Now that Thanksgiving is over, you have plenty of time to relax and unwind. Wrong. It’s time to get cracking on that arms-length list of family and friends for whom you have to holiday shop. Just because you’re probably working from home and limiting contact with people doesn’t mean you can’t let delivery services drop off your choice selections for those who mean the most to you.
There’s a lot to sift through out there, and you’ve no doubt received more email offers than you can sensibly read through during work hours. You also don’t want to be left in the lurch at the eleventh hour when you’re limited to gifts that will still arrive in the shipping window. Avoid things like neckties (who’s wearing them these days, anyway?), whisky stones (who uses them?), or anything from the Franklin Mint. Now’s the time to capitalize on well-curated items that will be appreciated, have real style and won’t break your budget.
We’ve taken the time to pick some great gifts for the stylish gents in your life or for those who could use a healthy dose of style.
This guide will steer you towards affordable picks, as well as some key upgrades. Our choices range between smart accessories and essential style items that will change looks from simple to standout. Just make sure to be decisive and buy now before stock runs out, time runs out, or both.
Solid Flannel Shirt
Choice: L.L. Bean Chamois Shirt ($70)
You can’t go wrong with this choice. It’s warm, handsome, and will never go out of style. The 100% Portuguese cotton flannel is brushed for softness, and it just happens to be a 90 year-old staple in the Bean’s catalog. The traditional cut fits most body types, and the double-stitched construction and unbreakable buttons mean it’s meant to last.
Upgrade: Buck Mason Flannel Two Pocket Shirt ($178)
This cotton flannel workshirt combines vintage plaid style with rugged durability. The classic fit offers just the right amount of room for easy movement, while the button front closure adds to its timeless appeal. Brushed for softness and warmth, it's the perfect shirt for both workdays and weekends. This one easily ranks among the best flannel shirts and might never get taken off by the lucky recipient.
Wristwatch
Choice: Timex x Todd Snyder Liquor Store Watch ($249)
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What’s old is new again when Todd Snyder gets his hands on it. The mid-century watch design gets updated with a gorgeous ecru dial and gold hands and numerals. The olive fabric strap is vintage goodness, and it’s girded by a comfy leather backing. Underneath lies a 21-jewel automatic movement, and a classic domed acrylic crystal caps it off. We love the 38mm diameter that fits under any shirt cuff or sweater, and it would deftly punctuate any one of these.
Upgrade: Seiko 4R35 Automatic ($453)
You’d be hard-pressed to find a more attractive watch for this price, and Seiko ranks among the best watches for the price . What you get is a stunning green dial with sunray finish and magnified date calendar. The 41-hour power reserve automatic movement can also be wound manually, and it is water resistant to 100 meters. Finishing it off are the stainless steel case with leather strap and tri-fold push button release clasp.
Wool Crewneck Sweater
Choice: Goodthreads Merino Crewneck Sweater ($34)
Every guy needs a basic navy wool crewneck, and it doesn’t get much more affordable than this, especially for 100% merino wool (read our sweater types guide for why that’s good). The classic fit works for just about everyone, and the Dorito accent at the base of the collar provides that touch of style that sets it apart from a basic sweatshirt.
Upgrade: Banana Republic Italian Merino Swater ($80)
This classic crew-neck sweater is crafted from all-season Merino wool, prized for its natural softness, breathability, and temperature-regulating properties. Sourced from Italy's renowned Zegna Baruffa mill, the fabric ensures both luxury and durability. Certified by the Responsible Wool Standard, it supports the well-being of the sheep and the land they graze. Finished with a straight hem, it's a versatile, eco-conscious essential for any wardrobe.
Cashmere Beanie
Choice: Fishers Finery Cashmere Beanie ($49)
Sometimes the simplest accessories are the best. This gift will get tons of use thanks to its super-soft 100% cashmere. Ribbing adds texture, and it can be worn cuff up or down. Thankfully, it comes in five classic colors, too.
Upgrade: American Trench USA Made Cashmere Double Knit Beanie ($170)
This double-sided beanie offers unmatched warmth and comfort, crafted from world-renowned Scottish cashmere. Made by Todd & Duncan, a historic mill in Kinross with over 150 years of expertise, it provides a soft, luxurious feel that's perfect for the coldest winter days. The high-quality cashmere ensures both style and warmth throughout the season.
Sunglasses
Choice: Carfia Classic Square Polarized Sunglasses ($30)
A classic pair of black acetate framed sunglasses will keep the bright light of winter at bay, and UV400 polarized lenses will reduce glare and provide clarity. These retro sunglasses will look good on just about any mug, and the revolutionary flexible acetate frames won’t snap under pressure. They’re also our affordable alternative to James Bond’s sunglasses in No Time to Die.
Upgrade: RAEN Optics Myles 53 ($100)
The Myles sunglasses get a stylish update with a slightly smaller frame. This all-around classic is made to fit any face shape, making it the go-to pair for just about any look. Handmade in the USA from durable materials, these sunglasses are built to last, plus, they keep your eyes safe while adding a touch of cool.
