11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Guide

To help you get the perfect present for the special gent in your life, we have put together a list of 11 thoughtful gifts for fashionable gentlemen.

Longwool overcoats, leather gloves and scarves have become winter wardrobe staples for many fashionable gentlemen. However, most men will refrain from purchasing more luxurious items for themselves, opting to spend their hard-earned money on essentials instead.

This season, give the more economical man in your life a taste of luxury by helping him upgrade his wardrobe. Gifting them with one of these thoughtful gifts will ensure that they can dress to impress all winter long.

1. Canada Goose Lodge Hoody

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Canada Goose Lodge Hoody

Canada Goose prides itself on using only the highest quality materials to craft luxury products — and their new Lodge Hoody is no exception. Available in light grey and black shine, this windproof jacket compresses to almost nothing and packs into the right interior pocket for easy storage, making it a must on our thoughtful gifts list. An adjustable hood promises warmth and protection in temperatures as cold as five degrees Fahrenheit.

The slim fit and power stretch cuffs also enhance style without adding excess bulk, making it an ideal hoodie for city-lovers and backcountry hikers alike. Plus, its ripstop construction should withstand high winds, light rain, and snow so that brave men can face unpredictable weather with unshakeable confidence. No questions how this one made it to our thoughtful gifts lists.

2. Romano Lambskin Leather Jacket

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Romano Lambskin Leather Jacket

Leather jackets are timeless, handsome, and stylish. The right one will add instant flair and intrigue to any fit, which is why this Romano lambskin jacket is part of the perfect Thoughtful Gifts suggestions for a gentleman.

This wardrobe staple is equally classic and contemporary and will serve any man well throughout the seasons. Drum-dyed Norwegian lambskin exterior is soft yet wonderfully rugged. A zip front double storm-flap and adjustable snap cuffs add contrasting colour and a luxurious wool-cashmere blend lining ensures a comfortable, warm fit. Thinsulate lining in the sleeves also makes it easy to slip this beauty on and off. Order one from Overland.com just in time for the holidays.

3. Gucci Wool-Silk Scarf

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Gucci Wool-Silk Scarf

Gentlemen with an affinity for name-brand clothing wouldn’t mind wrapping their necks in Gucci. This wool-silk scarf features an oversize GG motif to pay homage to Gucci’s roots and a blue and red colour combination to match practically any outfit.

Eco-conscious men will also appreciate that this scarf was made responsibly. From sourcing raw materials to producing the final product, Gucci has committed to upholding ethical and sustainable standards. The brand even offers vintage-inspired eco gift wrapping, so gentlemen can enjoy opening their git without simultaneously worrying about the fate of the planet.

4. Dolce and Gabbana Joggers

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Dolce and Gabbana Joggers

Through the creative ingenuity of those at Dolce and Gabbana, the past and present came together to make these one-of-a-kind joggers. They’re 100% stretch cotton and feature a dripping color effect for a refined vintage look. The brand also made a matching paint-splattered hoodie for gentlemen who deserve to be spoiled this Christmas.

However, if there’s only room in the budget for one gift, these joggers are sure to please. A drawstring at the waist and stretch cuffs at the ankles ensure a comfortable, regular fit. They also feature a back zipper pocket to conveniently store a wallet or loose change.

5. Danner Hiking Boots

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Danner Hiking Boots

For men who love to hit the trails, luxury hiking boots are the ideal gift. Instead of shopping around for the perfect pair, just get these sturdy Danner Mountain Lights. The USA-made boots feature GORE-TEX lining to provide waterproof protection and a lace-to-toe system for a secure fit. Durable, full-grain leather uppers are recommended for crossing rough terrain, keeping debris and water out.

Extend the life of these boots with Danner’s recrafting services. This style of boot is eligible for part replacement, leather care, restitching and other paid services. The pair also comes with a one year warranty to ensure every gentleman is satisfied.

6. Balenciaga Logo Jacket

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Balenciaga Logo Jacket

When it comes to stylish outerwear, the denim jacket has certainly stood the test of time. The iconic wardrobe staple traces its roots to workwear and the old West. Yet, it still enjoys a prominent place among modern fashion trends.

