they can seamlessly integrate into any style, whether bold or understated. The combination of a multi-colored check-shirt paired with navy chinos, for instance, results in a look that is both stylish and effortless. This harmonious blend of vibrant colors and contrasting patterns creates a perfect ensemble for a carefree and relaxed day out.
↓ 16 – Friends Friday
In recent years, athleisure has become an integral part of everyday wardrobes, with young men now placing more emphasis on how garments function rather than just their appearance. To make a stylish impression while socializing with friends, one effective way to demonstrate your fashion awareness is by pairing a multi-pocket jacket with tonal trousers and black leather boots – a look that effortlessly conveys a sense of modernity.
↓ 15 – Cycling Saturday
As you prepare for your cycling trip, one of the most pressing questions on your mind is likely what to wear. The combination of a blue zip-up nylon windbreaker and olive skin-fit pants offers a comfortable and practical choice, with attention paid to every detail. To take your outfit to the next level, consider adding white joggers as a bold statement piece. If you’re looking for inspiration beyond this look, there are 20 Ideas What to Wear for a Road Trip that can help guide your decision.
↓ 14 – Running Sunday
To make a stylish statement, opt for a Statement piece tracksuit featuring a bold combination of black nylon hood and drawstring trousers. Complete the look by pairing it with crisp white sports shoes and white high-top socks to create a sporty yet chic ensemble.
↓ 13 – Mid-Morning Food Hunt
Elevate your everyday style by pairing a crisp white slim-fit shirt with navy-blue straight pants. For a fresh twist, opt for white low-top sneakers to add a sporty touch and deviate from the traditional dress shoes or loafers.
↓ 12 – Lunch-in Jaunt
Mastering the art of wearing denim-on-denim is a crucial aspect of stylish dining attire. To achieve this look, consider pairing a light-colored denim shirt with dark-washed jeans. Adding a touch of elegance to the outfit can be achieved by rolling the sleeves up to the elbow, effectively breaking up the indigo hue. Finally, complete the ensemble with brown suede derby shoes for a sophisticated finishing touch.
↓ 11 – Tea-Time
When it comes to styling, a monochromatic two-piece is often the way to go. For a streamlined look, try pairing a beige suit with a baby pink button-down shirt that’s tucked in neatly. To add some visual interest, consider accessorizing with a stylish wristwatch that complements the overall aesthetic.
↓ 10 – Night’s Barbarianism
When it comes to completing your outfit, focus on the art of shirt tucking. The classic tucked-in approach is perfect for daytime wear, while the undone, relaxed style is ideal for a night out. To take your look to the next level, pair a tucked-in shirt with straight-cut pants and lace-up boots for a stylish and put-together ensemble.
↓ 9 – Wedding Week
Kick off the weekend with a stylish touch by incorporating lighter hues into your wardrobe for a wedding celebration. Consider wearing an all-beige ensemble, which has become one of the most popular and timeless fashion trends this season. The tonal suit trend offers a versatile and chic solution for any wedding guest looking to make a statement without going overboard.
↓ 8 – Beach Out
Looking for a laid-back Sunday afternoon by the sea? Why not opt for an effortless outfit that screams relaxation? You don’t have to go all out, but adding some clever touches can make all the difference. Try pairing a baggy woolen grey shirt with a pink jacket worn as a neck pullover and team them with pink casual trousers for a chic yet comfortable look.
↓ 7 – Birthday Bash
When it comes to expressing one’s personality through clothing, there’s no better opportunity than at a party. To bring out your playful side and make a statement, consider wearing a bold graphic pattern suit that’s sure to turn heads. Not only will you be making an impression, but you’ll also be embracing your unique style.
↓ 6 – Dress-Down Fridays
The effortless pairing of casual jackets and denim has become a staple in modern fashion. The harmonious blend of a check sport coat and jeans creates a versatile ensemble suitable for both a night out on the town or smart-casual events. To complete the look, pair it with black canvas shoes for a laid-back, yet polished finish.
↓ 5 – Picnic Holiday
Elevate your casual look by pairing a classic floral button-down shirt with shorts. For a laid-back, stylish combination, complete the outfit with striped sliders that effortlessly dress down the overall ensemble.
↓ 4 – Outdoor-Social Event
When it comes to creating a relaxed yet stylish outfit, a striped polo paired with shorts is an excellent choice. Not only does this combination offer a sense of comfort, but it’s also a safe bet in terms of fashion, as the classic pairing is both timeless and versatile.
↓ 3 – Travel Weekend
The black bomber jacket and ripped jeans combination is a winning formula, offering endless styling possibilities. To further relax the overall vibe, swap out the usual dress shoes for a pair of black sneakers – instantly adding a laid-back charm to the outfit.
↓ 2 – Shopping Madness
Elevate your style by combining a grey overcoat with a matching grey t-shirt, paired with distressed denim jeans for a chic yet understated ensemble. To take it up a notch, add a pair of grey loafers that will not only complement the overall aesthetic but also bring a touch of sophistication to your look.
↓ 1 – Date Night
For a relaxed yet stylish ensemble, pair a high-quality leather jacket with a timeless black t-shirt. Complete the outfit with form-fitting skin-jeans and elevate the overall aesthetic by adding brown brogue shoes. This classic combination effortlessly exudes effortless cool, perfect for everyday wear or dressing up for a casual night out.
