38 Summer Style Picks Ready for Months of Hot Weather · Primer


Summer starts on sale.

Memorial Day is here, and it’s the smart time to refill your summer wardrobe with some smart finds. The best part? They’re all heavily discounted. It’s like getting end-of-season prices before the season even kicks off.

These picks cover all the essentials you’ll need for the warmer months. Think lightweight shirts for the office, casual knits for the weekend evenings, and shorts for everything in between. Whether you’re gearing up for a vacation or just looking to stay cool and stylish on Zoom, there’s something here for every occasion.

Now’s the time to snag these deals before you need them and prices are back up. From sweater polos to linen pants, you can upgrade your entire summer wardrobe without breaking the bank.

J.Crew

a man wearing a short sleeved button front polo shirta man wearing a short sleeved button front polo shirt

Heritage Cotton Jacquard Polo, $56.50 $98

A blend of vintage charm and modern comfort. Dense, breathable cotton and a windowpane pattern make it perfect for adding a touch of retro style to your summer outfits.

stretch chino shorts with a five inch inseamstretch chino shorts with a five inch inseam

5″ Stretch Chino Short, $29.99 $69.50

With their mid-thigh length, these shorts are old-school cool, making them great for showing off a bit of tan.

a man wearing a short sleeve button front camp collar shirta man wearing a short sleeve button front camp collar shirt

Textured Camp Collar Shirt, $44.50 $89.50

This shirt combines a relaxed, boxy fit with a distinctive textured dobby weave, and the vintage-inspired camp collar adds a touch of classic cool.

a man wearing a cotton shirt with a check pocketa man wearing a cotton shirt with a check pocket

Vintage Wash Cotton Pocket Shirt, $26.50-$29.50 $39.50-$45

Faded pocket tees are my jam all year round. They’re great on their own or paired with simple chinos for a decade-less look, or layered under an open camp collar shirt.

a spread collar dress shirta spread collar dress shirt

Performance Spread Collar Stretch Dress Shirt, $49.50 $98

Made of a breathable, all-purpose stretch cotton blend, it works on its own or under a jacket.

a man wearing a short sleeve sweater polo shirta man wearing a short sleeve sweater polo shirt

Short Sleeve Sweater Polo, $49.50 $69.50

For a knit polo look without the intense vintage vibe. Check out our full guide to the knit polo for more.

stretch chino shorts with seven inch inseamstretch chino shorts with seven inch inseam

7″ Stretch Chino Short, $29.99-$39.50 $69.50

The 7″ chino short is the quintessential summer basic. No need to shop lower-tier stores with deals like this.

a man wearing a chino suit jacket over a dress shirt and accessorized with sunglassesa man wearing a chino suit jacket over a dress shirt and accessorized with sunglasses

Linen Cotton Suit Jacket, $27.99 $178

a man wearing straight fit jeans with a crew neck short sleeve shirt and casual sneaker shoesa man wearing straight fit jeans with a crew neck short sleeve shirt and casual sneaker shoes

Classic Straight Fit Jean, $47.59 $148

Charcoal denim has been my preference over dark denim for years now. It easily swaps into the same outfits but can also be styled in ways from rugged to evening appropriate.

Huckberry

a man wearing chino pantsa man wearing chino pants

Relwen Flyweight Flex Chino, $148 $198

These are the same ones I featured in my outfit breakdown earlier this year. I wear them all the time, and this is the best price I’ve seen.

Japanese selvedge stretch straight fit denim jeansJapanese selvedge stretch straight fit denim jeans

Flint and Tinder Straight Fit Stretch Japanese Selvedge Denim, $138 $198

Crafted from premium denim sourced from Japan’s renowned Kaihara Mills, these jeans offer a tailored straight fit that’s not too snug. A hint of stretch ensures all-day comfort, making them a versatile choice for all year.

a three way shoulder bag that can be carried as a briefcase or backpacka three way shoulder bag that can be carried as a briefcase or backpack

Mystery Ranch 3-Way Shoulder Bag, $137 $229

I’ve had this bag (in a different color) for probably 6 years and I use it all the time. It can be used as a backpack, briefcase, or messenger bag and has a ton of compartments.

recycled cotton shawl collar cardigan sweaterrecycled cotton shawl collar cardigan sweater

Wellen Recycled Cotton Cardigan Sweater, $117 $168

Made from plush recycled cotton yarn, the Wellen Recycled Cotton Cardigan Sweater is a cozy and sustainable choice for cool summer nights. Its rich texture and soft feel will make it your favorite layer. To see how to style it with shorts, check out this link here.

Amazon

a man wearing levis original fit denim jeansa man wearing levis original fit denim jeans

Levi’s 501 Original Fit, $50.09 $79.50

I’ve been wearing Levi’s 501 Original Fit since I bought my first new pair in over a decade two years ago. Now, I have a hard time wearing anything slimmer. They were also featured in this week’s article on how to wear light wash jeans here.

a man wearing a western style denim shirta man wearing a western style denim shirt

Levi’s Classic Western Shirt, $37.87 $69.50

I recently did an article called “My New Favorite Shirt is One I’ve Had for 7 Years,” featuring a similar western shirt from Gap. I also have the darker wash version of this Levi’s one and it’s great.

a watch with silver dial and nylon strapa watch with silver dial and nylon strap

Timex Weekender, $25.99 $38.44

The Timex Weekender seems like one of the few things that hasn’t gotten more expensive over the last 15 years. Simple style built like a tank that ticks like a bomb.

