Elevate His Style This Holiday Season with Thoughtful Clothing Gifts
The AskMen editorial team conducts extensive research to curate a selection of the best products, services, and essentials for every facet of life. Should you choose to make a purchase through a link in this piece, AskMen may receive a commission.
Gift shopping can be particularly challenging when it comes to clothing, especially for men whose personal style preferences are well-defined. Avoid the potential embarrassment of needing a gift receipt by selecting a thoughtful item from our curated list. If you still find yourself unsure, a gift card remains a reliable option.
For those seeking fashionable gifts for the stylish man in their life—or if you fancy dropping hints for your own wardrobe upgrade—explore our detailed selection of stylish apparel and accessories that suit even the most discerning tastes.
Apparel: From Tops to Bottoms
1. Ibex Shak Lite Jacket
The Ibex Shak Lite Jacket is an excellent choice for chilly weather. Crafted from 100% Merino Ponte knit, this lightweight jacket offers both style and comfort. Its unique features, like a reinforced neck seam and a spring-loaded zipper, highlight its quality construction. Available in four colors and various sizes, finding the ideal fit is hassle-free.
Price: $258 at Ibex.com
2. Unbound Merino Crew Neck T-Shirt

A high-quality t-shirt is a classic gift. The Unbound Merino Crew Neck is made from 100% Merino wool, ensuring it is both odor and wrinkle resistant. Its versatile design makes it suitable for various occasions, and its moisture-wicking properties keep the wearer comfortable.
Price: $80 at UnboundMerino.com
3. Jos. A. Bank Colorblock Cashmere Scarf

This cashmere scarf from Jos. A. Bank not only provides warmth but also adds a stylish touch to winter outfits. Its versatile color options make it easy to match with almost any wardrobe.
Price: $56 (originally $80, 30% off) at JosBank.com
4. Revtown Sharp Jeans in Coal Black

The Revtown Sharp Jeans are ideal for men looking for a comfortable fit without sacrificing style. Designed with high-quality, eco-friendly materials, these jeans offer a sporty feel while maintaining a refined appearance.
Price: $141 at RevtownUSA.com
5. Houdini Mono Air Houdi

This fleece jacket by Houdini is made from 100% recyclable materials, making it an eco-conscious gift choice. Stylish yet functional, it’s perfect for layering and ideal for fall or winter activities.
Price: $230 at HoudiniSportswear.com
6. Keap Athletics Active Short

The Active Shorts from Keap Athletics blend style with functionality. Featuring secure pockets and durable materials, they’re perfect for both working out and casual wear.
Price: $89 at KeapAthletics.com
Outerwear: Jackets and Coats
7. Alpha Industries Slim Fit N-3B Parka

The N-3B parka from Alpha Industries is designed for extreme cold, featuring thermal insulation and a removable faux fur-lined hood.
Price: $250 at AlphaIndustries.com
8. William Murray Chip Shot Pullover

This stylish pullover by William Murray is perfect for golf enthusiasts looking for functionality without compromising on style.
Price: $105 at WilliamMurrayGolf.com
9. Vuori Morrow Sherpa Jacket

This versatile jacket from Vuori is warm enough for cooler days and stylish enough to wear on a casual outting.
Price: $94 at VuoriClothing.com
Socks & Underwear
10. Nice Laundry Custom Monogrammed Socks

These stylish and personal socks from Nice Laundry elevate a mundane gift to something unique and thoughtful.
Price: From $75 at NiceLaundry.com
11. Hippy Feet – Smiley Face Crews

Supporting a good cause, each pair of Hippy Feet socks sold contributes directly to employment programs for at-risk youth.
Price: $19 at HippyFeet.com
12. Hanes Comfort Flex Fit Boxer Briefs

The Comfort Flex Fit Boxer Briefs feature a stylish design with exceptional comfort, making them an everyday essential.
Price: $30 for 4 at Hanes.com
Footwear Options
13. Samuel Hubbard Tipping Point Brogue Wingtips

These handcrafted wingtip shoes are perfect for special occasions. They combine craftsmanship with comfort.
Price: $285 at SamuelHubbard.com
14. Beckett Simonon Valencia Wholecuts

The Valencia Wholecuts feature a minimalist design crafted from high-quality leather, making them a sophisticated footwear choice.
Price: $219 at BeckettSimonon.com
15. Birkenstock Boston Soft Footbed

These Birkenstocks combine comfort and style, making them a popular choice for both indoor and outdoor wear.
Price: $160 at Birkenstock.com
Accessories to Complete the Look
16. Vincero The Rogue Watch, Gunmetal / Red

The Vincero The Rogue combines modern design with functionality, making it an impressive accessory for any occasion.
Price: $206.25 at Vincero.com
17. Ebbets Field Flannels Kansas City Katz Vintage Ballcap

This vintage ballcap from Ebbets Field Flannels is perfect for both sports fans and style-conscious individuals.
Price: $77 at Ebbets.com
18. Nobis No Cold Shoulder Beanie

The Nobis beanie serves not just as a fashionable winter accessory but also contributes to charitable efforts with every purchase.
Price: $40 at Nobis.com
Stylish Eyewear
19. Foster Grant TP 05 Sunglasses

The Foster Grant TP 05 offers style and protection, featuring polarized lenses and classic design elements that suit most faces.
Price: $32.95 at FosterGrant.com
20. Serengeti Eyewear Shelby Sunglasses

For a bold statement, the Shelby Sunglasses combine stylish aesthetics with high-quality Italian craftsmanship and advanced lens technology.
Price: $260 at Serengeti-Eyewear.com
21. Knockaround Fort Knocks

Knockaround’s Fort Knocks provide stylish and affordable eyewear with excellent UV protection, making them a great everyday accessory.
Price: $35 at KnockAround.com
This holiday season, select gifts that enhance style and comfort, ensuring your loved ones feel fashionable while remaining functional. Whether you’re shopping for family, friends, or even yourself, these curated options are sure to impress.