Puffer Vest
Choice: Amazon Essentials Lightweight Puffer Vest ($30)
For the price of a week of Starbucks coffee, you get a stylish down vest that looks good with almost anything. While its poly fill might not be as warm as down, it’ll get you through brisk outdoor jaunts. The stand up collar gives it a more serious look, but it does pack down into its own drawstring bag for easy packing and transport.
Upgrade: Fjallraven Greenland Liner Vest ($210)
The Greenland Down Liner Vest is a true outdoor essential—lightweight, packable, and perfect for adding warmth without the bulk. Made from recycled polyester and filled with ethically sourced down, it’s both eco-friendly and insulating. Classic chest pockets with flaps give it that signature Greenland style, while its versatility makes it ideal for layering over a shirt or sweater on milder days, or as an extra warmth layer under your shell jacket for colder weather.
Apple Watch Strap
Choice: iBazal Genuine Leather Apple Watch Strap ($19)
For less than 20 bucks, you can upgrade the look of your Apple Watch with this all black leather strap that has matching hardware and stitching. Swapping out the OEM rubber strap for this when you have more serious things to do is smart, affordable style.
Upgrade: NOMAD Goods Modern Leather Apple Watch Strap ($60)
This Apple Watch band brings a bold, classic look with its full-grain, sustainably sourced leather that ages beautifully over time, developing a unique, rugged patina. The high-quality leather is paired with custom stainless steel lugs and buckle, adding both durability and style. Perfect for those who appreciate craftsmanship and want their watch to stand out with character.
Card Case
Choice: Main Street Forge Slim Wallet ($40)
This might seem like a small gift, but it can hold up to 8 credit cards and cash while imparting style galore thanks to its beautiful full grain tobacco leather, contrast stitching, and embossed dual hammer logo. It’s also made in America in small batch manufacturing, so you know it’s built to last.
Upgrade: Allen Edmonds Slim Wallet ($99)
Streamline your everyday carry with this sleek, modern wallet. Designed to hold just the essentials, it features four card slots and a middle compartment for cash, cutting down on bulk without sacrificing function. Made from subtly textured leather and embossed with our logo, it’s the perfect way to keep your pockets tidy and stylish.
Gloves
Choice: Ozero Nappa Leather Cashmere Lined Gloves ($30)
These don’t look like $25 gloves, that’s for sure. These are the gentlemanly kind you can wear with a wool overcoat. Soft 100% Italian Nappa leather in a refined fit and a warm cashmere lining might have you rubbing your face with them when no one’s looking. The snap cinch strap keeps them in place, too. Maybe these are just the right gift for you.
Upgrade: Hestra Utsjö Elk Leather Gloves ($165)
Spending a lot on gloves might not seem to make a ton of sense, but when you view them as a luxury item made like these, the case can be made. Elk leather has its own unique pebbled texture, and it’s both soft and resilient. Fleece and Primaloft provide wicking and water resistant properties to help keep you warm, and the double position snap cuff and elastic mean they won’t go airborne when zinging snowballs like a madman.
Weekender
Choice: S-ZONE Oversized Canvas and Leather Weekender ($50)
When dark canvas and real leather come together in the form of a big weekend, an asking price this low does not seem commensurate. It easily qualified for this list. The large mouth opening swallows big items, and the leather bottom keeps it all protected. The thick canvas is lined with smooth nylon for easy packing/unpacking, and the zinc hardware impedes rust and corrosion.
Upgrade: WP Standard Pan Am Duffle Bag ($449)
The Pan Am Duffle Bag is your ultimate travel companion, whether you're heading out for a weekend getaway or embarking on a global adventure. Crafted from full-grain leather, it features an adjustable strap, a sturdy 2-way zipper, and a luggage tag for added convenience. With space for personalization and a lifetime guarantee, this bag is built to last through all your journeys.
Joggers
Choice: Under Armour Fleece Joggers ($40)
These fleece joggers offer the perfect blend of comfort and warmth, thanks to their ultra-soft cotton blend and brushed interior. The encased elastic waistband with an external drawcord ensures a snug fit, while open hand pockets and a secure snap back pocket add practicality. With a tapered leg fit and ribbed cuffs, they provide a modern, streamlined look that’s ready for both relaxation and adventure.
Upgrade: Vuori Sunday Performance Jogger ($98)
Anyone who wears these will either be seriously motivated to lounge or workout, just not simultaneously. The super-soft polyester and elastane fabric wicks moisture, as well as pampers the hindquarters. The tapered ankles reduce superfluous fabric while working out, and the zip pocket means easy key and wallet stashing. They also make you look like a pro at WFH.
Socks
Choice: Land's End Camp Socks ($12)
When you get socks as a kid, it sucks. But when you’re an adult, you appreciate great socks that you might not otherwise buy for yourself. When they’re cushioned, moisture wicking, fun, and come in a three-pack, you just can’t go wrong.
