15 of The Most Stylish Gifts For The Well Dressed Man

Gifts For The Well Dressed Man

Buying gifts for the men in our lives can be difficult. But the super stylish men that look like they’re always wearing the next hottest trend are especially hard to shop for. If you have one of those well-dressed men on your shopping list, this gift guide will help you find the perfect gift for him. OR if you have a man on your list that’s looking to step up his style game, you’ll find something for him on this list, for sure!

Find the Gift Guide for Her here. Plus more holiday posts here.

Gifts For The Well Dressed Man

More Gift Guides

Gifts For Her (Or Yourself)
Luxe Gifts
Beauty Gifts
Gifts For Kids
Gifts Under $150
Stocking Stuffers Under $50!
Teen Gifts & Teen Sneaker Gift Guide
Gifts For The Fitness Lover
Hostess Gifts

Is there something specific we can help you find for someone on your list? Please leave a comment below…we’re happy to help you find that perfect gift!

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Casual But Chic

This Barbour jacket is the perfect mix of casual and dressy, which makes it super versatile. It will seamlessly transition into his fall/winter wardrobe.

A Man's Must-Have

This is a really nice Tom Ford wallet that’s sleek and stylish. It also comes in a few other color options!

Perfect Chinos

Vince makes wonderful men’s (and women’s) clothing and these modern, slim-fit khaki chinos would be a great addition to his weekly rotation.

Subtle Designer Belt

Another accessory every man should own? A reversible belt! This one has a subtle Tom Ford logo that elevates it a bit more than your average brown belt.

Versatile Boots

These leather Chelsea boots are super chic and will go with everything!

For The Essentials

If he works in the office or brings his work on trips, a briefcase is a must and I love the look of this wax leather one by Barbour!

Stylish Sunnies

You can never have too many sunglasses and these are the perfect neutral pair.

Soft & Comfy Sweater

AllSaints is another great brand for nice, high-quality men’s clothing. This sweater is super soft and oh-so-stylish! Plus, it comes in a few other colors if the olive isn’t his taste.

Dark Denim

These gray Frame jeans will be a heavy hitter in their fall/winter wardrobe!

High-Top Kicks

That’s right, Golden Goose sneakers aren’t just for women…the most stylish men are rocking them too!

Classic Loafers

Every man needs a classic pair of loafers and this Gucci pair is perfect.

Cool Baseball Cap

Baseball caps have always been “in”, especially for men. But even more recently, having a cool baseball cap is very on-trend!

High-Quality Time Piece

If the man you’re shopping for doesn’t already have a nice watch, this is a great option! I love the contrast of the black face and gold strap.

Versatile Scarf

This scarf has brown, black, and gray in it…which means he’ll be able to wear it with everything!

Must-Have Tee

Cuts has become super popular recently for their high-quality basics at a great price point. This henley comes in A TON of colors and is the perfect casual basic. The exact color linked has limited sizes but you have a bunch of other colors to choose from too!
Join the Conversation

25 thoughts on “15 of The Most Stylish Gifts For The Well Dressed Man

  1. Erin,
    in the photo above with your hair over to one side! Gorgeous!!!

  2. Erin, i had no idea what to get my “has EVERYTHING, needs nothing” husband for Christmas until i read Your gift guide for the well dresses man. He loveS the grey hugo boss sweater (1) and looks great in it too! Thanks for the suggestion and keep up the hard work! Sincerely, della

    1. I wish that i could have bought everything in my layout for my husband, but I know better. He wouldn’t wear it. 🙁 Aren’t the clothes beautiful?

  3. These are great, stylish picks! I ordered the shoes and jogger pants. I always have a hard time getting my husband gifts because he just buys what he wants. Ugh! 🙂 Thank you for pulling together the Holiday posts. They have been great.

    1. Mine too.. and I LOVE all of these pieces so much. I would love to dress my husband like this for just one week. One week!! 😉 Erin xo

  4. Hi Erin, love your posts and precious personality. I can’t support hugo boss as during world war ii he worked with hitler and the nazi party. just something for you to think about.

    1. I didn’t realize this. I did some searching. Hugo Boss died in the 40’s and the company has completely different ownership. My husband and I have a scholarship program educating teens about atrocities of the Holocaust so we are both very sensitive about this issue. Thanks, Tamara!

  5. Hi Erin,

    I love all your media outlets, YOUTUBE, is, likE to know It! I like you, i am on the shorter siDe 5’3, so i really have learned a lot from all your channels! However, i Need some advice on what to wear in a sort of unique situation. We live in central indiana so we get all 4 seasons. My husband travels for business QuitE often and i am fortunate enough to get to travel with him. So here is the situations i find MYSELF in year after year. Our heavey travel times are Jan, Feb, MarCh, SeptemBer, and November. Inevitably we travel To the south Or West coast. I am sure thIs all seems like no big deal, but i just never seem to know what to paCk (even if i have checked the forcaSt). Because Almost everytime i have to BuY something whilE i am there. I cant tell you how many times it has rained in southern CaliforNia when we have been out there! So not only is weather an issue, but the time of Year (do i wEar summer wear on MarCo Island in JaNuary?), Then you throw in the faCt that these are business trips, so we have busiNess functions and then we have days we caN enjoy the area. I swear i could pack two large suitcases and still not bring the Right clotheS. Any helpful tips ypu can provide (or a Youtube video) woUld be greatly appreciated!!

    Also, i wanted to let you know i have been using trunK club because we live in sort of a ruRal aRea and i jUst dont have the time to search out fashions for myself. However, now that i have been really working your page on LIke to knOw it, i am going to start butinh my own clothes!! So thank you again!!

    Laurie Lacoursiere

    1. Packing is ALWAYS a challenge and it sounds like your situations call for a variety of pieces. The KEY is …. pick one color story and stick to it. Maybe that is black or maybe that is browns and whites. Once you do that, you can add color and fun with accessories. Also, always wear a waterproof or water resistant trench on the plane for those rainy days. It also looks professional for work events. Grab umbrella from hotel you are staying in.

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