Now, luxury brands like Balenciaga are putting their own spin on the jean jacket. Their new logo jacket features engraved flex buttons and a lime green logo on the back. A boxy fit and two buttoned chest pockets make it a stylish addition to any outfit.

7. N.002 Ocean Plastic Watch

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | N.002 Ocean Plastic Watch

The eco-conscious gentleman will also appreciate the Tom Ford 002 Ocean Plastic Watch. This simple-yet-handsome timepiece is made from recycled ocean plastic and features a black braided strap with a glistening stainless steel buckle. The watch also comes in a recycled paper box with recycled plastic packaging so every man can feel good about their purchase.

A matte black dial and bright white numerals and hands stand out against the black inlay and case. Sapphire crystal with anti-reflective coating makes for an eye-catching watch face. Plus, the piece is water-resistant to 10 meters, so you can save and explore the oceans simultaneously.

8. Gucci Rubber Slides

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Gucci Rubber Slides

The ubiquitous, utilitarian slide sandals have been popular since the 1960s and are still a modern comfort today. Even world-famous celebrities like Justin Beiber and Idris Elba favor slides over shoes sometimes. Wear them around the house, to the airport or out to brunch and embrace the laid-back style of 2020.

Of course, gentlemen should always put their best foot forward, which is why luxury sandals are a must. These Gucci flip-flops boast the iconic brand name on the straps and heels. Rubber material provides a comfortable fit with or without socks and holes in the straps promote breathability around the entire foot.

9. Versace Medusa Leather Belt

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Versace Medusa Leather Belt

Versace is instantly recognizable by its signature Medusa head logo and lux, bold clothing and accessories. Gilding, oversized logos and punchy prints adorn the brands more popular pieces and will make any gentleman a subject of envy.

For those looking to make a statement, Versace’s Medusa reversible print belt is the ideal luxury item. This leather waistband features a baroque print on one side and a solid hue on the other. A polished gold-tone Medusa head adorns the buckle and draws all eyes to the waistline. Pair with a more muted pair of jeans or slacks to add some serious flair.

10. Kmana Chatwin Duffle Bag

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Kmana Chatwin Duffle Bag

Kmana is one of those highly-sought-after boutique brands who have gained a global reputation for their timeless design, exceptional quality and unique provenance. Manufactured in Bali, the Kmana Chatwin Duffle Bag is made from vegetable-tanned cow leather (1 full-grain cowhide) and has leather handles with a removable adjustable strap.

Other than its timeless style, the inside lining of the bag has a colourful Nusa Penida Rang-Rang design. What makes Kmana’s bags so unique and sought after is that every bag comes with a different lining, depending on what the women weavers have produced and is available in stock. Through each purchase, you are not just supporting Kmana but local artisan female-earning homes throughout rural Bali. Perhaps you can also buy this gift for your teacher too?

11. Theory Moore Suede Jacket

11 Thoughtful Gifts for Fashionable Gentlemen: A Holiday Shopping Guide | Theory Moore Suede Jacket

Last but certainly not least, the Moore suede jacket from Theory. If you have an extra grand to spare, this jacket will make for the ultimate luxury gift. Its dark fennel colour is muted but eye-catching, bringing all the best aspects of suede in a tasteful shade. The lighter material of the jacket is also comfortable in warmer seasons.

If your friend enjoys a minimalist aesthetic that’s mature and sophisticated, you can’t go wrong with this piece from Theory. Just make sure they know how to properly care for a material like suede.

You Have No Shortage of Options

If money is no object, consider spoiling the fashionable gentleman in your life with one of these thoughtful gifts. Gift them an entire outfit or pick a shirt and jacket that pair nicely. After all, winter is the time to layer up, so why not go all out?

Oscar Collins

Oscar Collins is the managing editor at Modded, where he writes about a variety of topics, including the most recent trends in tech. Follow him on Twitter @TModded for regular updates!