Upgrade: Rototo Socks Socks ($33)
RoToTo’s Old School Crew Socks are a nostalgic throwback to the ‘70s, blending retro style with modern comfort. Crafted using vintage knitting machines and a century-old technique, these socks are anything but ordinary. With thick-pile yarns throughout and extra cushy long-pile yarns on the sole, they deliver all-day comfort and a plush, cozy feel. Perfect for anyone who loves timeless style and unbeatable warmth.
Wool Slippers
Choice: Rock Dove Memory Foam House Slippers ($22)
Cold feet suck, and you can give the gift of warm toes without spending much. The waffle knit uppers are well-shaped, and the plush lining keep your feet warm without making them sweat. The insole lining is made of memory foam, so it conforms to your feet for ideal support, and the outsole has flexible rubber for quick trips outdoors.
Upgrade: Sorel Falcon Ridge Slippers ($85)
The Sorel Slipper is a tough, yet cozy slipper with a soft suede upper lined in a warm wool blend. Over time, the removable EVA footbed will mold to the shape of the foot, upping the comfort level. You might actually forget to take them off when you finally head to the office, but will anyone notice?
Polar Fleece Jacket
Choice: Amazon Essentials Full-Zip Polar Fleece Jacket ($28)
A basic fleece jacket is imperative when the chill sets in, but you can gift more than basic for less money, too. This Amazon Essentials one has a full front zip, so you don’t have to mess up your hair when taking it off. It has handwarmer pockets, a convenient contrasting chest-zip pocket, and contrast trim on the shoulders. Its midweight will do wonders as a layer in cold conditions, or it can stand alone when things aren’t quite as bitter.
Upgrade: L.L. Bean Sweater Fleece Jacket ($99)
This sweater fleece is the best of both worlds—crafted from premium fabric at an unbeatable price. It combines the classic look of a sweater with the cozy feel of a fleece, delivering exceptional warmth and comfort. Perfect for staying warm without sacrificing style.
Athleisure Sneakers
Choice: adidas Questar ($70)
Unlike most of us around the holidays, these are light and airy. Questar sneakers are less for running (although you could) and more for athleisure with the mesh upper and OrthoLite sockliner. The design is textured but minimal, and the cushioning is lush. For not much money, you can give the gift of comfy, stylish feet.
Upgrade: Todd Snyder X New Balance 574 Legacy ($120)
New Balance sneakers are ultimate lounging shoes, and the USA made 1400s have been around since 1994. Grippy soles, a bold N logo, and removable footbeds make them a stylish and practical holiday gift.
Chunky Chelsea Boot
Choice: Thursday Boots Safari Legend Chelsea Boot ($199)
A good chunky-soled chelsea boot is truly versatile during most of the year. These happen to work better than most when the weather gets bad, but it still maintains a high level of style. The protected waxed suede keeps moisture out, and the lug soles keep you vertical on snow. Glove leather lining is soft on your feet, and cork-bed midsoles conform for ideal comfort.
Upgrade: Allen Edmonds Grafton Chelsea Boot ($495)
When Allen Edmonds go on sale, pay attention, because they’re some of the best made shoes around. This boot is the perfect mix of durability and timeless style. With its clean, modern lines and signature bench welt construction, it’s built to last and designed to go with anything.
Pea Coat
Choice: J. Crew Dock Pea Coat ($398)
J. Crew’s version of the classic pea coat is a steal right now, and it’s got all the right fixins that pay homage to the original. Thick wool blend material gets an additional layer of warmth with PrimaLoft, and the anchor buttons are reinforced for security. Even the pockets are lined.
Upgrade: Schott NYC Classic Melton Wool Pea Coat ($390)
This is a true classic and one of the best pea coats that will last a lifetime. Made with thick 80/20 Melton Wool and Nylon, a warm lining, big handwarmer pockets, and chunky anchor buttons that are easy to use with gloved hands, it’s a winter-go-to. The double-breasted configuration and big standup collar keep the front and neck extra warm, and it looks great with anything shy of a suit and tie.
Cedar Shoe Trees
Allen Edmonds Cedar Shoe Trees ($25)
If you don’t have shoe trees, you officially hate your shoes. They’ll make your footwear last longer, look better, while removing the stank your feet leave behind. A bonafide pair of cedar shoe trees for this price means you can get a couple of pairs for yourself and one for a friend. The split front helps keep the right shape, and the rear finger grab makes them easy to remove.
Cedar Clothes Hangers
Red Cedar Clothes Hangers ($27 for 10-pack)
Odor and moisture absorbing, these genuine cedar hangers come with double notches for straps/tanks and crossbars for pants. They might not seem exciting, but when they open this package, the gift could just change their entire wardrobe.
Looking for more ideas? Check out our full Gift Ideas for Guys for over 150 realistic things you can actually ask for.