a dyson cordless vacuum  cleanera dyson cordless vacuum  cleaner

Dyson Cordless Vacuum Cleaner, $399.99 $599.99

Turbo-charge your dog hair arsenal with the Dyson Cordless Vacuum Cleaner and save $200 this weekend.

a set of five picture frames for picturesa set of five picture frames for pictures

Picture Frames, Set of 5, $20.69 $31.99

The worst part about hanging art and photos isn’t the art and photos – it’s how expensive the frames are. Pick up this set of 5 picture frames and make a gallery wall or spread them through your place, all for the cost of lunch.

an electric wood pellet grill and smokeran electric wood pellet grill and smoker

Traeger Electric Wood Pellet Grill and Smoker, $389 $499.95

The ultimate way to achieve wood-fired taste with 6-in-1 versatility. Upgrade your summer cookouts with precision temperature control and a large cooking capacity.

a watch with silver dial and black nylon strapa watch with silver dial and black nylon strap

Bulova Lunar Pilot Chronograph Watch, $373 $625

Only the second watch model to go to the moon and the only moon watch under five grand. For more details, check out our feature here.

a man wearing swim trunks with drawstring waista man wearing swim trunks with drawstring waist

Amazon Essentials Quick Dry Swim Trunk, $7.40 $23.70

a man wearing slim fit shorts with a sweater and casual shoesa man wearing slim fit shorts with a sweater and casual shoes

Amazon Essentials Slim Fit Short, $7.40 $23.70

Bonobos

a man wearing dress chino pantsa man wearing dress chino pants

Primo Chino, $118.30 $169

These are like the gray textured pair I featured recently to great fan-fare but in a lighter year-round weight. I’m a sucker for chinos with a tab button – it instantly brings up the refined-rakishness.

Abercrombie & Fitch

a textured crochet material short sleeve polo shirta textured crochet material short sleeve polo shirt

Crotchet Style Knit Polo, $64 $80

This piece offers a super cool vintage feel without making you look like you’re in a costume. It’s 70% cotton and machine washable, making it a practical choice for summer.

a stitched johnny collar style short sleeve polo shirta stitched johnny collar style short sleeve polo shirt

Johnny Collar Sweater Polo, $56 $70

With a streamlined, buttonless design and a textured knit appearance for added interest, this relaxed fit top keeps you breezy with shorts. In fact, it pairs great with:

seersucker style drawstring shortsseersucker style drawstring shorts

Seersucker Pull-On Short, $48 $60

These 6-inch pull-on shorts in textured seersucker fabric have an elastic drawstring waist, multiple pockets, and a hidden cellphone zip pocket.

Madewell

a low top lace up suede sneakera low top lace up suede sneaker

Low Top Suede Sneakers, $41.99 $98

Suede sneakers for under $50? Heck yeah! These low-tops feature buttery-soft suede and MWL Cloudlift insoles, combining comfort with a sleek look.

Todd Snyder

pleated cotton linen shortspleated cotton linen shorts

7″ Pleated Hudson Short, $99 $148

For the man who’s looking for something more from his chino shorts style. These have details like the extended tab button, coin pocket flap, and pleats, which have a new found appreciation in this looser fit era.

cotton silk short sleeve polo shirtcotton silk short sleeve polo shirt

Cotton Silk Riviera Polo, $94 $228

Todd Snyder is famous for there knit polos – only issue is they’re normally over $200. Made of a cotton silk blend, finding these for less is rare unless they’re in less core colors.

a midweight pocket sweatshirta midweight pocket sweatshirt

Champion Midweight Pocket Sweatshirt, $69 $98

Also famous are their raglan sleeve pocket sweatshirts, Ted Lasso basically made a Zuckerberg-level uniform out of them.

straight fit chino pantsstraight fit chino pants

Straight Fit 5-Pocket Chino, $74 $148

The off-white / natural jean is one of my absolute favorite swaps in the warmer months. Simply take your favorite outfit, slide these in exchange of your darker jeans and bam! Serious summer style.

leather clarks style shoesleather clarks style shoes

Clarks Desert Nomad, $74 $200

Gap

cotton blend woven shorts with drawstring waistcotton blend woven shorts with drawstring waist

7″ Easy Short, $19 $39.95

A pull-on chino short with an elastic waist. It’s the get-up-and-go short of summer.

a man wearing a textured short sleeve button front shirta man wearing a textured short sleeve button front shirt

Textured Shirt, $27 $54.95

When we lose layers in hot months, texture becomes a sartorial super pwoer. Simple and subtle, this is lightyears from a white short sleeve dress shirt.

Banana Republic

linen shortslinen shorts

7″ Linen Short, $56 $80

Lightweight texture that looks dressed up.

a short sleeve linen cotton sweater poloa short sleeve linen cotton sweater polo

Linen Cotton Polo, $63 $90

Linen is the tweed of summer. Keep things light and breathable, but it’s not just for shorts and pants:

a linen cotton crew neck shirt a linen cotton crew neck shirt

Linen Cotton Shirt , $35 $50

T-shirts with a linen blend have their own handfeel and weight.

short with five inch inseamshort with five inch inseam

5″ Core Temp Short, $31.50 $60

Just like their Core Temp chino pants but in shorts form, light weight tech designed to keep you cool.





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